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We're living through one of the biggest shifts in the internet since it began: a move from building content for people to building content for machines, on behalf of people. On this week's episode, Jim Stengel is joined by James Cadwallader, Co-Founder and CEO of Profound, and Daniel Shin Un Kang, Head of Organic and Agentic Search at Expedia, for a thoughtful, practical conversation about AI search, answer engines, and what this shift means for the future of marketing.James founded Profound in 2024, raising $60 million and earning recognition from Redpoint Ventures as one of the most promising private AI companies shaping applied artificial intelligence. Today, Profound works with brands like US Bank, Chime, Expedia, and DocuSign to help them navigate the transition from traditional search to a world of answer engines, agents, and AI-led experiences.After building companies and investing in high-growth technology businesses, Daniel moved from the venture world into operating at global scale. He now leads Organic and Agentic Search at Expedia, where he's helping redefine how one of the world's largest travel platforms shows up in AI-powered search and discovery.Together, James and Daniel unpack how brands actually appear inside AI systems like ChatGPT and Gemini, why traditional SEO metrics no longer tell the whole story, and how CMOs should rethink visibility, content, and measurement in an AI-driven world.This episode offers a rare look at AI search from both sides of the table: the platform builder shaping the category and the operator putting it to work inside a performance-driven global brand. If you're a CMO wondering what to focus on now, this conversation is a strong place to start.—This week's episode is brought to you by Deloitte and the IAB.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
The episode focuses on current security risks and limitations in industry intelligence, highlighting that CISA's Known Exploited Vulnerabilities (KEV) catalog often lags by years in tagging vulnerabilities exploited by ransomware. One cited vulnerability sat in the catalog for 1,353 days before being flagged as ransomware-exploited, illustrating a significant delay in actionable intelligence. This gap raises concerns for MSPs whose patching priorities rely on outdated catalogs, potentially leading to a misalignment between compliance activities and actual threat vectors.Supporting this, Dave Sobel underscores how evolving threat models frequently bypass traditional vulnerability management. The recent compromise of OpenClaw's skills marketplace, with a 12% malicious rate in submitted skills and basic post-facto reporting mechanisms, demonstrates that credential theft and malicious automation now present risks outside standard patch management. The core operational challenge for MSPs is not just software vulnerability but the governance of AI-enabled tools and uncontrolled marketplaces that can expose clients to breaches.Further contextualizing risk and automation, vendor launches include Lexful's AI-native documentation for MSPs and Cavelo Flash's agentless assessment tool. These offerings promise streamlined documentation and rapid risk assessment, but Dave Sobel notes their reliance on beta features, integration dependencies, and non-definitive compliance positions. Additionally, DocuSign's release of AI-generated contract summaries raises questions about liability, as inaccurate summaries can mislead signers, and responsibility defaults to the end user rather than the vendor.The primary implication for MSPs and technology leaders is the need to inventory all AI-powered tools with access to client environments, actively govern marketplace adoption, and critically evaluate automation claims. Compliance-focused patching is no longer sufficient; operational oversight must prioritize credential management and identity governance over checklist-based approaches. Caution is advised before rapid migration to beta solutions or locking into long-term contracts, as both reduce flexibility and increase exposure to emerging, non-traditional attack surfaces.Three things to know today00:00 CISA's Ransomware Tags Arrive Years Late While AI Tools Steal Credentials Now05:53 IT Glue Founder Launches AI Documentation Platform Lexful for MSPs at Right of Boom09:52 Cavelo and DocuSign Launch AI Tools That Automate Assessments and Contract ReviewsThis is the Business of Tech. Supported by: Small Biz Thoughts Community
Today, I'm talking with Allan Thygesen, who is the CEO of Docusign. You know Docusign, it's the platform that lets you sign stuff online. It turns out 7,000 people work there, which is one of those facts floating around that's always felt like perfect Decoder bait. What are all those people doing? And what kind of product roadmap does a company like Docusign even need? Alan has only been CEO of Docusign for three years, so he has some interesting perspective on where the company was, the changes he wanted to make, and where he thinks this is all going. Hint: it involves AI. Links: Docusign's AI will help you understand what you're signing | Fast Company Docusign on ‘transformational journey,' CEO Says | Bloomberg How Docusign Is modernizing the age-old business contract | Barron's Docusign unveils next-gen eSignature with AI | Docusign Docusign brings its contract AI to ChatGPT | Docusign Interview with Docusign CEO Allan Thygesen | Motley Fool (Podcast) Subscribe to The Verge to access the ad-free version of Decoder! Credits: Decoder is a production of The Verge and part of the Vox Media Podcast Network. Decoder is produced by Kate Cox and Nick Statt and edited by Ursa Wright. Our editorial director is Kevin McShane. The Decoder music is by Breakmaster Cylinder. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Buying & Selling a Business: The Legal Playbook Every Owner NeedsFeaturing Jordan Goewey of Thomas Fisher and Edwards P.A.If you're a business owner who thinks “I'll just sell my business one day and everything will work out” — this episode is required listening.In my practice, I spend a lot of time helping business owners increase the value of their businesses and prepare for an eventual exit. But today, we flip the script and talk about what actually happens during a sale — from a legal standpoint.This week's guest, Jordan Goewey, is an attorney who specializes in business transactions and works daily with owners buying and selling companies. We walk step-by-step through the real process, the real risks, and the real decisions that can either protect—or destroy—your outcome.If selling your business is even a remote possibility in the next few years, this episode will save you time, money, and stress.
Setting up an IC-DISC the right way can mean the difference between maximizing tax savings and having issues down the road. In this episode of The IC-DISC Show, I sit down with Brian Schwam, IC-DISC specialist and tax attorney, to walk through the complete IC-DISC setup and compliance process from start to finish. This conversation was inspired by a CPA request for a comprehensive guide covering every step of the IC-DISC journey. Brian breaks down the entire process chronologically, from the initial consultation to determine if a business qualifies, through the critical formation steps that can make or break your IC-DISC. We cover proper capitalization requirements, the infamous 90-day election window, why non-interest bearing bank accounts matter, and the draconian 60-day payment rule that catches many businesses off guard. He explains the difference between simple and transaction-by-transaction calculations, sharing an example where detailed analysis increased a client's commission from $4 million to $17 million on $100 million in export sales. Whether you're a CPA learning about IC-DISC for the first time or a business owner considering this strategy, Brian's systematic approach demonstrates why working with a true specialist matters when navigating these complex regulations.     SHOW HIGHLIGHTS A detailed transaction-by-transaction calculation increased one client's IC-DISC commission from $4 million to $17 million on the same $100 million in export sales. Missing the 90-day election filing window requires a private letter ruling costing $35,000-$40,000 to fix, making it cheaper to just set up a new IC-DISC. The 60-day payment rule requires paying at least 50% of your estimated commission in cash or promissory note within 60 days of year-end to avoid disqualification. Setting up an IC-DISC with no par value stock is a fatal error that will cause the IRS to reject your election, regardless of everything else done correctly. A non-interest bearing bank account is essential because even $1.50 of interest income can disqualify your IC-DISC if no commission is paid that year. Export sales typically need to reach $3-5 million before an IC-DISC makes economic sense, though exceptions exist for businesses with exceptionally high profit margins.   Contact Details LinkedIn - Brian Schwam LINKSShow Notes Be a Guest About IC-DISC Alliance Brian SchwamAbout Brian TRANSCRIPT (AI transcript provided as supporting material and may contain errors) Dave: Good morning, Brian. Welcome to the podcast. Brian Hey, good morning David. Good to be here. Dave: So I, I now refer to you as the Bob Hope of the podcast because I believe that Bob Hope holds the record for the most appearances on the Johnny Carson Show. So that's why you're like the Bob Hope of the podcast. You have more appearances than anyone else with today's appearance. Brian That's good company to be in if you're of a certain, if you're of a certain age. Dave: Yeah. And I'm not even sure you and I are quite old enough to even be of that certain age. Brian I probably never saw him on Johnny Carson. Dave: Yeah, me too. So this is an episode that was requested by a CPA of one of our clients who was retiring and he had a new. Partner taken over and he said, Hey Dave, can you send over a link to the episode that just goes through all the details of the IC disc from start to finish? And I'm like, well, we don't have that episode, but it's a great idea. So that's what's behind this. So let's start at the very beginning. Somebody calls you up and says, Hey Brian, I need an IC disc, or I want an IC disc. What's the very first step? Brian Very first step for me is to say why. Dave: Okay, Brian tell me about your business. Dave: Okay. Brian You know, do you have qualified export receipts? Do you have qualified export property? That those are very complex areas. And some people might think they do when they don't, and others might think they don't when they do. Dave: Okay. Brian And more likely than not, they heard about IC disc from. Somebody they met at a, you know, business leader meeting or something and somebody said, oh, hey, I have an IC disc. You should have one. Dave: Okay. Brian And not everybody can utilize one, but there's many out there that can utilize 'em that do not. Dave: Okay. And do you charge anything for that consultation? Brian No, because to me it's just a fact finding. Dave: Okay. So step one, figure out if their fact pattern warrants having an IC disc. Brian Right? Right. Well, it's, it's actually, that's one step. If you deter, if we determine that yes, an IC disc makes sense because they do have qualified export property, they do have qualified export receipts, then we have to talk about volumes. Because, you know, if you have 500,000 of export sales, most like more likely than not. Disc isn't gonna make sense. Dave: Economic sense when Brian you factor Right. Economic, the Dave: costs Brian not right. There's not enough benefit to offset the cost at that, at that level, most likely. Of course. It [depends on what, what it is they're selling. Dave: Sure. Do you have a rule of thumb you typically use? Is it like three or 5 million where it typically makes sense or every case Brian For most, for most businesses, that's sort of the range that where it starts to make sense, but there are always exceptions to that. Dave: Sure. Brian So like I had a client that had, you know, 600,000 of export sales, but their bottom line profit was 80%. Dave: Okay. Brian So in that instance, hey, it made sense, but for most companies that have 600,000 of export sales, it, it probably doesn't make sense. Dave: Okay. So let's say they have 5 million of exports, good margins, looks like it makes economic sense. What's the next step then? Brian Well then we talk about what is the tax structure of that exporting company? Is it a flow through entity? Is it a C Corp? And how is it owned? Sometimes [00:04:00] it's owned by a foreign company that makes things way more complicated. Okay. It's owned by a combination of different shareholders, some of which are individuals, some of which are corporations. So that can be complicated. And sometimes it's just a, it's just a pass through entity that's owned by, you know, let's say it's an S corporation that's owned by a family owned. Dave: Sure. Brian You know, so you, you can have a lot of different fact patterns and that will dictate a lot of things with, with respect. Dave: Okay. Brian To how the disc is organized. Dave: Might that also be the time? You inquire as to whether multiple discs might make sense for their structure, or do you typically just focus on kind of getting the initial disc in place and then exploring that over time? Brian Probably the latter. Dave: Yeah. Brian Initially I, you know, the goal is, you know, do you have enough activity? Do you have the right kind of activity? What kind of benefit is it that you think you can, we can get for you? And then, okay, if the answer to all those are in the positive, then it's like, okay, how should this disc be owned based on what we're trying to achieve and where should it be set up? Because that also can have a lot of negative surprises if you set it up in the wrong place. Dave: Yeah. So let's say and I think there's some rules of thumb like if if the. Exporting company is a C corp, you typically don't want the C Corp to own the disc, is that correct? Brian That is, that is correct. And that's because a C corporation pays tax on a dividend. It receives from the IC dis, so effectively there's no benefit. Dave: Okay. So with a C corp, typically it would be the individuals, individual or [individuals that Brian are Oh, the, the shareholders typically, Dave: yeah. Brian You know, possibly a management group could be involved as well, but typically we're talking about the shareholders of the C corporation. Dave: Yeah. And the shareholders of the disc do not necessarily have to mirror the shareholders of the C corp. Right. Brian That is sort of up in the air. I, I prefer that to be the case, but it doesn't have to be the case. Dave: Yeah, like in a simple example, census C Corp owned by one person and when they set it up, they wanna add a couple key employees to it. Brian Yeah. That, that, that's probably fine. You know, there's some old revenue rulings out there from the early 1980s that have a bad fact pattern, which the IRS held that the structure created gift tax issues, but that was like a mom and a dad and a son and a daughter, and mom and dad set up a disc and then gave the stock to the son and the daughter. And, and so that, that's, I see that's a bad fact pattern. What you described is a completely different fact pattern. There's no donative intent in that fact Dave: pattern. Yeah. Okay. In Brian fact, that I have a client that started out where the disc and the C Corp was. It did have mirror ownership, but over time, that has changed dramatically. But still, there's no donor of intent because we have all these unrelated families that own shares in the company in this quote company. And when there have been redemption opportunities over the years, they have the choice redeemed, the disc shares redeemed. The, the C corp shares redeemed them both. So some of like kept their dis shares, but gotten rid of the C Corp shares and vice versa. But really without the donative intent, plus some court case you know, precedent, I, I'm not [00:08:00] so concerned about that issue. Dave: Okay. Now let's switch gears and let's say it's a flow through an S-Corp partnership et cetera. Do you typically want the individuals to own it in that situation? Say that the company has three shareholders, would you just make them the three owners of the disc? More often than not, no. Okay. And why is that? Brian Because it, you get the same benefit by making the disc a subsidiary of the S corporation without some of the extra complexity associated with having the disc be owned by the shareholders. Now that, that's, that's preferred, but there are also situations where that doesn't make sense. Dave: Okay. Brian So let's say the, the S corporation is in California and the shareholder lives in Texas, or Florida. Or Nevada. Dave: Okay. Brian So they might want that dividend income flowing directly to them so that there's [00:09:00] no state Oh. So that there's no state income tax on the dividend. Dave: Sure, sure. Brian Okay. Okay. Yeah. So again, it's just another fact you need to uncover in the process of trying to figure all this out. Dave: Okay, so you've met with the client, you've figured out a disc makes sense, you've dug further you figured out the ownership structure of the disc. That makes sense. So then I guess you have to figure out where to incorporate, huh? Brian Yeah. And that again, there are good states and bad states. Dave: Okay. Brian Some states will tax an IC dis as a regular C corporation, you wanna avoid those states. Some states don't have an income tax at all, and those are good states to deal with. Dave: Okay. Brian And the three, you know, I'd say there's three states that are predominantly viewed as positive, and that would be Delaware, Texas, and Nevada. Okay. They're all fairly similar. For filing. And, and none of them have a corporate income tax on the dis so that's, that's all good in terms of not adding additional costs to the, the structure. Dave: Okay. So I'm in Texas and thus you, it seems like most of my clients end up incorporating in Texas. Do you just so here we are January 8th. We're recording this of 2026. So do you just do you just get around to doing it anytime before the end of the year and then you could use the disc the whole year? Is that how it works? Brian It's not how it works. It's generally a prospective opportunity. So you wanna get that entity formed as quickly as possible. Dave: Okay. Yeah. I've had people, I've heard [00:11:00] people say that if you don't do it on January 1st, you just have to wait till the next year. Brian No. That, well, that's certainly not true. And from any date forward that you set it up, you can certainly get benefits or shipments. Okay. That they, but one other item that I forgot to mention earlier, they also like to ask if the, if the related supplier entity, which is the exporter, if they're an accrual based company or a cash basis, Dave: ah, Brian that's an, that's an incredibly important issue Dave: Sure. Brian Dealt with. That's why. Dave: Okay. Brian Because the disc is an accrual base taxpayer by default. Dave: Yeah. Okay, we'll get into that when we get further around the, Brian okay. Dave: I think about when I was a kid, there was a, there was a Saturday morning TV series I think called schoolhouse Rock. And one of the episodes was how, how a bill becomes a Law [00:12:00] And there's the whole steps, the Brian episode, everybody