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A rep says "follow up on that" on a call, then buries it under five more calls and a late-night inbox. Three days later the deal's gone cold, but the CRM still says it's live. The manager forecasts off that. The CRO forecasts off the manager. The board asks the CEO if anyone actually has a grip on the number. The whole thing was built on a promise nobody kept. Adam Liska worked on the early Gemini models at Google DeepMind before leaving to close that gap. His company, airspeed, just raised a $20M Series A on a bet that "revenue execution" is the next real category, not another tool that logs calls and calls it intelligence. Sam Jacobs traces the full arc with him: DeepMind to founder-led sales to the unglamorous work of turning a founder's instincts into a system a team can actually run. What we get into: Why "follow up on that" breaks the forecast chain from rep to CRO to board What "revenue execution" means, and why it isn't revenue intelligence with a new label Whether you own the interface or hand it to a chat model and live as middleware The Nashville lunch that became airspeed's first six-figure deal The real sequence from founder-led to scalable: capture the data first, then build the playbooks Owning your data instead of renting Salesforce's architecture The modern Turing test, AI-native orgs, and where the back office is headed Chapters: 00:00 Intro 00:44 From DeepMind to airspeed, and the $20M Series A 01:30 "Follow up on that" — the execution gap that breaks forecasts 04:00 What category is this? Revenue execution, defined 05:40 Headless vs. owning the interface 08:00 The origin story: leaving DeepMind in 2022 11:39 Founder-led sales and the Nashville lunch that closed a six-figure deal 13:18 The hard part: turning founder-led into a repeatable system 14:14 Why they recorded everything from day one 16:35 Owning your data, and where the source of truth lives 19:03 The playbook: data first, then hierarchical playbooks 20:52 Influences: the modern Turing test and AI-native orgs 23:37 Where to find airspeed Try airspeed: goairspeed.com
Marc Ferrentino, Co-Founder and CEO of Quotient and former chief technical architect at Salesforce, joins Sam Jacobs and Asad Zaman to separate AI-marketing hype from what actually works today. Marc's core claim: the 'AI CMO' is marketing fiction, and the real near-term unlock is clearing the roughly 70% of a marketer's day lost to busywork, so smaller teams can finally operate like big ones. Topics include the collapse of specialized marketing roles into cross-functional generalists, why the apprenticeship model that trained classic marketers is most at risk, where the durable edge moves as performance marketing gets automated... and how taste separates real work from AI slop. Plus, a Quiz Pro Quo trivia round on famous tech emails, an honest look at ageism facing marketers in their 40s and 50s, and a Bulls and Bears debate on legacy martech, HubSpot, and Figma. Key Takeaways: - Marc's near-term promise to marketers is not an AI CMO but the removal of busywork. As he puts it: "companies that come out and claim to be your AI CMO… I think that is the most misleading marketing, but it's also just not true." Buckle up for a story or two about how he's seen the "AI CMO" blow up in people's faces. - The hiring bar is shifting from raw craft to AI fluency. In Marc's words: "we're all looking for the 10x developer, but the 10x developer who knows how to use AI is a 100x developer. And so it's the same thing with the marketer… the marketer who knows how to use AI is a 100x marketer… That's the person we want on the team." And he shares how his own developer interviews changed to match. - Marketing roles are not disappearing, but the specialist ladder that trained seasoned marketers is eroding. As Sam Jacobs, CEO of Pavilion, put it: "I see the collapse of specialization within a particular function. That doesn't diminish the need for the function, but does create an opportunity for those that are more fluent in all of these cross-functional tools." His deeper worry is the pipeline: "the apprenticeship model is the thing that's most at risk," raising the prospect of "a lack of classically trained marketers." - Ageism is real in marketing hiring, and it often hides inside neutral-sounding language. Asad Zaman, CEO of STA, observed, clients are saying things like: "I'm looking for somebody with high energy. High energy is like, I need somebody who is 30 to 33… high energy is like an age, basically." To what extent do the hosts agree with this perspective? Only one way to find out... Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: Asad Zaman, CEO at STA - https://www.linkedin.com/in/azaman1/ Guest: Marc Ferrentino, Co-Founder & CEO at Quotient - https://www.linkedin.com/in/marcferrentino/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Marc Ferrentino 02:09 Where AI Actually Works Today 04:05 The 'AI CMO' Is a Lie 07:10 AI Multiplies, Not Replaces 12:11 The Collapse of Specialization 15:10 The Apprenticeship Model at Risk 16:11 The Real Edge Is Brand 21:18 AI Slop and the Taste Problem 23:02 Marketing for the Rest of Business 35:15 Are the Models Asymptoting? 39:01 Quiz Pro Quo 44:44 Ageism in Marketing 49:18 Curiosity over Age 58:34 The 100x Marketer 1:03:54 Bulls VS Bears