remembers. Dave: Yep. Yep. So everybody our age at least. Okay, so you've got the disc set up and say you do it in Texas and let's say they make the decision January 8th, takes a few days to, you know, just kind of get stuff, you know, information from the client set up. And let's say you get it set up January 15th, so then they're good to go, huh? They can just start using that disc and away we go. Anything else? Ha. That has to be done Or is it, is it that some Brian on the, on the surface, yes, that's true. Dave: Okay. Brian But beneath the surface, there's other things that have to take place. Dave: Okay. What's the next thing that has to happen after you've formed the disc? Brian Well, you have a, there's a 90 day window to file a disc collection with the IRS. That's probably the most critical thing that has to happen. You have to file an actual paper form with the IRS to elect disc status for the company, because the company, when you set it up, it's just a corporation. Without that election, it's not a disc. Dave: And that election, is this the famous form 48, 76 dash a, is that said election, Brian famous or infamous in some cases, Dave: yes. Yeah. Okay. So you have to, so you just well, you just go to the IRS website. Download the form, send it in, bing, bam. Boom. You're done. You're good to go. Brian Not exactly. Dave: Okay. That's the Brian first Dave: step. Brian Skip. That's the first step. But the I mean, first of all, when you're setting up the disc, you have to make sure you incorporate it properly. Dave: Okay. Brian I kind of glossed over that. Dave: And what are some of the elements of proper incorporation? Brian Well, for example, when you go to a, the Texas website or any other secretary of State website to organize the company, because it can be done all online, [00:14:00] like the default is always, you know, no par value stock, right. Brian If you just select the default, you are going to have a problem because Okay. Dis rules require, you know, par or stated value of $2,500 on the, issued an issued an outstanding stock of, of the disk. So I had a client that came to me years ago. They had set up a company in, well, they used Wyoming, which is also possible to use, and it's not a bad jurisdiction. And they had, he had his quote unquote friend that who was an attorney, set it up for him. And there were some issues with the DISC collection and it went back and forth and then ultimately took a look at the articles of incorporation and it had, you know, $1 power stock, 1000 shares. Dave: Ah, that's a problem. Brian That's, [00:15:00] yeah. So no matter what happened with the disc election and the back and forth with the IRS, the disc election was ultimately never approved because the entity didn't meet the requirement. Having enough outstanding capital stock. So you have to have one and it can only have one class of shares. So there are, you know, there are some hoops you have to jump through in terms of not doing things incorrectly or doing things correctly. So you have to make sure there's one class of stock, $2,500 par value. There can't be foreign sales corporation in the same patrol group, which years ago was a big deal, but now it's not really a big deal because those have been gone for many years and almost nobody has one left. Not, not really an issue there. And what, you know, those are the formation matters that, that mattered, that are important to make sure you, you meet when you form the entity. Okay? If it's formed wrong, right from the get go, you have a problem. If [00:16:00] it's formed correctly, then the next step is yes, file a disc election. Dave: And, but before you file the disc election, there's a step we're missing, right? Doesn't the DISC election require. To put the corresponding EIN for the distance. Oh yes. I mean, I just assumed we, yeah, you obviously you have to apply for an ID number for the new entity that does not come automatically with the incorporation. Brian 'cause that's done with the state as opposed with the IRS yes. Dave: Yeah. And that's become more challenging. It used to be pretty easy to get an EIN you could apply under a corporate name or Brian yeah. But there, there's a, you know, there is an online portal with the IRS to get an EIN for a domestic company. So it's not, it's not Dave: terrible. Yeah. Brian It's not terrible. Dave: Yeah. So you have the EIN that you need for the 48 76 ae. Brian Right. Dave: You have you have 90 days, Brian you have the proper capitalization. Dave: Yeah. Brian You figured out who's gonna own the disc because the, the disc collection is. Signed, you know, it's not just made by the disc entity. It's made by the disc entity, then consented to by the shareholder. So you have to make sure that all that takes place. I can't tell you the number of times where somebody filled out part one, the disc signed it, and then the shareholder forgot the consent to it. And if you don't do the 48 76 dash eight correctly, you get it filed timely. It's an extremely expensive fix to try and get that Dave: rectified. Brian Generally, you have to try to get a private letter ruling, which will grant an extension of time to file the late disc collection. Dave: Okay. Brian And that's that's an expensive process. It's a 25 to $30,000 exercise to [00:18:00] file the private letter, really. Plus you have to pay a user fee to the IRS of 10,000, 11,000. Dave: Wow. Yeah. It seems that seems inconvenient at, at best. Brian And for most companies, they're better off just setting up a second dose Dave: Sure. Brian As opposed Dave: to process, Brian because how much volume there is. Dave: Yeah. Yeah. And I understand the IRS itself refers to these as a, a paper entity. So I guess since it's a paper entity, that's it. No need to fuss around with a bank account or actually have to capitalize it with actual money is there. Brian It's, it's recommended, but you're right, it's not required. There's no requirement in the disk rules to set up a bank account. Dave: Okay. Brian So there it could simply have. A receivable receiv for the capital stock. And that can be, its working capital doesn't have to have a bank account, but that's sort of a misnomer that people think it must have a bank account. Okay. In the original regulations, that was a requirement, but when the regulations are finalized, the requirement was removed. Dave: Okay. But practically speaking, it you probably wanna have a bank account. Brian Yes. Practically speaking, it makes all the sense in the world to have a bank account, a non-interest bearing bank account. Dave: And why is the non-interest bearing important? Brian Well, it, it has to do with one of the annual requirements of a disc. That 95% of its receipts have to be qualified export assets. I'm sorry, receipts. And so let's say in a year the company decides. You can't always decide not to use the DIS even though you've got it in place. So let's say the company says, well we're not gonna use the, this year we had a loss. In our business there's no using. Dave: Okay. Brian We say, okay, and then the DIS bank account earned a dollar 50 of interest income. Dave: Okay, Brian well 100% of the receipts are now not qualified receipts. Okay. Income and no other revenue. If there was a non-interest bearing bank account, it would just have no receipts and then it would be fine. But the earning, the dollar 50 of interest would disqualify that. Dave: Okay. So non-interest bearing account and then I guess the dollar amount in the bank account, what you start with, $2,500 initially. Brian Yeah, pretty much keep it there forever. Dave: But, but it doesn't matter if you end up, oh, if you're a little lazy and you forget to distribute all the money and you end up with 50 grand at the end of the year, that, that's not a problem, is it? Brian It is. Dave: It is. Everything's a problem Brian with you, Brian, because everything, 'cause the, these rules are draconian and everything can become a problem. So a commission dis anyway, a comm, [00:21:00] you know, a paper entity commission dis doesn't need $50,000 of working capital. And the IRS would hold that, that that's not a qualified export out. Like having too much working capital in DIS will cause it to fail. The other test, which is the 95 qualified export asset test 2,500, you know, an amount of cash equal to the capital stock is fine. Dave: Sure. Brian Amounts above that start to, you know, raise questions as to whether. That's reasonable working capital or not? Given that the entity's a paper entity, it doesn't really have any expenses. Maybe some bank fees. That would be about it. In most cases, it really doesn't need cash sitting. Dave: Yeah. Yeah. So maybe 3000, 3,500 to account for some bank fees or, Brian yeah, at most, yeah, we start getting about 5,000. It really starts to [00:22:00] look questionable. Dave: Okay. Oh, I just realized, I think in the initial assessment there was a step we forgot and that's, do they want to make it a buy sell disc or a commission disc? What percentage of your clients are commission discs? Mine a hundred percent. That's Brian 99%. Dave: Yeah. So we're just stepping ahead assuming that it would be a commission disc, Brian right. I mean, the only time you would really have a buy sell disc. 'cause if you have a business where. They're buying inventory from unrelated parties. And all the inventory is manufactured in the US and all of it is export. Dave: Yeah. Brian Okay. That, that, that I do have, like I said, two clients that have adopted that structure. One was commissioned disc with an S-corp and they converted, they merged the S-corp into the disc and just became an operating disc. You know, and that's a little different than a buy sell disc. I mean, an operating disc. People think of buy, sell dis an operating disc for the same thing. They're really not. I mean, 'cause you could have a, the equivalent of a commission disc, but have it be by sell where it could buy product from its related exporter and then export it. Dave: Okay. Brian It's possible that, that, that tho that fact pattern, I don't have any clients in. Dave: Okay. Brian It's possible. Dave: Okay. So we've got the election filed and then at some point the IRS will send the taxpayer letter approving the election, right? Brian Correct. That is, that was true. Dave: And then so we've got the, the B and usually it makes more sense to have the disc bank account at the same bank as the operating company, right? Brian It typically does, Dave: yes. Yeah. And we'll get into that when we get further into the operation of the disc. Okay. So it's all set up. And elections filed, election approved. So now certainly we're done with incorporation and government governance matters, right? Brian No. No, Dave: not yet. Brian Not yet. Not yet. Okay. We still have to make sure there's a a call, a related supplier agreement or disc commission supplier agreement in place between the, the exporting entity or entities and the disc itself. This document is, it's not, again, it's not required in the regulations, but it is recommended. It gives the related supplier a lot of flexibility in how it uses the disc and if it uses the disc and it gives it unilateral powers to decide not to use the disc. It also lays out the, you know, sort of boil legal boilerplate language about an inter intercompany agreement between the two business. Dave: So you could just go to chat GPT and have them spool up a one page sales agent agreement. Is that right? Brian Maybe. I don't know. I haven't tried that 'cause I don't wanna teach chat GPT how to, how to do that, but because every time you ask it a question, you teach it, right? Dave: Sure. Brian General, no, it's a pretty specific agreement and it has very specific provisions in it. Provisions and so somebody that knows what they're doing really needs to draft them. Dave: Okay. Okay. So this is kind of pointing away from just having your general corporate attorney who's never heard of a disc, do all that quote paperwork. Brian Yeah. I never recommend. I always recommend that a specialist do it, namely myself take care of it. Dave: Okay. Yeah. 'cause you are, in addition to having an accounting background, you're also a tax attorney, correct? Brian Correct. Dave: Correct. Okay. Brian Yeah. And you know, some of the documents that need to be created, yeah. That can be done by a general corporate attorney like bylaws and those as well and or other organizational documents that aren't disc specific can only be done by any attorney. But but if, but really it doesn't make sense to split that work up amongst different attorneys. Dave: Okay. Sure. Brian It all sort of be done by the same party to make sure that it's, that everything gets taken here. Dave: Okay. Brian And timely because there's a 90 day window to get this, in my opinion, to get this all done. Dave: Yeah, to co to coincide with the election filing. Brian Right. Because typically I don't provide any of the documents, including the election, to the, to the client until all these things are done. Dave: Yeah. Oh, I see. Sure, sure. Because then there's, Brian you know, they have to sign the disc election and there's all these other documents they need to sign and put in a minute book. And so rather than piecemeal it, we just give it to them all at once. Dave: Okay. So they've got their binder with all their signed documents or a signed copy of the 48 76 A that was filed a copy of the approval from the IRS. So now finally, are we ready to get started using our disc? Is there. Brian Collection the I. Yeah. As you've probably seen in the news, things are changing at the postal service as far as postmarks and what they can be relied on as when something was considered filed. So they're not promising the postmark things that they, you drop them in the mail anymore. Dave: Oh, really? Okay. I hadn't heard that. Brian Yeah. So it's recommended to go, like, walk it to a counter and have it hands stamped with [00:28:00] a postmark. Yeah. But more importantly, and unfortunately not everybody listens to this, send the form certified mail return receipt requested. 'cause many times document is sent to Kansas City and they lose track. Oh, we never got your dis election. We can't process your dis return, whatever. And then there's proof that it was sent and then they have to, you know, find it basically. Dave: Okay. Or Brian at least accept it, maybe even if they never find. Dave: Yeah. Brian But there's one other thing about the disc and that we didn't talk about and, and I'm reminded of it because something you asked me in passing last week, which is something about the year end of the disc, the year end of the disc must coincide with its principal shareholder. So if I have a C corp that's a fiscal year, but the owners of the disc aren't gonna be [00:29:00] individuals, that disc will be a calendar year disc. Dave: Sure. Brian Not be a fiscal year company. And you know, if. It's owned by, let's say an S corp that has a fiscal year, then the disc will have a fiscal year. It, it must have the same year as its principalship. Dave: Okay. Yeah. Good. Thanks for the reminder of that. Brian And sometimes the disc collection gets filled out incorrectly. Somebody assumes one thing and, and then when a return is filed, the IRS, they're like, they, they dunno what to do. Yeah. Yeah. Okay. Alright. Now finally, do we have a little bouncing baby disc to be delivered to its proud parents? I think so. Dave: Okay. Okay. Okay. Brian And that's usually, it's usually about three to five months after it was formed. Dave: Okay. Brian Is when it started eating solids. Dave: Okay. Alright, so now we've got the disc set up and 9:45 AM I'm, I'm sorry, I keep touching my watch and it says the time, apparently it's time to just take off my watch. Okay. So now, so let's just say that they have not yet set up the bank account. They've done everything else, and now it's time to set up the bank account so they, you know, call their local banker. They get it set up at the same bank, so it can be on the same online banking platform. And then they fund it. And does it matter where the funding comes, comes from for that bank account? Can they just like say the company. I mean, can just anybody fund it? Say there's three shareholders, can just one shareholder write a check for $2,500 to fund it? Or how does that all look? Brian Well, I mean, there, there will be a subscription agreement that shows how much each shareholder owes for their shares, and each shareholder should pay for them. Okay. Can't just be one. Dave: Okay. So we have the bank account set up, we're ready to go. And so now we're at the end of the year, or approaching the end of the year. Let's say we're in November of 2026. Anything we need to do before the end of the year Brian for an accrual based taxpayer? No. Okay. There's nothing paid to do, but before the end of the year. Dave: And what about for a cash basis? Brian For a cash basis, taxpayer, if we want a deduction in 2026. We need to pay the DIS in 2026, so Dave: we Brian would need to gather information in order to estimate a DIS commission for 2026 before the end of the year. Dave: Okay. So cash basis, that's what we need to do by the end of the year. Accrual basis. Basis, no. Do I need to do [00:32:00] anything by the end of the year? Brian You don't need to. You have an option to, if you'd like to, if you wanna have an idea of what the disc commission might be, or you actually wanna pay it before the end of the year, but there's no requirement. Dave: Yeah. And if you don't, and if you don't pay it by the end of the year, you get a deferral benefit Brian possibly. Dave: Yeah so say, say you did a hundred million of exports and your commission was $20 million. You just get to defer that whole thing till the next year, right? Brian No, Dave: no. Brian, all you say is No. Every good idea have you just say No. Brian It could defer 10% of it to the next year because only the income related to 10 million of export sales can be deferred, and it'd be a little less than 10% because the disc wasn't there the whole year. So we'd have to prorate that 10 million for the number of days the disc existed. And then some sliver can be deferred, but the rest of it is gonna be taxed to the shareholders as a deemed dividend Dave: in the current year. In the Brian current. Dave: Okay. Brian Then not taxed when physically distributed in the following. Dave: Okay, so we have an accrual tax payer. We get into the to 2027, and let's say they're extending their corporate return and they're planning to file that in August of 27. So we're done. We don't have anything else to do before August. Right? Brian That's not true either. Dave: Brian, Brian you're Dave: killing me. Brian Yeah, well, it, I mean, it depends. If nothing was done before the end of the year, then something needs to be done within the first 60 days after the accrual base taxpayer. Or, you know, let's say the cash base taxpayer says, I don't [00:34:00] care if I get my deduction next year, so I'm not gonna pay anything this year. Something needs to be paid at this within 60 days of the end of the year. Dave: So is this one of those things like the sales agent agreement, that that's just recommended? Brian No, this is required. Dave: Required. Okay. Brian Yeah. This is required. This is, this is one of the hot buttons the IRS will try to use to disqualify your disc. Dave: Okay. Brian So the disc accrues a receivable at the end of the year, even though it doesn't know the amount at the end of the year for all, for, for disc purposes and books an an accrual for the income at the end of the year. That accrual or the receivable is only a qualified export asset if, if the payment rules around that receivable or satisfy. Dave: Okay. Okay. Brian One Dave: rule Rules. Rules. There's always rules. Brian Yeah. It's very draconian. You have a 60 day rule and a 90 day rule. 60 day rule says you must pay a reasonable estimate of the disc commission to the disc within 60 days of the end of the year in cash or. It could be cash, it could be a note. Dave: And reasonable is just any old amount. You just put your finger in the air and ah, I think a hundred dollars is reasonable. Brian Again, that's not the case. There is a safe harbor for what is reasonable, and that safe harbor is f at least 50% of the final commission amount that you Dave: determine. But how do you know that in February Brian you have, Dave: if you're not preparing the corporate, Brian you have to try to compute an estimate before the end of FE Dave: and you have to nail it exactly at 50%. So if you think the commission's gonna be $1,217,412, you need to pay exactly 50% of that, Brian at least. [00:36:00] Dave: Oh, at least. So you could pay more. At Brian least you could pay more. And we always recommend maybe paying 75 to 80%. Dave: Okay. Brian Because if you pay whatever you pay. That amount is gonna be your limit. So if you thought it was gonna be a million and you paid 500,000 and it turns out to be 1,000,500, too bad. So sad, you only paid 500,000, you're capped at a million. Dave: Okay? I mean, that's the safe harbor. I suppose there might be circumstances where, where one could argue that they maybe the first year of the disc, and you know, they, they, Brian you can argue it, you can try to argue it, but there's no guarantee that the IS will accept any of the arguments. And the private letter rulings that exist from the 1970s would imply that they, they're really not going to accept just about any rationale for being reasonable other than that 50% bright [00:37:00] line safe harbor. Dave: Okay so you make the payment, Brian make that payment, and. Dave: Can you just book a journal entry? Do you, do you actually have to really move the money? It sounds like a hassle. Brian I mean, in, in general you have to, you have to either create a note or move cash. Dave: Okay. Brian Okay. Dave: But that might be a lot of money though. Like what if, what if it's like $2 million and million? The company only has a million dollars in the bank. Brian They could use the same capital multiple times. Dave: Oh, okay. Brian And roundtrip the money as many times as they need to, or like I said, use the, use the promissory note. Dave: Okay. Brian Short term promissory note to satisfy that requirement because it does say cash or property. Dave: Okay. So we get through February, we've made our, our 60 day payment. We've, we've, you know, sh sh we've, we, instead of doing 50%, we did about 80% of what we thought it was gonna be to give us some cushion, and now we can go take a vacation till the till the corporate returns ready. Brian Yeah. I, I, I think so. Dave: Okay. Brian I think so. Dave: Okay. So it's time to now. So it's time. Now, if they extend that corporate return, I guess they're gonna have to extend the disc return as well. Brian Well, the disc return is due September 15th as a matter of course. Dave: Oh, Brian are handy. There are no extensions. So really as far as the disc and its compliance goes, once you make that 60 day payment, there's really not much you can or should do or are able to do until the related entities tax return. Prepared. [00:39:00] So a lot of times they'll say, well, that's not gonna be done till September 15th, and we have to have a discussion about how that doesn't work because the disc return has to be done by September 15th, but in order to do the disc return, you need to basically a completed within it supplier returns. So then we have to work backwards from September 15th to figure out like when's the latest they can have that, that other return done in order Dave: to Brian get the disc return done. Now that's relatively easy in the past through context because all those pass through returns are also due September 15th on extension. Dave: Sure. Brian Whereas a C corporation, it's not so easy because the extended due date for a C corporation, if it's a calendar year is October 15th. So it may be that you have to file a disc return with a made up number on time and then amend it after. Okay. After September 15th. I've done that a number of times. Dave: Okay. So that makes sense. Brian Because as is good as CPAs are, they're deadline driven. So if a return is due October 15th, they're unlikely to have it done by the end of August. Dave: Yeah. Okay. So it's time to file the disc return. I assume the CPA firm probably has that disc return and their standard tax software with all the other forms. So you just have the CPA go ahead and prepare the disc return. I've looked at it, it's a short return. It's like 10 pages long. So you just go ahead and have the CPA prepare the disc return, then bing, bam, boom, you're done. Brian Could do that. Dave: Okay. Is there a drawback to doing that? Brian Yeah, it would probably be wrong. Dave: Okay. Why do you say that? Now, remember [Brian, we have a lot of CPAs who we have very good relationships with that we share clients, you know, saying that they're probably gonna do it wrong. I mean, heck, I don't really wanna annoy all my great CPAs we work with Brian Well, okay, but it, well, it's just a fact. It'll probably okay Dave: be Brian wrong because they might see one or two or three a year. They, they think they know what all the different terms on the district return mean, but they're not as familiar with that as they are with a S Corp return or a partnership return, or 1120. So they do what they think is right, and it may be right, it may not be right. So again, I, in my opinion, you want a specialist preparing the district return. Dave: Okay. Brian Okay. Because we know exactly how it's supposed to be filled out. And then if, if the calculation is done on a transaction by transaction [00:42:00] basis, there's this schedule P that gets attached to the return. Well, if you don't do a T by T, there's one Schedule P. If you do a T by T, there could be thousands of them. So I don't think CPAs and their software are equipped to complete thousands of schedule Ps and attach Dave: Yeah. Brian To the district. Dave: No, good point. And you're, you're getting your your enthusiasm to get to T by t had me, you got a little ahead of me. 'cause I was gonna ask, so client says, Hey, we have a desk. Our accounting department's busy. What's just the bare minimum of information we need to send you? What's the bare minimum? Brian Bare minimum would be qualified export sales. Dave: They just need to send you a number. Brian Yes. Dave: Then you take that number and how hard can it be? Right. Just take the, Brian it's not, it's not necessarily that hard at that point. Dave: Yeah. But say the profit on those sales [00:43:00] is the average profit of the company and taxable profit. And you compute the disc commission, you go through the Schedule P and compute the disc commission and pick the higher of the two numbers that you, that you compute. So you would just be like the final draft, corporate return and that total export number, you know, dollar amount for the year. And, and that's really all you need to, to do. That's Brian the bare bone. That's the bare bones, yeah. Dave: Okay. And that's what some people would call the standard calculation or a simple calculation, Brian I'd call it simple. Yeah. Dave: Okay. And that's also known as the 4% 50% calculation in some circles. Right. How does that work? Brian Well, it's also known as the safe harbor calculation in certain circles as well. Back to that, Dave: back to that safe harbor again. Brian Yeah. But that's actually not a safe harbor, so that's why I bring that up. Dave: Okay, well Brian that's the safe harbor calculation. I'm like, no, it's not. It's just the [00:44:00] calculation. There's nothing safe harbor about Dave: it. Okay. Brian Okay. It's just the rules that are found in the code and regs for computing and disc commission, and they're the two predominant methods. 4% of sales and the 50% of net profit, Dave: you just cherry pick whichever one works better. Brian Yeah, but the 4% method has limitations. So Dave: more limitations probably. Why? Why can't this just be simple? You said it was the simple calculation and now you're already telling me there's inherent complexity. Brian Even if it's simple, it's not totally simple. Dave: Okay. Okay, Brian so the, and I've seen this done wrong. Millions, well, not millions, hundreds of times, and I can say it is hundreds of times. Client computes the 4% method just by choosing 4% of sales. They don't look at what their net income is on the, on the [00:45:00] activity. They just say, oh, I'm allowed to use 4% of sales. The limit there is you cannot create a loss. There's something called the no loss rules. You can't create a loss with a disc commission if one doesn't already exist. So if the profit on, say, on the sales are 2% of sales, you can't take 4% of sales. You're limited to 2% of sales. And if, for example, you have a loss of the company, you're limited to zero. But I've seen situations where that's completely ignored. Dave: Okay? Brian Properly computed this commission of 4% of sales, but it should have been something less or possibly zero. Dave: Okay? So more complexity, but the good news, that's the extent of the complexity. One, schedule P, 4%, 50%, you know, make sure you, you don't create a loss. Now we're, we're all done. Pop. You [00:46:00] know what, what? Dusted and dusted and delivered we're, we're good to go. They've maximized their dis commission, right? And we're all done. They have a nice 10 page return to send to the IRS. Which by the way, can they file that electronically, that return? Brian Fortunately, there are no provisions for electronic filing of the disc return. It must be, Dave: what is this, the 1970s or something? Brian Pretty much Dave: Okay Brian with, with regard to the disc? Yeah. And, and some other forms. Yeah. But the, the, the benefit of that, here, I'll give you a benefit. The benefit of the fact that you must file a paper return is they can have an electronic signature on it. Okay. It doesn't have to have a wet signature. Dave: Okay? Okay. Brian So you could theoretically, for example, send your client the return using DocuSign, have them sign it. You print it, you file it for, Dave: okay. Okay. But, but now we're finally done. It's signed, it's done. And they say, boy, thank you very much, Brian. You've done, your team did a great job, and boy, I really appreciate, you know, we had 10 million of exports. We have all kinds of variability in our profit margins. And, but thank you very much. You, you created the amazing $400,000 or you calculated the 400,000 disc commission. Thank you very much. I couldn't imagine you went above and beyond. I couldn't imagine you could have done anything more. And then what do you say? Do you graciously say, oh, you're welcome. It was our pleasure. Brian I would graciously say, you know, we, we've just computed your minimum disc commission. Dave: Okay, Brian not your maximum. Because you have Dave: vast, lemme guess. Lemme guess. There's more complexity coming. Brian More complexity, which relies on more data being. Pulled from the client's [00:48:00] records to, to allow for a calculation of the DISC commission at a more detailed level, ideally at a line item by invoice level, Dave: line item. That sounds like a lot of work. Brian It can be. Can be a Dave: lot. What if the client says, our accounting department's busy? Sounds like we're gonna have to spend weeks gathering all this data for you. Eh, it's just, we're too busy, it's not worth it. What do you say then? Brian I gu I almost can guarantee you it will be worth it. Okay. Because looking at the detail is likely to cause at Disconnect commission to be anywhere from 50 to three, 400% higher than what it otherwise would've been. Now, unfortunately, in that first year, since you've already filed with a certain number, you're limited to two times what you paid in that 60 day window. But going forward. You know, there's no limit. Dave: Okay. Brian Whatever we compute can be your disc commission. So different industries have different amount of variability and t and transaction by transaction calculations have different impacts depending upon the industry, the profitability of the business, how many products they have, who they sell to. But it can vary. But I'll give you an example of one that we worked on recently where company had a hundred million of export sales. They took 4% of sales, and they've been taking 4% of sales year after year, after year, after year, after year, Dave: okay. Brian They brought us in like three weeks before the district return. Dave: Okay. Brian And we went through the calculations and we actually calculated 17 million Dave: as opposed to 4 million. Brian As opposed to four. Dave: [00:50:00] Yikes. That's a big difference. Brian It's a huge difference. And fortunately they were, you know, well, I mean they were very pleased with the result. And so now on a going forward basis, we're not doing 4% of sales. Dave: Okay? But you still have this. But if they were able to get a $17 million commission, then that means their corporate taxable income must have been at least 17 million. 'cause didn't I hear you say the disc commission cannot cause a loss. Brian It cannot cause a loss at the level at which you're computing the commission. So there's no, you're killing me, Brian. Just more complexity. Yeah. Well, it's very complex area. There's, there's no overall no loss rule. Like if you, you can, as long as you're meeting the rules as they're written, you can cause your entity to go into a loss position. Now, this particular instance, it did not do that, but [00:51:00] you could do that. Dave: Okay. And then if you get into a loss position, there are other non disc complexities that come into play that impact whether you want to maximize the loss in that entity or you want to target a particular loss in that entity. And that's not something that we get involved with, but we're certainly sensitive to it. Sure. Sure. And so you're saying for this client, even though I've heard some people say you've got the simple calc and then the hard calc. And so you'd wonder why would anyone do the hard calc? Well, it's because their commission went from 4 million to 17 million, which saved them hundreds of thousands of dollars. You created hundreds or millions of dollars with additional tax savings. Brian Right, right. Dave: Okay. Brian And by the way, after the first conversation we had with them, they said, oh [00:52:00] yeah, this is not something we can do. The accounting department said, this is not something we can do. Then the owner said, this is something you're gonna, Dave: it's funny how that, how that works. Okay. And then I'm guessing this extra work. You, you're probably gonna have to create another schedule P or two. So now the disc return, it's gonna be 10 pages. It's what? 20 pages? Is that kind of a typical page count? Brian No, it could be Dave: no. Brian Thousands of pages. Dave: Thousands. I mean, Brian, a ream of paper is 500. So thousands would be reams of paper. Brian Yes. I've had some returns that have like 15 binders of paper. Dave: Yikes. Brian Yeah. Just goes in a big box and I'm sure the IRS types, all those schedule Ps into their, Dave: I'm sure they do. Okay. So the return gets filed, so the return's ready. You take that box, you just slap a you print off a postal label online, drop it off at the post office. And you're done, right? You just give it to carrier, Brian understand, Dave: carrier, carrier your house or whatever. Brian Well, you can send it via FedEx. You can send it via UPS. And actually, in some ways, I think that might be better these days than the postal service. Dave: And why do you have to do that? Can you just slap, I mean, if you have your 15 binders, couldn't you just put a hundred stamps, you know, on the, the box and ship it in because they'll get it, right? I mean, it's not like they're gonna lose it or anything. Brian They might, they could very well lose it. And you definitely want proof of delivery and you want proof of mailing. So again, it's a certified mail if you're using the postal service or if you're using a private carrier like FedEx, you know, you get all that documentation about when it was shipped and when it was delivered.[00:54:00] Dave: Okay, well now at least we're finally done. Right? You ship it off. The CPA pulls the numbers from the disc return, puts it on the corporate and shareholder returns. Now we're done. It's gone to the IRS. We never have to think about it again. Right. Brian I'm not sure if that's a trick question or not, but in some ways that could be true, Dave: right? Yeah. But it, but I guess you could get audited, right? Brian Could get audited by an agent who has no idea what they're doing, which is typically the case. Dave: So that's why you want your CPA defending you in that case. 'cause then it's like the blind leading the blind. Brian No, I think it's better if someone with site is involved. So again, the specialist who did the disc work should represent the taxpayer or be involved with the representation of taxpayer in the case of the audit. Dave: Okay. Brian And the should be involved. Because really what's under, what's really in question is the [00:55:00] deduction on that entity's tax return. The dis itself doesn't pay tax. So they rarely audit a dis quote. Dave: Okay? So if I break it down, you to do it really right? You need a specialist to guide you on the initial structure of the disc. You need another specialist to set up the, the disc. You need another specialist to do all the paperwork, make sure the document's correct another specialist to prepare the return, and then another specialist to defend you. So is that about right? So do you need like five different people to make sure everything's done right? Brian? Isn't there some way that you could just have one person that could just do it all for you and be done with it? Brian Well, of course. Dave: Okay. Finally, finally, I get a simple answer, Brian right? So if you, if you engage a disc specialist, that [specialist should be able to do all that. Dave: Okay? Brian Okay. Now, not every disc specialist is created equally. Dave: Sure. Brian You know, I brought up during our conversation that there are some non disc things that can also add complexity to the situation. Not every disc specialist will be sensitive to those things. Not every disc specialist will understand those things. So the benefits that like our organization brings is that. Least myself in particular, I didn't always just do IC disc work. I, I, I have a well-rounded knowledge of all of the, of the tax world. And so I am sensitive to non disc things. You know, for example, you know, another example, oh, a company has a lot of export sales. You would think it's a no brainer. They should have a dis, they should use the dis. They should, they, they should want to convert that ordinary income to qualified dividend [00:57:00] income. Well, what if the S-corp is owned by an ebit? What if there are passive shareholders? All of those things impact whether the disc commission actually helps or hurts their tax situation. And I would get, I would venture a guess that, you know, if you went out and Googled, you know, I see this specialist, you would find a handful. At most that understand all that stuff and how all it all interplays together as opposed to the multitude of those that won't understand any of it. Dave: Okay. Brian So I think a, a disc specialist that is sensitive to all the other tax rules is, is definitely something that is valuable. Dave: And you probably want someone with some experience who's done maybe, you know, what a dozen disc returns in their career, maybe 50 if they're really good. Like how many, how many have we done organization wide? Probably Brian probably 10,000. Dave: 10,000? Well, that's a lot more than 50. Brian Yes. Over the years it's probably close to that number. And we've probably claimed billions of dollars of just deductions and saved clients, hundreds of millions of dollars of tax. And, and I'm proud to say that every dollar we've ever claimed we've. Okay. Dave: So Brian I've never had an adjustment from the IRS. Dave: Well, that sounds like a, a good a good record. So bottom line, Brian that's, that's the best you can come up with a good record. I'd say it's Dave: well, I didn't wanna say a perfect record. I didn't want to jinxy. Brian No, but it's, it's, it's, it's pretty outstanding record. Dave: Yeah. It's a, it's an impressive record Brian because there are also just providers out there that say, well, you know, Dave: it's the Wild West. Brian The wild west, the IRS doesn't really understand it, so let's be as aggressive as possible. And, and that's not the way we approach it. Dave: Yeah. Wow. Well, this has been this has been a lot. So really it's that simple. So the person who wants to just do all this themselves, we've laid out the whole playbook for them. Brian Yeah. The only simple thing they have to do is call us. Dave: There you go. That is it. Yeah. And, and oh, the other thing, not only are you the Bob, hope you now have moved from number two to number one for the most experienced icy disc guy. I know now that Neil Block is retired. Brian Well, that's, I don't know if that's a plus or not. Whether I'll take it just means I've been doing it a long time myself. So Dave: yeah, Neil was, I think my second, first or second guess. And and I was just happy. 'cause his billing rate back then was like $1,500 an hour. I was just glad I didn't get a bill a month later for him being on the podcast. But he, [01:00:00] he did it for exactly 50 years at one firm, baker and McKinsey in Chicago. He had one office, one phone number, like the whole 50 years. Brian Yeah. That's, Dave: that is something you don't see much anymore. Brian Definitely not, no. It's, but it's very, that's. That's very cool. And Neil is a very, you know, is a very intelligent savvy guy. Dave: Yeah, that is for sure. Well, Brian, anything else that we didn't cover that you can think of? Brian I can't think of anything. I think we covered a, a great deal here. Dave: Okay. Brian Can't think. Dave: Well, I, I'll let Brian we omitted. Dave: Well, great. Well, hey, thank you so much for your time. Really appreciate it. And I'll let you get back to your, your exploration of your yard there. Brian Yeah. I feel like, it's funny I shrunk the kids. Dave: I know. Well, hey, well, well again, thanks again, Brian. We all appreciate your time. Brian You're welcome. Have a good day. Dave: You too.
In this episode of the Predictable Revenue Podcast, host Collin Stewart interviews Court Lorenzini, the founding CEO of DocuSign and the founder of Founder Nexus. They discuss Lorenzini's journey from building DocuSign to creating a global organization aimed at enhancing the success rates of founders. Lorenzini emphasizes the importance of community and shared experiences among founders, arguing that the best guidance often comes from those who have been in the trenches themselves. He shares insights into Founder Nexus's long-term vision, which aims to democratize access to venture success and support founders regardless of their geographic location. Highlights include: Scaling Expertise and Community (18:39), Global Access and Support for Founders (23:21), Creating a Lasting Impact (27:49), and more... Stay updated with our podcast and the latest insights on Outbound Sales and Go-to-Market Strategies!
Going Paperless: To Be or Not to Be? Episode 366 – Over the years, it seems that each of us—whether by choice or not– has been moving gradually from paper statements and checks to digital. Is it time to cut the cord completely? More SML Planning Minute Podcast Episodes Transcript of Podcast Episode 366 Hello, this is Bill Rainaldi, with another edition of Security Mutual's SML Planning Minute. In today's episode, is it time to go paperless? Like many people, I tend to save stuff: like credit card bills, bank statements, paper receipts, etc. I throw them into an empty file drawer until the end of the year. Then, on an annual basis, I'll sort through this giant pile of paper, organize everything and place it into a series of folders, which take up space in my filing cabinet. It all leads to one inevitable question: Why? What's the point of spending all this time organizing all this paperwork that, likely, I'm never going to look at again. Certainly, some items, such as cards and notes from family members, are worth saving. But what about the other 95 percent? For many of us, it's simply the force of habit. Going digital has its advantages. For one thing, you may find that once you're used to it, digital documents can be easier to organize and access, and you'll save time in the process. Not to mention the space you can save in your house, and the overall environmental impact. Has the time come for most of us to go fully paperless? If so, where do we even begin? The process often starts with a few small steps such as getting some of your statements by email or paying some of your bills using a direct transfer rather than a paper check. But there's still a lot of paper. What's the next phase if you want to get more organized? Here are a few steps you can take: Switch to online billing and statements. Using online tools with financial institutions and service providers, such as your cellular company, can make a big dent in your paper clutter. The truth is, if you need to look up one of your old statements, it'll probably take less time to find it online than if you had to dig through your paperwork. Pay bills online. You can schedule your online payments through your bank. They can make your payments automatically every month, or if you don't want to go that far, they can automatically remind you when a payment is due. When was the last time you sent a check somewhere, only to have it lost in the mail? This is one way to avoid such a hassle. Plus, in most cases, by paying online you can decide exactly what day the other party receives the funds. There are limits, of course. Your landlord may still want a paper check. Same thing with certain vendors, like your landscaper or cleaning service if you have one. So at least for now, no matter how far you want to take this, you're still going to be writing a few checks. Digital note-taking. If you take a lot of notes during meetings, whether for business or personal reasons, a digital note-taking platform can help. And not just with the process itself, but also with providing easy access later on. Some of the most well-known platforms are Evernote, Microsoft OneNote, and Notion.[1] Your to-do list. Most smartphones have a “to-do” app which can help organize your essential work and/or personal tasks. They make it very hard to forget your priority items. Taking advantage of digital signatures. Digital signature tools eliminate the need to print and physically sign important documents. It's a good way to save your time and resources. Among the most popular of these tools are Adobe Acrobat Sign and Docusign.[2] Storing your digital information. You'll need to select a place to keep your data safe and organized. Some of the most popular are Google Drive, Microsoft OneDrive and Dropbox.[3] One more tip: It might be best to start a project like this on a going-forward basis. That is, try not to think much about the big pile of paperwork you already have. There's no need to feel overwhelmed by that backlog. You'll get to it someday. And when you do, you might consider purchasing a quality paper shredder to help you through your pile. There are also shredding services you can contract that will pick up any documents you set aside for disposal. For now, it's more important just to get started with something. But also note that there are limits to how far you can go. Not many people ever truly achieve a 100 percent digital lifestyle. There are some items that you'll still need to keep a paper copy of, such as wills, birth certificates, title deeds and stock certificates. You might also want to keep a paper printout of your most important online account data, perhaps in a safe. It could save time and money for your family should something happen to you. But more than that, there are likely some paper items that you will never be able to replace. I received a birthday card from my grandmother in 1976 with a crisp new $5 bill in it. It still sits on my desk with the $5 intact. I wouldn't trade it for anything. [1] Erdem. “How to Go Paperless: A Step-by-Step Guide.” Clinked.com. https://www.clinked.com/blog/go-paperless (accessed December 31, 2025). [2] Id. [3] Duffy, Jill. “7 Easy Tips to Finally Go Paperless.” PCMag.com. https://www.pcmag.com/how-to/7-easy-tips-to-finally-go-paperless (accessed December 31, 2025). More SML Planning Minute Podcast Episodes This podcast is brought to you by Security Mutual Life Insurance Company of New York, The Company That Cares®. The content provided is intended for educational and informational purposes only. Information is provided in good faith. However, the Company makes no representation or warranty of any kind regarding the accuracy, reliability, or completeness of the information. The information presented is designed to provide general information regarding the subject matter covered. It is not to serve as legal, tax or other financial advice related to individual situations, because each individual's legal, tax and financial situation is different. Specific advice needs to be tailored to your situation. Therefore, please consult with your own attorney, tax professional and/or other advisors regarding your specific situation. To help reach your goals, you need a skilled professional by your side. Contact your local Security Mutual life insurance advisor today. As part of the planning process, he or she will coordinate with your other advisors as needed to help you achieve your financial goals and objectives. For more information, visit us at SMLNY.com/SMLPodcast. If you've enjoyed this podcast, tell your friends about it. And be sure to give us a five-star review. And check us out on LinkedIn, YouTube and Twitter. Thanks for listening, and we'll talk to you next time. Tax laws are complex and subject to change. The information presented is based on current interpretation of the laws. Neither Security Mutual nor its agents are permitted to provide tax or legal advice. The applicability of any strategy discussed is dependent upon the particular facts and circumstances. Results may vary, and products and services discussed may not be appropriate for all situations. Each person's needs, objectives and financial circumstances are different, and must be reviewed and analyzed independently. We encourage individuals to seek personalized advice from a qualified Security Mutual life insurance advisor regarding their personal needs, objectives, and financial circumstances. 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X: @KeithJKrach @250Freedom_ @ileaderssummit @americasrt1776 @NatashaSrdoc @JoelAnandUSA @supertalk @JTitMVirginia Join America's Roundtable (https://americasrt.com/) radio co-hosts Natasha Srdoc and Joel Anand Samy with Keith J. Krach, CEO of Freedom 250, which was launched by President Donald J. Trump. Freedom 250 is the national, non-partisan organization leading the celebration of our Nation's 250th birthday. Working together with the White House Task Force 250, federal agencies, and the Commission, Freedom 250 serves as the official public-private partnership that connects, aligns, and amplifies national and local efforts to deliver the defining presidential moments of this anniversary year. At its heart, Freedom 250 is creating a movement of citizens, organizations, companies, and leaders from across the country to honor our Nation's proud history, cherish our God-given freedoms, and build the Golden Age of Opportunity for the next 250 years. Keith Krach is the Former Under Secretary of State, technology entrepreneur, and Chairman of the Krach Institute for Tech Diplomacy at Purdue University. A Silicon Valley innovator and dedicated public servant, he founded and led several category-creating companies—including Ariba, the world's largest B2B e-commerce network, which transacts $3.7 trillion annually; and DocuSign, inventors of digital transaction management, serving over a billion users. Visit: Freedom250.org americasrt.com (https://americasrt.com/) https://ileaderssummit.org/ | https://jerusalemleaderssummit.com/ America's Roundtable on Apple Podcasts: https://podcasts.apple.com/us/podcast/americas-roundtable/id1518878472 X: @KeithJKrach @250Freedom_ @ileaderssummit @americasrt1776 @NatashaSrdoc @JoelAnandUSA @supertalk @JTitMVirginia America's Roundtable is co-hosted by Natasha Srdoc and Joel Anand Samy, co-founders of International Leaders Summit and the Jerusalem Leaders Summit. America's Roundtable (https://americasrt.com/) radio program focuses on America's economy, healthcare reform, rule of law, security and trade, and its strategic partnership with rule of law nations around the world. The radio program features high-ranking US administration officials, cabinet members, members of Congress, state government officials, distinguished diplomats, business and media leaders and influential thinkers from around the world. Tune into America's Roundtable Radio program from Washington, DC via live streaming on Saturday mornings via 68 radio stations at 7:30 A.M. (ET) on Lanser Broadcasting Corporation covering the Michigan and the Midwest market, and at 7:30 A.M. (CT) on SuperTalk Mississippi — SuperTalk.FM reaching listeners in every county within the State of Mississippi, and neighboring states in the South including Alabama, Arkansas, Louisiana and Tennessee. Tune into WTON in Central Virginia on Sunday mornings at 9:30 A.M. (ET). Listen to America's Roundtable on digital platforms including Apple Podcasts, Spotify, Amazon, Google and other key online platforms. Listen live, Saturdays at 7:30 A.M. (CT) on SuperTalk | https://www.supertalk.fm
While our team is out on winter break, please enjoy this episode of Research Saturday. Today we are joined by Selena Larson, co-host of Only Malware in the Building and Staff Threat Researcher and Lead Intelligence Analysis and Strategy at Proofpoint, sharing their work on "Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing." Proofpoint researchers have identified campaigns where threat actors use fake Microsoft OAuth apps to impersonate services like Adobe, DocuSign, and SharePoint, stealing credentials and bypassing MFA via attacker-in-the-middle phishing kits, mainly Tycoon. These attacks redirect users to fake Microsoft login pages to capture credentials, 2FA tokens, and session cookies, targeting nearly 3,000 Microsoft 365 accounts across 900 environments in 2025. Microsoft's upcoming security changes and strengthened email, cloud, and web defenses, along with user education, are recommended to reduce these risks. The research can be found here: Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing Learn more about your ad choices. Visit megaphone.fm/adchoices
While our team is out on winter break, please enjoy this episode of Research Saturday. Today we are joined by Selena Larson, co-host of Only Malware in the Building and Staff Threat Researcher and Lead Intelligence Analysis and Strategy at Proofpoint, sharing their work on "Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing." Proofpoint researchers have identified campaigns where threat actors use fake Microsoft OAuth apps to impersonate services like Adobe, DocuSign, and SharePoint, stealing credentials and bypassing MFA via attacker-in-the-middle phishing kits, mainly Tycoon. These attacks redirect users to fake Microsoft login pages to capture credentials, 2FA tokens, and session cookies, targeting nearly 3,000 Microsoft 365 accounts across 900 environments in 2025. Microsoft's upcoming security changes and strengthened email, cloud, and web defenses, along with user education, are recommended to reduce these risks. The research can be found here: Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing Learn more about your ad choices. Visit megaphone.fm/adchoices
Friend of the pod Casey Hudetz, Senior Manager of Product Design at DocuSign and co-host of A76's season one comes back on the pod to talk with me about the moment an idea grabs you and won't let go. He shares a powerful example from his grandparents that compelled a creative project, including a talk and film. And our conversation explores how ideas often emerge through convergence and the subconscious. If you've ever felt haunted by an idea you couldn't shake, this is the episode for you. I always appreciate my conversations with Casey. They always inspire new branches of thinking and this one's no different. Hope you enjoy.~ NoelA76 and its episodes are created by Noel ChildsSeason 4 on the Human Spark is produced by Noel ChildsSeason 3 on Scale is produced by Noel ChildsSeason 2 on Change was produced by Noel ChildsSeason 1 on AI was produced by Casey Hudetz and Noel ChildsOur theme music was composed and performed by Stella Solveig and mixed and mastered by Abbey Nettleton The outro was read by Trudie and Storey Childs If you like what you hear, please give us a rating.Or become a member of the A76 Patreon at patreon.com/A76designpodHave a question or comment, email noel@A76pod.comAnd follow us on Instagram
Court Lorenzini is the founder and CEO of multiple successful technology startups including DocuSign, Point.com, Primus BioVision and MetaBrite Inc. His latest venture, FounderNexus, aims to triple the success rate of venture-backed startups, and his work with the Lorenzini Family Foundation is aggressively investing in building a stronger and more equitable society. Additionally, Mr. Lorenzini serves on the Boards of many early-stage companies across the US and UK as well as the United States Olympic and Paralympic Foundation, and is an active investor and advisor. Over his career, Mr. Lorenzini has raised over $300M in venture and strategic funding from leading corporations and venture capital funds. Prior to his entrepreneurial ventures, Mr. Lorenzini held senior management positions with Cisco Systems and KLA-Tencor, including two years running a technology business in Neuchatel, Switzerland. He holds a Bachelor of Science in Mechanical Engineering from Duke University and post graduate credentials from Stanford University, UC Berkeley and University of Wisconsin at Madison.See omnystudio.com/listener for privacy information.
What if your CEO asked you to double revenue without adding budget or headcount? Robert Chatwani, President and General Manager of Growth at DocuSign, believes not only is it possible - there's never been a better time to make it happen. In this conversation, Robert unpacks the frameworks and organisational changes required to achieve exponential growth with existing resources. From building agile growth squads that operate like engineering teams to leveraging AI agents for hyper-personalised prospecting, he reveals how DocuSign is transforming from an e-signature company into an AI-powered platform. If you're facing budget cuts but still expected to deliver results, this episode offers a roadmap. Guest Introduction Robert Chatwani is President and General Manager, Growth at DocuSign, where he leads the Marketing & Growth organisation to scale its digital strategy across marketing, product, technology and sales. Before joining DocuSign, Robert was CMO of Atlassian, where he helped scale the business to nearly $3 billion in revenue. He also spent more than a decade at eBay, ending his tenure as Chief Marketing Officer for North America where his teams supported $35 billion in trading volume. Robert is the 2023 American Heart Association Bay Area Heart Walk Chair and serves as a West Coast Board Member at the American India Foundation. Key Topics The 2x-10x challenge: Why companies expect exponential output increases without adding resources, and why Robert believes marketing teams can deliver.Thomas Barta's V-Zone framework: Maximising the overlap between customer needs and company needs to drive business impact and secure executive support.The harsh realities facing B2B teams: CAC is up 60% since the pandemic, traditional channels show diminishing returns, and most GTM models are obsolete - creating opportunities for teams willing to rethink their approach.Operating principles over company values: DocuSign's five core principles - "we before me," "dreaming big," "take action," "ignite the way," and "delivering customer delight" - that guide team behaviours and decisions.Growth squads and agile methodologies: Why effective GTM teams operate like engineering teams with two-week sprints, daily standups, and experiment backlogs instead of traditional campaign structures.Building a culture of experimentation: Robert's framework for systematic testing - generating ideas, prioritising experiments, executing with discipline, and scaling what works.AI-powered prospecting in action: How DocuSign used AI agents to turn tens of thousands of exhausted leads into millions in the pipeline, generating 60 replies and 15 meetings within 72 hours.Designing for the future you want: Why leaders must ask whether their current team structure and capabilities match what they would design from scratch to achieve ambitious growth goals. Resources & Links People Mentioned: Thomas Barta-Marketing leadership expert and author of "The 12 Powers of a Marketing Leader"Jeff Bezos-Founder of Amazon, referenced for the "two pizza team" principle Companies & Platforms: DocuSign-Agreement management platformAtlassian-Collaboration softwareeBay-Online marketplaceAmazon-Benchmark for experimentation cultureNetflix-Benchmark for experimentation cultureAirbnb-Benchmark for experimentation cultureUber-Benchmark for experimentation culture Concepts & Frameworks: The V-Zone (Value Creation Zone)-Maximising overlap between customer and company needsThe 12 Powers of a Marketing Leader-Book by Thomas Barta and Patrick BarwiseTwo-Pizza Team-Amazon's principle for keeping teams small (5-8 people) Subscribe to the xG Weekly Newsletter for weekly insights on B2B growth across APAC: https://xgrowth.com.au/newsletter Contact & Credits Host: Shahin Hoda Guest: Robert Chatwani Produced by: Shahin Hoda and Alexander Hipwell Edited by: Alexander Hipwell Music by: Breakmaster Cylinder APAC's B2B Growth Podcast is Presented by xGrowth
From applied cryptography and offensive security in France's defense industry to optimizing nuclear submarine workflows, then selling his e-signature startup to Docusign (https://www.docusign.com/company/news-center/opentrust-joins-docusign-global-trust-network and now running AI as CTO of Superhuman Mail (Superhuman, recently acquired by Grammarly https://techcrunch.com/2025/07/01/grammarly-acquires-ai-email-client-superhuman/), Loïc Houssier has lived the full arc from deep infra and compliance hell to obsessing over 100ms product experiences and AI-native email. We sat down with Loïc to dig into how you actually put AI into an inbox without adding latency, why Superhuman leans so hard into agentic search and “Ask AI” over your entire email history, how they design tools vs. agents and fight agent laziness, what box-priced inference and local-first caching mean for cost and reliability, and his bet that your inbox will power your future AI EA while AI massively widens the gap between engineers with real fundamentals and those faking it. We discuss: Loïc's path from applied cryptography and offensive security in France's defense industry to submarines, e-signatures, Docusign, and now Superhuman Mail What 3,000+ engineers actually do at a “simple” product like Docusign: regional compliance, on-prem appliances, and why global scale explodes complexity How Superhuman thinks about AI in email: auto-labels, smart summaries, follow-up nudges, “Ask AI” search, and the rule that AI must never add latency or friction Superhuman's agentic framework: tools vs. agents, fighting “agent laziness,” deep semantic search over huge inboxes, and pagination strategies to find the real needle in the haystack How they evaluate OpenAI, Anthropic, Gemini, and open models: canonical queries, end-to-end evals, date reasoning, and Rahul's infamous “what wood was my table?” test Infra and cost philosophy: local-first caching, vector search backends, Baseten “box” pricing vs. per-token pricing, and thinking in price-per-trillion-tokens instead of price-per-million The vision of Superhuman as your AI EA: auto-drafting replies in your voice, scheduling on your behalf, and using your inbox as the ultimate private data source How the Grammarly + Coda + Superhuman stack could power truly context-aware assistance across email, docs, calendars, contracts, and more Inside Superhuman's AI-dev culture: free-for-all tool adoption, tracking AI usage on PRs, and going from ~4 to ~6 PRs per engineer per week Why Loïc believes everyone should still learn to code, and how AI will amplify great engineers with strong fundamentals while exposing shallow ones even faster — Loïc Houssier LinkedIn: https://www.linkedin.com/in/houssier/ Where to find Latent Space X: https://x.com/latentspacepod Substack: https://www.latent.space/ Chapters 00:00:00 Introduction and Loïc's Journey from Nuclear Submarines to Superhuman 00:06:40 Docusign Acquisition and the Enterprise Email Stack 00:10:26 Superhuman's AI Vision: Your Inbox as the Real AI Agent 00:13:20 Ask AI: Agentic Search and the Quality Problem 00:18:20 Infrastructure Choices: Model Selection, Base10, and Cost Management 00:27:30 Local-First Architecture and the Database Stack 00:30:50 Evals, Quality, and the Rahul Wood Table Test 00:42:30 The Future EA: Auto-Drafting and Proactive Assistance 00:46:40 Grammarly Acquisition and the Contextual Advantage 00:38:40 Voice, Video, and the End of Writing 00:51:40 Knowledge Graphs: The Hard Problem Nobody Has Solved 00:56:40 Competing with OpenAI and the Browser Question 01:02:30 AI Coding Tools: From 4 to 6 PRs Per Week 01:08:00 Engineering Culture, Hiring, and the Future of Software Development
Blake Grayson, CFO of Docusign, joins CJ Gustafson to discuss how a company that redefined e-signature and became a verb is now navigating its next chapter in intelligent agreement management. Drawing on more than a decade at Amazon—where he helped forecast AWS and worked inside some of the company's most operationally demanding businesses—Blake explains how financial discipline, operational depth, and clear narrative-building shape his approach as CFO. The conversation explores how to evolve a beloved product without diluting the brand, why pricing is as much about positioning as revenue, how to communicate go-to-market mechanics without losing the room, and why effective capital allocation accepts that not every big bet needs to land to shape the leader you become.—SPONSORS:Fidelity Private Shares is the all-in-one equity management platform that keeps your cap table clean, your data room organized, and your equity story clear—so you never risk losing a fundraising round over messy records. Schedule a demo at https://www.fidelityprivateshares.com and mention Mostly Metrics to get 20% off.Sage Intacct is a cloud financial management platform that replaces spreadsheets, automates workflows, and keeps your books audit-ready as you scale. It unifies accounting, ERP, and real-time reporting for finance, retail, logistics, tech, and professional services. With payback in under six months and up to 250% ROI, and eight years as the customer-satisfaction leader, Sage Intacct helps you take control of your growth: https://bit.ly/3Kn4YHtMercury is business banking built for builders, giving founders and finance pros a financial stack that actually works together. From sending wires to tracking balances and approving payments, Mercury makes it simple to scale without friction. Join the 200,000+ entrepreneurs who trust Mercury and apply online in minutes at https://www.mercury.comRightRev automates the revenue recognition process from end to end, gives you real-time insights, and ensures ASC 606 / IFRS 15 compliance—all while closing books faster. For RevRec that auditors actually trust, visit https://www.rightrev.com and schedule a demo.Tipalti automates the entire payables process—from onboarding suppliers to executing global payouts—helping finance teams save time, eliminate costly errors, and scale confidently across 200+ countries and 120 currencies. More than 5,000 businesses already trust Tipalti to manage payments with built-in security and tax compliance. Visit https://www.tipalti.com/runthenumbers to learn more.Aleph automates 90% of manual, error-prone busywork, so you can focus on the strategic work you were hired to do. Minimize busywork and maximize impact with the power of a web app, the flexibility of spreadsheets, and the magic of AI. Get a personalised demo at https://www.getaleph.com/run—LINKS:Blake on LinkedIn: https://www.linkedin.com/in/blake-grayson-3197043/Docusign: https://www.docusign.com/CJ on LinkedIn: https://www.linkedin.com/in/cj-gustafson-13140948/Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:“Steal Your Boss's Job”: Calendly CFO John McCauley on Leadership, Ownership & Growthhttps://youtu.be/VRpTNDIfzPY—TIMESTAMPS:00:00:00 Preview and Intro00:02:39 Sponsors – Fidelity Private Shares | Sage Intacct | Mercury00:05:09 DocuSign as a Top CFO Tool00:07:33 From E-Signature to Intelligent Agreement Management00:09:09 Complexity Before and After a Signature00:11:02 Cost of Poor Agreement Management00:12:30 Agreement Oversight and CFO Risk00:13:28 Pricing: Usage to Seat Models00:14:12 Enterprise vs SMB Pricing00:15:00 Sponsors – RightRev | Tipalti | Aleph00:19:18 Simplicity, Tiers, and IAM Value00:20:36 Forecasting New Products in a Renewals Base00:22:13 Modeling Mix Shift and GTM Enablement00:23:56 Faster Time-to-Value With Intelligent Repositories00:25:06 Building GTM Muscle for a Platform00:26:29 Launching IAM in Commercial First00:27:31 Forecasting Growth vs Cost00:28:41 Company-Wide Alignment on Priorities00:30:02 Aligning Investor Messaging With Operations00:31:20 Staying Focused on Long-Term Outcomes00:32:27 Customer-First Decision Making00:33:41 Transparency and What Not to Disclose00:34:52 Asking Better Metric Questions00:36:28 Avoiding Data Paralysis00:38:52 Amazon's Weekly Business Reviews00:41:07 Bezos Meetings and the Silent Read00:45:09 The “Question Mark Email” and Customer Anecdotes00:50:22 Unit Economics of a Server and Early AWS Bets00:53:42 Handling Nonpayment Risk00:55:07 Operational Chaos: Perishables and Regulation00:57:04 The “No Eggs in California” Story00:59:31 Treating Escalations as Company Problems01:00:59 Biggest Career Mistake01:02:44 Advice to His Younger Self01:06:34 Tools Finance Uses: Oracle, Bots, IAM, Salesforce, Workday01:09:21 Wildest Expense Attempts01:12:32 Closing Thanks and Credits#RunTheNumbersPodcast #Docusign #CFOInsights #SaaSLeadership #AIManagement This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cjgustafson.substack.com
We've got: Hypnotoad, AI Galore, Storm-0249, DocuSign, Broadside, Goldblade, Ships at Sea, Sora, Aaran Leyland, and More on the Security Weekly News. Visit https://www.securityweekly.com/swn for all the latest episodes! Show Notes: https://securityweekly.com/swn-536
We've got: Hypnotoad, AI Galore, Storm-0249, DocuSign, Broadside, Goldblade, Ships at Sea, Sora, Aaran Leyland, and More on the Security Weekly News. Show Notes: https://securityweekly.com/swn-536
We've got: Hypnotoad, AI Galore, Storm-0249, DocuSign, Broadside, Goldblade, Ships at Sea, Sora, Aaran Leyland, and More on the Security Weekly News. Visit https://www.securityweekly.com/swn for all the latest episodes! Show Notes: https://securityweekly.com/swn-536
We've got: Hypnotoad, AI Galore, Storm-0249, DocuSign, Broadside, Goldblade, Ships at Sea, Sora, Aaran Leyland, and More on the Security Weekly News. Show Notes: https://securityweekly.com/swn-536
Docusign shares fell even after the company raised its full year outlook, Hewlett Packard Enterprise missed Wall Street's expectations for its fourth quarter revenue, shares of Ulta Beauty are on the rise after the company raised its forecasts for full year revenue, Apple has announced key leadership transitions, and Costco is adding President Biden's Commerce Secretary Gina Raimondo to its board after announcing a lawsuit against the Trump administration over tariffs earlier this week. Squawk Box is hosted by Joe Kernen, Becky Quick and Andrew Ross Sorkin. Follow Squawk Pod for the best moments, interviews and analysis from our TV show in an audio-first format. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Speed is winning deals, but speed is also feeding fraud. We sit down with CRC Specialty Professional Lines Broker Mark Waldeck to unpack the messy middle where e‑signatures, legacy policy language, and decentralized bank controls collide. From the difference between a simple e‑signature and a cryptographically protected digital signature to why underwriters hesitate when controls vary by department, we map the risk pathways that turn convenience into claims friction.We examine a headline‑grabbing fraud where a bank funded a multimillion‑dollar loan to an impersonator despite notary involvement and remote verification. The dispute with the insurer highlights a wider issue: policy forms born in the era of signature cards are being stretched to cover today's remote closings, and the gaps show up at the worst time. If you work with financial institutions, you'll get a practical checklist to help ensure your banking clients are protected, from enforcing MFA and encryption to tightening scrutiny as transaction size grows. Tune in to understand how small cracks in verification can become multimillion-dollar failures—and what you can do right now to help clients stay ahead of emerging fraud risks. Visit REDYIndex.com for critical pricing analysis and a snapshot of the marketplace. Do you want to take your career to the next level? Join #TeamCRC to get access to best-in-class tools, data, exclusive programs, and more! Send your resume to resumes@crcgroup.com today!
Ein echter Paukenschlag an der Wall Street: Netflix kauft für insgesamt $82,7 Mrd. den Streaming- und Filmbereich von Warner Brothers Discovery! Das klassische TV-Geschäft soll separat ausgegliedert werden. Für die Aktionäre gibt's 23,25 Dollar in Cash und 4,50 Dollar in Netflix-Aktien – ein Mega-Deal, der die gesamte Medien- und Entertainmentbranche verändern dürfte. Abseits dieses Deals stehen heute die Quartalszahlen im Fokus: Ulta Beauty, Rubrik und Samsara überraschen positiv, während DocuSign und Hewlett Packard Enterprise nach den Ergebnissen unter Druck geraten. Bei SoFi sorgt eine Kapitalerhöhung für Abgabedruck vor dem Opening. Abonniere den Podcast, um keine Folge zu verpassen! ____ Folge uns, um auf dem Laufenden zu bleiben: • X: http://fal.cn/SQtwitter • LinkedIn: http://fal.cn/SQlinkedin • Instagram: http://fal.cn/SQInstagram
Werbung | Exklusives Angebot für unsere Hörer: Lest das Handelsblatt 12 Monate zum halben Preis: www.handelsblatt.com/podcast50 Netflix kauft für $82,7 Mrd. den Streaming- und Filmbereich von Warner Brothers Discovery. Das traditionelle Fernsehgeschäft soll in einer separaten Transaktion ausgegliedert werden. Die Aktionäre sollen mit $23,25 in Cash und $4,50 pro Aktie in Netflix-Aktien abgefunden werden. Ein Mega-Deal, der die Branche einschneidend verändern wird. Abseits dieser Nachrichten, stehen vor allem die Ergebnisse im Fokus. Die Aktien von Ulta Beauty, Rubrik und Samsara profitieren von soliden Zahlen. DocuSign und Hewlett Packard Enterprise stehen nach den Quartalszahlen unter Druck. Wegen einer Kapitalerhöhung sehen wir bei den Aktien von SoFi vor dem Opening Abgabedruck. Um 16 Uhr MEZ wird das Dezember-Verbraucher-vertrauen der Universität von Michigan gemeldet. Der Index soll bei 52 liegen. Außerdem wird die Wall Street um die gleiche Zeit auf den September-PCE achten. Der Inflationsindikator soll im Vergleich zum Vorjahr und Vormonat um 2,8% und 0,3% gestiegen sein. Die Kernrate, die weder Nahrungsmittel noch Energie beinhaltet, soll um 2,9% und 0,2% gestiegen sein. An einer Zinssenkung in der kommenden Woche werden die Daten nichts ändern. Ein Podcast - featured by Handelsblatt. +++ Alle Rabattcodes und Infos zu unseren Werbepartnern findet ihr hier: https://linktr.ee/wallstreet_podcast +++ +++ Hinweis zur Werbeplatzierung von Meta: https://backend.ad-alliance.de/fileadmin/Transparency_Notice/Meta_DMAJ_TTPA_Transparency_Notice_-_Ad_Alliance_approved.pdf +++ Der Podcast wird vermarktet durch die Ad Alliance. Die allgemeinen Datenschutzrichtlinien der Ad Alliance finden Sie unter https://datenschutz.ad-alliance.de/podcast.html Die Ad Alliance verarbeitet im Zusammenhang mit dem Angebot die Podcasts-Daten. Wenn Sie der automatischen Übermittlung der Daten widersprechen wollen, klicken Sie hier: https://datenschutz.ad-alliance.de/podcast.html Impressum: https://www.360wallstreet.de/impressum
In der heutigen Folge sprechen die Finanzjournalisten Anja Ettel und Holger Zschäpitz über starke Zahlen von Crowdstrike, Kurssprung bei Bayer und eine wilde Wende bei Bitcoin. Außerdem geht es um Ether, Intel, xLight, Meta, Boeing, Airbus, Marvell, Celestial AI, Nvidia, Broadcom, GitLab, Adobe, Workday, DocuSign, Apple, Microsoft, MongoDB, Credo Technology, Wacker Neuson, Doosan Bobcat, Hochtief, Hypoport, Hugo Boss, Rheinmetall, Nvidia, Lockheed Martin, Hensoldt, Renk, TKMS, VW, BMW, Mercedes-Benz, Continental, Porsche, Schaeffler, Daimler Truck, Bank of America, KeyCorp, PNC Financial Services, US-Bancorp, Truist Financial, Aon, Marsh & McLennan, Willis Towers Watson, Accenture, Cognizant, EPAM Systems, IBM, Twilio, DXC Technology, SAIC, Guidewire Software, Manhattan Associates, Pegasystems, Tyler Technologies, Labcorp, IQVIA, Certara und Siemens Energy. Die aktuelle "Alles auf Aktien"-Umfrage findet Ihr unter: https://www.umfrageonline.com/c/mh9uebwm Wir freuen uns an Feedback über aaa@welt.de. Noch mehr "Alles auf Aktien" findet Ihr bei WELTplus und Apple Podcasts – inklusive aller Artikel der Hosts und AAA-Newsletter.[ Hier bei WELT.](https://www.welt.de/podcasts/alles-auf-aktien/plus247399208/Boersen-Podcast-AAA-Bonus-Folgen-Jede-Woche-noch-mehr-Antworten-auf-Eure-Boersen-Fragen.html.) [Hier] (https://open.spotify.com/playlist/6zxjyJpTMunyYCY6F7vHK1?si=8f6cTnkEQnmSrlMU8Vo6uQ) findest Du die Samstagsfolgen Klassiker-Playlist auf Spotify! Disclaimer: Die im Podcast besprochenen Aktien und Fonds stellen keine spezifischen Kauf- oder Anlage-Empfehlungen dar. Die Moderatoren und der Verlag haften nicht für etwaige Verluste, die aufgrund der Umsetzung der Gedanken oder Ideen entstehen. Hörtipps: Für alle, die noch mehr wissen wollen: Holger Zschäpitz können Sie jede Woche im Finanz- und Wirtschaftspodcast "Deffner&Zschäpitz" hören. +++ Werbung +++ Du möchtest mehr über unsere Werbepartner erfahren? [**Hier findest du alle Infos & Rabatte!**](https://linktr.ee/alles_auf_aktien) Impressum: https://www.welt.de/services/article7893735/Impressum.html Datenschutz: https://www.welt.de/services/article157550705/Datenschutzerklaerung-WELT-DIGITAL.html
Während Dietmar Deffner in Dubai die Sonne genießt, hat sich Holger Zschäpitz das „schwäbische Schlitzohr“ der Tech-Szene ins Studio geholt: Thomas Rappold, Silicon-Valley-Investor und Buchautor, redet Tacheles über den aktuellen KI-Hype und überrascht mit einer gewagten These: Für ihn gehört der Börsenliebling Nvidia 2026 nicht mehr zu den Top-Favoriten. Stattdessen erklärt Rappold, warum Alphabet (Google) für ihn das bessere Investment ist und wieso er jetzt massiv auf verprügelte Software-Aktien wie GitLab oder DocuSign setzt. Außerdem: Warum ein US-Steuergesetz („One Beautiful Bill“) den Tech-Boom 2026 neu entfachen könnte und welche Rolle „langweilige“ Aktien wie Visa oder Siemens Healthineers in seinem Depot spielen. Eine Episode voller konkreter Aktien-Ideen – von der „Everything-App“ für die persönlichen Finanzen bis zum Metaverse-Play Roblox. DEFFNER & ZSCHÄPITZ sind wie das wahre Leben. Wie Optimist und Pessimist. Im wöchentlichen WELT-Podcast diskutieren und streiten die Journalisten Dietmar Deffner und Holger Zschäpitz über die wichtigen Wirtschaftsthemen des Alltags. Schreiben Sie uns an: wirtschaftspodcast@welt.de Impressum: https://www.welt.de/services/article7893735/Impressum.html Datenschutzerklärung: https://www.welt.de/services/article157550705/Datenschutzerklaerung-WELT-DIGITAL.html
John Casmon interviews Ed Mathews, a former Silicon Valley tech executive who walked away from a high-flying software career to build a more family-centered, freedom-focused life through real estate. Ed shares how missing too many “18 summers” with his daughters pushed him to leave DocuSign and go all-in on multifamily after seven years of flipping houses and small-building rehabs on the side. He explains how he scaled his Connecticut portfolio by finding “rock star” contractors through trade-to-trade referrals, building tight systems, and using process—not heroics—to let average people perform exceptionally well. Ed details why he prefers long-term residents over constant value-add turnover, how he achieved 4.2-year average stays, and why responsiveness, respect, and presence on site drive both mission and NOI. The conversation closes with his shift away from property management toward asset management, his expansion into AI-powered operations, and the launch of both a debt fund and private equity fund to pursue larger 150-unit-plus acquisitions. Ed MathewsCurrent role: Founder & CEO, Clark Street CapitalBased in: ConnecticutSay hi to them at: Website: https://www.clarkst.com Phone: (860)675-5800] YouTube: https://www.youtube.com/@clarkstinvestorsacademy Podcast: https://www.clarkst.com/podcast LinkedIn: https://www.linkedin.com/company/clark-st-capital Twitter: https://twitter.com/clarkstcapital1 Facebook: https://www.facebook.com/ClarkStCapital Instagram: https://www.instagram.com/clarkstcapital Start earning passive income today at gsprei.com/bestever Alternative Fund IV is closing soon and SMK is giving Best Ever listeners exclusive access to their Founders' Shares, typically offered only to early investors. Visit smkcap.com/bec to learn more and download the full fund summary. Join us at Best Ever Conference 2026! Find more info at: https://www.besteverconference.com/ Join the Best Ever Community The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It's free to join, but you must apply and meet the criteria. Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow. Apply now at www.bestevercommunity.com Podcast production done by Outlier Audio Learn more about your ad choices. Visit megaphone.fm/adchoices
What drives execution velocity—better tools or better clarity? Loïc Houssier, CTO of Superhuman Mail (post-Grammarly acquisition), argues that most velocity problems stem from unclear team missions, not inadequate tooling. From steering DocuSign's French acquisition through complex carve-out negotiations to building Superhuman's offline-first architecture with a 100-millisecond interaction rule, Loïc shares hard-won lessons about engineering metrics that actually matter (PR per engineer per week trends over absolutes), when to resist microservices (until it's genuinely painful), and why promotion frameworks determine product quality. Technical leaders will learn how vertical team alignment eliminates dependencies, why guild structures maintain consistency without blocking speed, and how European safety nets create under-appreciated opportunities for technical risk-taking.
In this episode of the Shift AI Podcast, Court Lorenzini, the founding CEO of DocuSign and now founder of Founder Nexus, joins host Boaz Ashkenazy for a thought-provoking conversation about entrepreneurship, AI, and building a more balanced future for humanity. As a five-time entrepreneur who has experienced both spectacular success and instructive failure, Court brings a unique perspective on how artificial intelligence is fundamentally changing what it takes to build and scale companies today.From the isolation of the founder's journey to reimagining education systems for an AI-driven world, Court shares his vision for creating abundance rather than scarcity. The conversation explores how AI could be humanity's greatest tool for leveling the playing field, the importance of founder communities, and why we need to rethink our approach to work, purpose, and human dignity. If you're interested in understanding not just the business implications of AI but its profound societal impact, this episode offers invaluable insights from someone dedicated to helping founders succeed while building the future we all want to live in.Chapters[02:06] Court's Background and Entrepreneurial Journey[04:27] The First Paycheck and Worst Job Stories[07:34] Introducing Founder Nexus and the Founder's Journey[11:31] How AI is Changing Startup Requirements[14:04] The Challenge of Differentiation in the AI Era[17:11] The Lifecycle of Employment and Societal Impact[20:06] Rethinking Education for an AI Future[26:16] Dystopian vs Utopian AI Futures[30:25] What Court is Most Excited and Scared About[33:30] Creating Abundance Over ScarcityConnect with Court LorenziniLinkedIn: https://linkedin.com/in/court-lorenzini-333447/ Connect with Boaz AshkenazyLinkedIn: https://linkedin.com/in/boazashkenazy Email: info@shiftai.fm The Shift AI podcast is syndicated by Geekwire and produced by Crumpled Ink Media.
Wholesaling feels tougher today—but is it really?In this episode, Todd Toback lays out 10 reasons why wholesaling real estate is actually WAY easier now than when he first started back in 2002. From pulling lists in seconds to closing deals through DocuSign, Todd shows how technology, social media, virtual assistants, and fast lead-gen tools have completely changed the game.If you've been telling yourself wholesaling is “too competitive,” this episode will flip your mindset and remind you that you're operating in the easiest era in history to build a profitable wholesaling business.---------Show notes:(0:00) Beginning of today's episode(1:03) Todd introduces the 10 reasons why wholesaling is easier today(3:24) Pulling lists today in seconds vs. spending 8 hours writing names by hand(3:56) No texting systems, no dialers, no automation—everything used to be manual(4:48) Game-changer: comps instantly available on Redfin and Zillow for free(4:53) No social media back then; why Facebook/Instagram make deal flow easier today(6:44) Getting leads on demand through fastsellerleads.com(7:33) The evolution of selling systems and how free education changed the game(8:34) DocuSign vs. printing, faxing, and driving contracts all over town(9:18) Mobile notaries and vendor access that didn't exist 20 years ago(10:13) Why this podcast alone gives you knowledge early wholesalers never had----------Resources:ZillowRedfinDocuSignTo speak with Brent or one of our other expert coaches call (281) 835-4201 or schedule your free discovery call here to learn about our mentorship programs and become part of the TribeGo to Wholesalingincgroup.com to become part of one of the fastest growing Facebook communities in the Wholesaling space. Get all of your burning Wholesaling questions answered, gain access to JV partnerships, and connect with other "success minded" Rhinos in the community.It's 100% free to join. The opportunities in this community are endless, what are you waiting for?
In this episode of Careers and the Business of Law, Pre TLTF conversation, David Cowen sits down with Dr. Hemma Lomax, Deputy General Counsel at DocuSign, to explore how intelligent agreement management is transforming legal operations and compliance. From turning static contracts into data-rich insights to empowering legal teams as strategic business partners, Hemma shares how technology, ethics, and leadership intersect in this new era of legal intelligence. Key Topics Covered: How DocuSign evolved from e-signatures to intelligent agreement management. The "agreement trap" and how legal teams can unlock trapped value in contracts. Why legal and compliance professionals should focus less on data entry and more on strategy. The rise of Legal Data Intelligence (LDI) and how it's reshaping the business of law. Insights from DocuSign's acquisition of Contract Nerds and what it means for the future of collaboration. Why being "in the arena" matters more than perfection, lessons from leadership and podcasting. The Davos of Legal Tech: what to expect from the TLTF Summit and the innovators shaping it.
Innovation is present in many areas, and compliance professionals must not only be prepared for it but also actively embrace it. Join Tom Fox, the Voice of Compliance, as he visits with top innovative minds, thinkers, and creators in the award-winning Innovation in Compliance podcast. In this episode, host Tom Fox welcomes Dr. Hemma Lomax from DocuSign, Chris Crowder from Airbus, and Vince Walden from konaAI to explore the future of compliance with AI and AgenticAI. This podcast was edited from a konaAI-sponsored webinar. For a link to the full webinar replay, see below. Our discussion centers around the integration of AI, innovation, and compliance within corporate environments. Chris and Hemma share insights about their current data analytics efforts and the transformative role of AI in enhancing compliance processes. They discuss the importance of human judgment, exploring new technologies, and creating a forward-thinking compliance culture. Audience members are encouraged to think creatively about leveraging technology to address compliance challenges and prepare for a rapidly evolving business landscape. Key highlights: Current State of AI and Data Analytics in Compliance Challenges and Opportunities in AI Implementation The Role of AI in Risk Management Human Judgment and AI: A Balanced Approach Future of AI in Compliance and Business Future of AI Agents in Compliance For a full replay of the Webinar, click here. For the konaAI white paper on AgenticAI, click here. To listen to the award-winning podcast Upping Your Game on the use of AI in a compliance program, click here. Check out my latest book, Upping Your Game-How Compliance and Risk Management Move to 2023 and Beyond, available from Amazon.com. Innovation in Compliance was recently honored as the number 4 podcast in Risk Management by 1,000,000 Podcasts.
“We're the only vendor that really provides that end-to-end suite and the scale and reach that Docusign has — we're able to do this across an incredibly large customer universe.” Docusign CEO Allan Thygesen tells Anurag Rana, Bloomberg Intelligence senior technology analyst. “We're passing 100 million customer contracts uploaded and extracted with AI.” On Thygesen's second visit to the Tech Disruptors podcast, the two recap the advancements Docusign has made since he was last on in 2023. The discussion covers a broad set of growth initiatives for Docusign including its Intelligent Agreement Management (IAM) and AI products, international and US Federal. Thygesen and Rana also debate the fate of the broad software industry and the seat-based pricing model in the age of AI.
You think you'd never fall for a scam until you meet someone like Kitboga. He's a software engineer who's turned his curiosity about online fraud into a full-time mission to outsmart scammers and protect the people they target. His YouTube channel, The Kitboga Show, has millions of followers and nearly a billion views, thanks to his mix of humor, empathy, and clever ways of exposing how scams really work. In our conversation, Kit opens up about how this all started, what it's really like to spend hours pretending to be a scam victim, and how organized crime has turned fraud into a massive global business. He shares what's changed over the years and why those old "red flags" don't always work anymore and how new tools like deepfakes and AI have made deception harder to spot than ever. Kit also talks about his newest project, Serif Secure, a free tool he created to help people clean and protect their computers after a scam attempt. He's honest, thoughtful, and a little funny even when the subject is dark. By the end, you'll see just how much one person can do to fight back. Show Notes: [01:15] Kit explains how he got into "scam baiting" and why protecting victims became personal. [03:05] He shares how streaming scam calls to friends unexpectedly turned into a viral mission. [06:07] Kit recounts nearly falling for a Discord impersonation scam himself. [09:17] We discuss how deepfakes and AI are changing what a "red flag" looks like online. [11:31] Scammers now use real services like PayPal and DocuSign to appear legitimate. [13:11] Kit explains how long-term investment and "pig-butchering" scams draw people in slowly. [15:51] Fraudsters are now going after 401(k)s and retirement funds instead of small cash grabs. [17:00] We examine how fake phone numbers and online ads make verification harder than ever. [19:56] Kit talks about the emotional toll of scam-baiting and why he sometimes needs a break. [21:51] We reflect on why decades-old scams, like Nigerian letters, still thrive today. [23:57] The scale of organized fraud is compared to global industries worth trillions. [25:41] Kit admits scams will never truly disappear—only evolve with new technology. [26:44] We learn how his team uses automation to detect and map out scam networks. [30:24] Kit describes juggling live streaming with scam calls and the role humor plays in coping. [33:37] He explains why scammers' aggression still works and what it reveals about victims. [37:00] Kit shares moving stories of victims, including a widower deceived in a romance scam. [40:00] We explore how scams erode self-trust and make victims doubt their own judgment. [42:13] Kit talks about working with law enforcement and the need for stronger collaboration. [44:10] We hear about Serif Secure, his anti-scam software designed to protect users' devices. [47:04] The software now proactively blocks remote access tools and phishing websites. [48:14] Kit warns about "scam recovery" frauds and the cruel trick that targets victims twice. [49:30] We wrap with practical advice on skepticism, security, and staying a step ahead of scammers. Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review. Links and Resources: Podcast Web Page Facebook Page whatismyipaddress.com Easy Prey on Instagram Easy Prey on Twitter Easy Prey on LinkedIn Easy Prey on YouTube Easy Prey on Pinterest Kitboga - YouTube Seraph Secure Kitboga Kitboga - Instagram The Scamcast with Kitboga
In this episode, we dive into the often-overwhelming world of building a tech stack for your coaching business! We know the thought of sorting through all the technology options can make your eyes glaze over, but fear not! We break it down into manageable pieces, discussing everything from accounting software to payment processors, calendaring systems, and even email marketing tools. Adding tech to your process should save you time and money, not cause you headaches and cost you cash. Our goal is to help you streamline your processes so you can focus on what you do best – coaching! Are you ready to take your coaching business to the next level? Listen in as we share our personal experiences with different tools and provide recommendations that can help you build a solid tech foundation for a thriving coaching practice.
We sit down with Jeff Perry, CRO at Carta, to explore how growth leaders redefine success when capital tightens, buyers get smarter, and AI reshapes cost structures. We unpack how growth has changed, why IPO-ready now means post-IPO durable, and how Carta scaled from a cap table tool to an ERP-like platform for private capital while staying efficient and customer-first. Jeff shares concrete tactics for moving upmarket, using AI wisely, and building teams that perform under pressure.• redefining fast growth and IPO readiness in private markets• evolving from SMB velocity to enterprise endurance• expanding from cap tables to fund admin and private credit• measuring meetings as a leading productivity indicator• using curated events and customer proofs over vanity metrics• aligning sales, marketing and product around shared pipeline• adding K-1 tax and LP data products to deepen value• AI as a force for 10x productivity, not headcount cuts• disciplined acquisitions to accelerate the CFO ERP vision• leadership choices: pausing sales, saying no when not readyIPO dreams used to hinge on hitting 100 million ARR. That world is gone. Jeff takes us from Carta's earliest days digitizing stock certificates to building a networked platform that now powers cap tables, fund administration, LP data, and private credit—an evolving ERP for the office of the private capital CFO.We dig into the hard pivots after the 2021 surge: why “more capacity” stopped working, how meetings per AE became a reliable leading indicator, and where curated events and customer-led storytelling outperform saturated digital tactics. Jeff explains the move upmarket into venture and private equity, the new enterprise seller profile it requires, and the partnership with marketing to identify real switching intent. He also shares how acquisitions like Accelex and Sirvatus support an end-to-end vision across funds, LPs, and loan servicing.AI looms large throughout. Jeff contrasts application-layer SaaS with AI-native companies carrying heavy compute costs, and why that bifurcation changes CAC, payback, and headcount plans. Rather than using AI to cut roles, he shows how Carta uses it to 10x productivity—accelerating RFPs, territory coverage, and performance workflows—while standardizing experiments so wins become reusable process. Along the way, we unpack bold leadership choices: pausing sales to protect implementation quality, and walking away from a marquee IPO transition when the product wasn't ready.If you care about efficient growth, enterprise GTM, and building products that compound value across a connected market, this conversation delivers practical playbooks and memorable lessons on performing under pressure. Follow, share with a teammate, and leave a quick review to help more operators find the show.Jeff Perry: https://www.linkedin.com/in/jeff-perry-380233/Jeff is a proven revenue superstar, whose career journey spans Oracle and DocuSign. Under his leadership as CRO at Carta, Carta's annual recurring revenue scaled from approximately $20 million ARR to $450 million ARR. Jeff attended Santa Clara University where he received a B.S. in Political Science and where he also played NCAA baseball.Website: https://www.position2.com/podcast/Rajiv Parikh: https://www.linkedin.com/in/rajivparikh/Sandeep Parikh: https://www.instagram.com/sandeepparikh/Email us with any feedback for the show: sparkofages.podcast@position2.com
In this episode of Cause & Purpose, host Mike Spear sits down with Jim Carter III, a technologist and philanthropist who has spent over a decade bridging the gap between cutting-edge technology and social impact. Jim shares compelling stories from his journey, including how he helped Pencils of Promise receive a $1 million Bitcoin donation from the anonymous Pineapple Fund, and his current work building AI-powered digital clones that allow organizations to engage thousands of supporters simultaneously. The conversation provides practical guidance for nonprofits hesitant about AI adoption, featuring Jim's three-question framework for identifying AI opportunities: what takes too long, what costs too much, and what good work could you do more of?Throughout the discussion, Jim and Mike challenge the social sector's resistance to innovation, arguing that adaptation to AI isn't optional but rather a moral imperative for organizations serious about their missions. Jim demonstrates how AI serves as a "thinking partner" rather than a replacement for human judgment, sharing examples from his own work including building an autonomous podcast network with 100,000+ downloads and creating a DocuSign alternative in hours. Mike reveals how Altruous leverages sophisticated AI to generate 25-page program evaluations in seconds, combining automation with human expertise to help funders find high-impact opportunities they'd never discover otherwise. The episode concludes with Jim's perspective on preparing the next generation for an AI-integrated future and his belief that AI will ultimately create more opportunities than it eliminates.
Want to implement AI agents like $50M startups do? Get our ultimate guide: https://clickhubspot.com/fcv Episode 80: Are coders really being replaced by AI agents, or is this just the next tech hype cycle? Nathan Lands (https://x.com/NathanLands) is joined by repeat guest Matan Grinberg (https://x.com/matansf), co-founder of Factory—an agent-native software development platform backed by NEA, Sequoia, JP Morgan, and Nvidia. This episode dives deep into Factory's ambitious mission to transform software engineering by enabling developers—and entire organizations—to delegate painful, repetitive coding tasks to “droids,” Factory's intelligent agents. Matan shares strategies for helping massive enterprises adopt new workflows, how Factory's platform is built for surface/interface agnosticism (terminal, IDE, Slack, and more), and why optimization for teams—not individuals—will define the future of AI-powered development. Plus, debate about GPT-5's impact, the myth of “AI winters,” and what the real business ROI of AI looks like in the enterprise. Check out The Next Wave YouTube Channel if you want to see Matt and Nathan on screen: https://lnk.to/thenextwavepd — Show Notes: (00:00) Scaling Teams to Empower Enterprises (03:54) Agent Native, Surface Agnostic Approach (09:07) Prioritizing Business ROI Over Code (12:10) Assessing Expertise Levels Quickly (16:01) AI Model Nuances and RL Shift (18:26) AI Enterprise Market Dynamics (22:41) Choosing AI Subscription Plans (25:43) Future-Focused, IDE-Agnostic Development (27:30) Adapting Cities and Enterprises (30:11) Embracing Change and Growth — Mentions: HubSpot Inbound: https://www.inbound.com/ Matan Grinberg: https://www.linkedin.com/in/matan-grinberg Factory: https://factory.ai/ Docusign: https://www.docusign.com/ Nvidia: https://www.nvidia.com/ Anthropic: https://www.anthropic.com/ Cursor: https://cursor.com/ Get the guide to build your own Custom GPT: https://clickhubspot.com/tnw — Check Out Matt's Stuff: • Future Tools - https://futuretools.beehiiv.com/ • Blog - https://www.mattwolfe.com/ • YouTube- https://www.youtube.com/@mreflow — Check Out Nathan's Stuff: Newsletter: https://news.lore.com/ Blog - https://lore.com/ The Next Wave is a HubSpot Original Podcast // Brought to you by Hubspot Media // Production by Darren Clarke // Editing by Ezra Bakker Trupiano
Docusign is a leader in the e-signatures and contract management tools market. Motley Fool co-founder and CEO Tom Gardner, Motley Fool Chief Investment Officer Andy Cross, and contributor Toby Bordelon talk with Docusign CEO Allan Thygesen about opportunity, innovation, and the business of Docusign. Host: Tom Gardner, Andy Cross, Toby Bordelon Producer: Bart Shannon, Mac Greer Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, "TMF") do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. We're committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode Learn more about your ad choices. Visit megaphone.fm/adchoices
Erfahre hier mehr über unseren Partner Scalable Capital - dem Broker mit Flatrate und Zinsen. Alle weiteren Infos gibt's hier: scalable.capital/oaws. Spotify-CEOs. Meta kauft bei CoreWeave. Nike-Zahlen. OpenAI vs. Hubspot, Braze, Klaviyo & Docusign. Pfizer macht Trump-Deal. Wolfspeed ist back. NVIDIA auf Rekord. Lufthansa, Asos & Hornbach fallen. Etsy fällt dank OpenAI. DraftKings & Flutter dank Robinhood. Chinesischer Gold-Riese Zijin Gold (WKN: A41KPF) hat gestern IPO gefeiert. Zijin Mining (WKN: A0M4ZR) bleibt Großaktionär. ASML (WKN: A1J4U4) hat SAP wieder als wertvollste Firma Europas überholt. Aber was machen die eigentlich genau? Und was hat das mit Intensität zu tun? Diesen Podcast vom 01.10.2025, 3:00 Uhr stellt dir die Podstars GmbH (Noah Leidinger) zur Verfügung.
Marty Ringlein, co-founder and CEO of Agree.com, joins Amir to unpack why history always repeats itself in technology and what that means for the AI era. From the telephone to the automobile to ChatGPT, the biggest shifts have rarely been things people asked for—they were inventions that reshaped behavior once adopted. Marty explains why skepticism always comes first, how fear fuels resistance, and why optimism is usually rewarded. He also shares how Agree.com is rethinking contracts and payments by automating the painful parts of sales workflows.Key TakeawaysThe most transformative inventions weren't requested—they emerged through evolution and network effects.Human resistance to new tech often comes from energy costs of relearning, not the tech itself.AI isn't eliminating jobs—it's freeing people from low-value work so they can focus on bigger challenges.Every wave of disruption (printing press, cars, internet, mobile, AI) begins with fear, then proves to be a net positive.Timestamped Highlights00:51 — Why Agree.com calls itself “a better DocuSign” and how it integrates signatures, invoicing, and payments02:06 — The history of inventions nobody asked for and why they stuck05:41 — Human pessimism vs optimism when confronting new technologies09:05 — Why fears around AI echo the same debates once had about books, cars, and the cloud13:38 — How automation frees salespeople and engineers to focus on higher-value work18:51 — Are there technologies that have been net negative for society? Marty's take23:21 — Why every generation thinks “this time it's different”Memorable Quote“The biggest things that will change our lives are the ones we don't even know to ask for yet.” — Marty RingleinCall to ActionIf you enjoyed this episode, share it with a colleague who's navigating the AI conversation. Follow The Tech Trek for more conversations that cut through the noise on tech, leadership, and the future of work.
Creative Strategies' Ben Bajarin talks with TITV Host Akash Pasricha about Meta's new Ray-Ban glasses with display and the future of multimodal AI. We also talk with The Information's Sylvia Varnham O'Regan about the ongoing TikTok-US deal, and we get an exclusive with the CEOs of DocuSign and CLEAR as they announce a new partnership. Lastly, we get into Rent the Runway's big comeback strategy with CEO Jennifer Hyman.Articles discussed on this episode: https://www.theinformation.com/articles/know-tiktok-dealTITV airs on YouTube, X and LinkedIn at 10AM PT / 1PM ET. Or check us out wherever you get your podcasts.Subscribe to: - The Information on YouTube: https://www.youtube.com/@theinformation4080/?sub_confirmation=1- The Information: https://www.theinformation.com/subscribe_hSign up for the AI Agenda newsletter: https://www.theinformation.com/features/ai-agenda
How is Optimizely reshaping experimentation with AI? Cory Liebgott, VP of Product at Optimizely, joins LaunchPod to share how her team is building agentic AI tools that put customer trust at the center. Cory shares how her team: Pivoted away from risky benchmarking AI to focus on agentic AI tailored to each customer's brand and data Launched Opal, Optimizely's AI suite built on Google Gemini, with strict governance to keep customer data secure Developed experimentation agents that suggest test ideas, run experiments, and summarize results Built internal AI tools like OptiGPT to streamline workflows, from PRDs to customer research, boosting productivity across teams Links LinkedIn: https://www.linkedin.com/in/cliebgott/ Optimizely: https://www.optimizely.com/ Chapters 00:00 Introduction 01:52 Implementing Agentic AI at Optimizely 04:58 The Importance of Customer Feedback 06:27 Using AI Tools Internally at Optimizely 15:30 DocuSign and the Squeaky Wheel Problem 30:36 Conclusion Follow LaunchPod on YouTube We have a new YouTube page (https://www.youtube.com/@LaunchPodPodcast)! Watch full episodes of our interviews with PM leaders and subscribe! What does LogRocket do? LogRocket's Galileo AI watches user sessions for you and surfaces the technical and usability issues holding back your web and mobile apps. Understand where your users are struggling by trying it for free at LogRocket.com (https://logrocket.com/signup/?pdr). Special Guest: Cory Liebgott.
We duel, you decide. Rick Munarriz and Tim Beyers debate whether DocuSign is a Breaker worth buying. Leave a comment to let us know which argument swayed you! Tim Beyers and Rick Munarriz discuss: - DocuSign's prospects - is now the time to buy? - The Big Macro and resilient industries. - Three recent winners - who's the Faker, who's the Breaker? Fools Andy Cross and Emily Flippen will be interviewing DocuSign CEO Allan Thygesen for Fool 24 this week. Also, be sure to get to your local bookstore tomorrow. David's Gardner's new book — Rule Breaker Investing — hits shelves and will be available for purchase. Get it before it's gone! Tickers: Companies discussed: DOCU, ALAB, OPEN, RDDT Host: Tim Beyers Guest: Rick Munarriz Producer: Anand Chokkavelu Engineer: Dan Boyd Disclosure: Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, “TMF”) do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. We're committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode. Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices
Events aren't just about logistics anymore. They're about results. And while event planners know how to deliver flawless execution, companies now need marketers who understand pipeline, customer journeys, and human connection.But too many organizations still treat events as one-off experiences instead of demand engines. That gap costs opportunities, slows deals, and misses the chance to build loyalty.So in this episode, Ghazwan Almoazen (Director, Global Experiential Marketing Demand & Communications at Docusign) shares how he blends digital marketing, demand gen, and experiential strategy to design events that accelerate deals, reduce churn, and keep attendees coming back.Takeaways:✅ Why every event pro needs to think like a marketer, not just a planner✅ How attendee needs—learning, networking, and entertainment—shape engagement and retention✅ Where data and content intersect to prove pipeline impact and secure buy-inTune in to learn how to make your events more than experiences. Make them growth engines.---------------------------------Connect with Ghazwan AlmoazenLinkedIn: https://www.linkedin.com/in/ghazwanalmoazen/Connect with Matt KleinrockLinkedIn: https://www.linkedin.com/in/matt-kleinrock-9613b22b/Company: https://rockwayexhibits.com/
Today we are joined by Selena Larson, co-host of Only Malware in the Building and Staff Threat Researcher and Lead Intelligence Analysis and Strategy at Proofpoint, sharing their work on "Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing." Proofpoint researchers have identified campaigns where threat actors use fake Microsoft OAuth apps to impersonate services like Adobe, DocuSign, and SharePoint, stealing credentials and bypassing MFA via attacker-in-the-middle phishing kits, mainly Tycoon. These attacks redirect users to fake Microsoft login pages to capture credentials, 2FA tokens, and session cookies, targeting nearly 3,000 Microsoft 365 accounts across 900 environments in 2025. Microsoft's upcoming security changes and strengthened email, cloud, and web defenses, along with user education, are recommended to reduce these risks. The research can be found here: Microsoft OAuth App Impersonation Campaign Leads to MFA Phishing Learn more about your ad choices. Visit megaphone.fm/adchoices
Most agents chase the dream of selling luxury properties in LA or Orange County, but what if the real fortune is hiding in overlooked, “unsexy” markets? Cyrus Mohseni didn't just stumble into real estate investing; he cracked a code in a place most people would never think to look: Muncie, Indiana. While most agents were fighting for overpriced duplexes in LA, Cyrus was quietly buying homes for the price of a used car, building a 100+ unit portfolio, and reshaping an entire community. Now, he's not just investing in properties, he's working with city leadership, redeveloping neighborhoods, and using the profits to fuel a new venture in real estate tech that could completely rewrite how brokerages operate. Cyrus leads one of the top-producing teams in Orange County, closing $100M a year while simultaneously scaling in the Midwest. He's done what most only dream of: turning small-town, distressed real estate into a scalable system and leveraging those wins into tech innovation that will leave behind the agents who refuse to adapt. How did he end up investing in Muncie? What's the biggest issue that holds tech companies back in real estate? How do agents make sure they aren't out of the business in the next two years? In this episode, Cyrus shares how he built his empire in Muncie, what he's building next in real estate technology, and why AI isn't just a shiny tool; it's the tidal wave that will wipe out 40% of today's agents. Things You'll Learn In This Episode The overlooked goldmine of C+ markets Everyone wants the luxury listings, but Cyrus built his wealth by buying $3,000 boarded-up homes in a small town. Could the markets you've ignored hold the highest ROI? Stop being the operator, start being the visionary Cyrus scaled past the grind of cold calls and open houses by shifting into visionary leadership. Are you still stuck in the weeds, doing what your hires should be doing? AI isn't optional; it's survival Just as DocuSign changed real estate forever, AI will 100x that disruption. 40% of agents won't survive this shift. Will you be one of the ones who adapts, or one of the ones replaced? Building more than wealth Beyond profits, Cyrus is helping Muncie shift from a “city everyone leaves” to a place where Ball State graduates start families and careers. What happens when your investing strategy creates not just returns, but revival? Guest Bio Cyrus Mohseni is a multitalented real estate executive, investor, life coach, entrepreneur, speaker, and philanthropist. His unmatched drive, unmistakable integrity, and unwavering commitment to personal growth have made him a highly sought-after individual. He was named one of the Top Ten Real Estate Entrepreneurs to Follow Going Into 2022 by USA Today, a 30 Under 30 honoree by the National Association of Realtors®, a member of the Forbes Real Estate Council, and a recipient of the Rising Star Award from the California Association of Realtors®. Known for leveraging innovative strategies and cutting-edge technologies, Cyrus is an expert marketer. His marketing acumen has earned him several awards, including the Most Innovative Real Estate Marketing Team award and the Best Real Estate Marketing award. Cyrus co-founded The Keystone Team with a vision to revolutionize the real estate industry. By focusing on his core values of loyalty, integrity, drive, and service, he led the company to unprecedented growth and success, earning it a place on Inc. Magazine's list of the world's 5,000 fastest-growing companies. Cyrus is also the host of 'Cyrus' Podcast', which ranks in the top 10% of podcasts globally. Moreover, he is one of the most respected life coaches in the world. Follow @cyrusandre on Instagram. About Your Host Remington Ramsey is a speaker, author, entrepreneur, and visionary in the world of real estate. As the creator of "Real Producers", a widely acclaimed magazine connecting top agents and industry leaders, Remington has built an impressive platform dedicated to celebrating and elevating the real estate community. Remington is also the author of Agent Allies: Building Your Business With Strategic Real Estate Partnerships. With a passion for motivating and mentoring, he's shared stages with some of the biggest names in business, helping professionals break through barriers and reach new heights. When he's not busy being a real estate guru, Remington is known for his contagious energy, practical wisdom, and a good dose of humor—because let's face it, navigating life and business requires both grit and a sense of humor. With multiple successful ventures under his belt and a reputation for engaging storytelling, he has the rare ability to make even the driest industry stats sound exciting. Follow the show on our website, Apple Podcasts or Spotify so you don't miss a single inspiring episode! Start a Real Producers Magazine in YOUR Market! Learn more about franchise opportunities at realproducersmag.com
The Industry Relations Podcast is now available on your favorite podcast player! In this episode, Rob and Greg dive into the balance between technology and human connection in real estate. From car tech frustrations to the rise of “dumb phones,” they discuss how AI and digital tools are reshaping the industry—and whether that's always a good thing. The conversation explores where technology truly adds value versus where it risks eroding the personal relationships that define real estate. They also touch on Opendoor's evolving agent strategy and the broader AI hype cycle in business. Key Takeaways Tech minimalism is gaining traction as people push back against screens and automation in everyday life . Real estate may benefit more from authentic human connections than from full automation. AI is both transformative and overhyped—efficiency gains often come with trade-offs. Tools like DocuSign provide convenience but may reduce valuable informal interactions. Opendoor's new “Key Connections” program shows a shift in how it integrates agents from the start. The industry should focus less on “AI supremacy” and more on thoughtful application of technology. Connect with Rob and Greg Rob's Website Greg's Website Watch us on YouTube Our Sponsors: Cotality Notorious VIP The Giant Steps Job Board Production and Editing Services by Sunbound Studios
(0:00) Intro(1:26) About the podcast sponsor: The American College of Governance Counsel(2:13) Start of interview(2:53) Teresa's origin story(4:30) Her career path at Deloitte (37-year career)(7:40) Transition to Board Service(8:37) Joining the board of ServiceNow(10:57) Joining the board of Warby Parker and understanding Public Benefit Corporations (PBCs)(14:48) Joining the boards of Snowflake and Docusign(15:38) Insights on Audit Committees (*reference to E179 with Jack Lazar)(17:10) Evolving Responsibilities of Audit Committees(21:40) The Climate and ESG Discussion(24:15) Boardroom Diversity Trends(26:13) The Rise of AI in Business(30:18) Navigating Geopolitical Changes(33:36) Handling Crisis Situations (her experience with whistleblower case and special committee with outside counsel investigation)(37:28) Engaging with Activist Investors(38:40) Founder Mentality vs. Governance *Reference to VC-Board Academy (on October 28, 2025 in NYC)(42:10) The Future of Private vs. Public Companies (impact of IPOs) *Mention of CaaStle fraud case.(45:57) The Impact of AI on Human Capital(48:29) Work from Home Dynamics(50:05) Book that has greatly influenced her life: Outlive, by Peter Attia (2022)(50:50) Her mentors. Rich Fineberg(51:51) Quotes that she thinks of often or lives his life by.(52:24) An unusual habit or an absurd thing that she loves.(53:11) The living person she most admires.Teresa Briggs serves on the boards of DocuSign, ServiceNow, Snowflake and Warby Parker. She is a member of the audit committee for each company and is the audit committee chair of ServiceNow, DocuSign, and Warby Parker. You can follow Evan on social media at:X: @evanepsteinLinkedIn: https://www.linkedin.com/in/epsteinevan/ Substack: https://evanepstein.substack.com/__To support this podcast you can join as a subscriber of the Boardroom Governance Newsletter at https://evanepstein.substack.com/__Music/Soundtrack (found via Free Music Archive): Seeing The Future by Dexter Britain is licensed under a Attribution-Noncommercial-Share Alike 3.0 United States License
The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch
Byron Deeter is a Partner at Bessemer Venture Partners, and one of the most renowned SaaS investors. Byron has led 19 unicorn investments, including IPO successes like ServiceTitan, Procore, Twilio, Box, Gainsight, Intercom, DocuSign, SendGrid. His portfolio includes eight companies that have gone public. Insane. Agenda: 00:00 – Why are the stakes in AI higher than ever before? 05:20 – Is defensibility in AI gone for good? 07:40 – Do margins even matter when backing the next Anthropic or Perplexity? 09:50 – How does Byron think about future dilution when investing in AI today? 12:10 – With 40% of venture money going to 10 deals, is there any point investing elsewhere? 13:40 – Is vertical SaaS dead? Is there any point when the large players can own it? 18:00 – Will AI shift from the tech budget to the human labor budget and unlock trillions? 21:10 – Are we entering the era of billion-dollar businesses built by 10 people? 25:20 – Is treble-treble-double-double now too slow for AI companies? 33:10 – In today's AI gold rush, is it better to scream the loudest or just build the best product? 41:10 – What specific growth rates are best in class, good and not good enough today? 55:00 – Is venture now just a game of scale — Chanel vs. Walmart?
You can't maintain all of your friendships from the school year through summer vacation. (00:45) David Meier and Jason Moser join Ricky Mulvey to discuss: - Earnings from CrowdStrike, Lululemon, and Broadcom. - Elon Musk's feud with President Donald Trump and the impact on Tesla shareholders. - Docusign's turnaround story. (19:03) Stacey Vanek Smith, co-host of “Everybody's Business”, joins Ricky for a look at the tough job market facing college grads. Then, (35:20) David and Jason pitch two radar stocks, Asana and Amazon. Host: Ricky Mulvey Guests: David Meier, Jason Moser, Stacey Vanek Smith Engineer: Rick Engdahl Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, "TMF") do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. Learn more about your ad choices. Visit megaphone.fm/adchoices