A CEO walks into a board meeting knowing exactly what to say then freezes. A sales rep doomscrolls between calls and shows up to the next one flat. A founder grinds toward the exit, only to sacrifice their relationships and themselves along the way. The problem isn't always strategy, skill, or effort. Sometimes, it's the nervous system. Kevin Bailey knows this firsthand. After building a high-growth tech company with around 100 employees, he noticed something strange: some days he was exceptionally creative and productive. Other days, he'd stare at his computer for hours and accomplish almost nothing. That experience eventually led him to earn a master's in applied neuroscience from King's College London and co-found Dream Fuel, a mental performance coaching company helping founders, executives, and sales teams perform at their best under pressure. Sam Jacobs sits down with Kevin to unpack the neuroscience of peak performance and why the mental skills used by professional athletes, fighter pilots, and special forces operators may be just as critical for CEOs and revenue leaders. What we get into: Why founders and executives need mental performance coaching not just executive coaching or therapy The four nervous system states that shape how you perform under pressure Why a freeze response can lower your IQ and leave you struggling for words How doomscrolling between calls can hurt your performance on the next one The neuroscience behind breathwork and nervous system regulation Why presence and awareness are the foundations of peak performance How to move from fight, flight, or freeze back to a state of centeredness Why grinding doesn't have to come at the expense of your relationships or your life The mental performance advantage professional athletes have understood for years How to reach the end of the founder journey with both the outcomeand yourself intact Chapters: 00:00 Intro 00:34 Meet Kevin Bailey and Dream Fuel 01:44 From tech founder to mental performance coaching 04:19 Why mental performance matters more in the age of AI 05:57 Why CEOs need the kind of coaching elite athletes already have 07:24 Therapy vs. mental performance coaching 09:03 What Michael Jordan can teach us about presence under pressure 11:31 The four nervous system performance zones 12:38 Why executives get stuck in fight, flight, and freeze 13:46 What doomscrolling does to your dopamine and performance 15:07 How to regulate your nervous system 15:30 The neuroscience of breathwork and centeredness 17:08 What changes when you master mental performance 18:55 How to win without sacrificing everything that matters 20:19 Kevin's biggest influences and recommended resources 21:49 Where to find Kevin Bailey and Dream Fuel 22:35 Outro Try Dreamfuel: dreamfuel.com
Ghazi Masood, Chief Revenue Officer at Replit, joins Sam Jacobs and Asad Zaman to break down the company scaled from $2 million towards a North Star of $1 billion in revenue in about two years, with roughly 350 employees and a 75-person go-to-market team. Ghazi gets specific on the operational cadence that replaced the quarterly SaaS playbook, why more than 90% of reps overachieved in H1 and why he believes $2 million per rep still isn't the ceiling, and how Replit built its own CPQ, Clari, and Gainsight equivalents on top of Salesforce. Plus, the shift from inbound to outbound pipeline generation, why AI-native orgs run leaner on entry-level headcount and a Quiz Pro Quo on how AI-native companies are structured. In short: a fantastic episode if you want to see how hyper-growth companies are operating, warts and all. Key Takeaways: - The AI-era operating cadence compresses from quarterly to weekly. As Ghazi Masood, CRO at Replit, put it: "forget monthly. We're literally driving a weekly rhythm to the business," with weekly forecast calls, weekly Gong reviews, and a company-wide Friday all-hands they call weekly wins. - Ghazi argues the SaaS-era rep productivity ceiling is gone. Asked whether $2 million per rep is a lot, he said "I would say no… you can do a lot more," after more than 90% of the team overachieved in H1 and enterprise reps blew past $1.5 million in the first half of the year. - Replit keeps a minimal purchased stack and builds the rest on itself. Ghazi described the tools they buy as "HubSpot, Gong, and Salesforce. And that's kind of it," then added "everything else on top of that is Replit. We built our own CPQ on Replit. We're building our own version of Clari on Replit," plus a homegrown Gainsight-style customer health dashboard. - Scaling the team fast, Ghazi made enablement one of his first hires. As he put it, "the very first hire I made was somebody to run and help me build enablement," and that leader built a two-week bootcamp where reps earn a certification before they get a territory. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: Asad Zaman, CEO at STA - https://www.linkedin.com/in/azaman1/ Guest: Ghazi Masood, CRO at Replit - https://www.linkedin.com/in/ghazi-masood-09195a2/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Ghazi Masood 02:20 Scaling $2M To $1B In Two Years 03:16 The Weekly Operating Rhythm 08:55 What Replit Actually Is 10:21 Building An Outbound Motion 11:29 The SaaS Replacement Wave 19:04 Competing With Claude And Cursor 22:57 Brand And ICP Discipline 25:57 Betting On Model Breakthroughs 28:10 Quiz Pro Quo 44:54 Hiring And Enablement At Speed 52:34 The $2M Per Rep Question 57:41 CRO Versus VP Of Sales 1:00:52 Bulls VS Bears 1:06:50 The GTM Tech Stack
Mark Roberge, founding CRO at HubSpot and co-founder of Stage 2 Capital, joins Sam Jacobs and AJ Bruno to tackle the question every board is asking in 2026: how do you actually measure AI's impact on a go-to-market team? They get into the revenue velocity formula, why selling time is the one variable AI can realistically double, and the ICONIQ data showing AI lifts top-of-funnel conversion 11% while barely moving active deal cycles. Plus, a Quiz Pro Quo on Palantir's 137% rule of 40 and Twilio's $5.6 million ARR per employee, a debate on whether the AI-era winner is the first mover or the fast follower, and a bull-versus-bear on whether HubSpot is the most mispriced stock in software at $3.5 billion in ARR. Key Takeaways: - Of the four variables in the revenue velocity formula, selling time is the one AI can realistically double right now. As Mark Roberge put it: "best in class has historically been about 30%. And I see a lot of evidence that today's AI can push that to 60% plus… all you do is go from 30% to 60% selling time, just algebraically you double productivity." - Before measuring AI's impact, stop accepting vague claims that a team is "AI-enabled." Roberge said he got fed up hearing it in board meetings if they can't show measurable impact. - Set realistic expectations on what AI has actually delivered so far. Asked whether any company has jumped from tier B to tier A on AI adoption, Roberge was blunt: "Not on like a 2x, but on a 10% to 20%… I've been disappointed… it's not our portfolio, it's just the entire ecosystem." The step-change, he believes, is still ahead. - In the AI era, the copycat often beats the pioneer. "they all say fast follower wins most of the time," Roberge said of the research he could find, "it's about a third first mover, two-thirds fast follower." Faster product cycles and first movers stuck in what he calls "ACV jail" tilt the odds toward the fast follower. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Guest: Mark Roberge, Co-Founder at Stage 2 Capital - https://www.linkedin.com/in/markroberge/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Subscribe to the Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Mark Roberge 01:33 The Science Of Scaling Book 03:57 Vibe Coding Mark's Frameworks 05:42 NPS, Referrals, And Value 09:33 What Is Product Market Fit? 14:34 Measuring AI In Go-To-Market 19:25 The Revenue Velocity Formula 22:43 Selling Time Can Double Output 24:07 AI Use Cases That Move Metrics 32:56 Has AI Created Tier-A Yet? 42:35 How To Measure Selling Time 47:48 Quiz Pro Quo 54:05 First Mover Vs Fast Follower 1:08:42 Bulls And Bears
The Roo and Ditts For Breakfast Catch Up - 104.7 Triple M Adelaide - Mark Ricciuto & Chris Dittmar
3 time showdown medalist Sam Jacobs joins Triple Ms Crows Chat this week as he talks about past showdown clashes and battles. He reflects on the passing of Phil Walsh and the undisputed leadership that Taylor Walker showed through that periodSee omnystudio.com/listener for privacy information.
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Craig Foster, Lucas Rinaldo, Carl Veart, Sam Jacobs, David Basheer, Terry McAuliffeSee omnystudio.com/listener for privacy information.
Gaurav Agarwal, COO of ClickUp, joins Sam Jacobs, AJ Bruno, and Asad Zaman after ClickUp, a company north of $300 million in ARR, parted ways with 22% of its workforce while rolling out pay packages up to $1 million a year for the individual contributors who stay. Gaurav walks through how a central Foundry team builds the tooling while each function's top performers automate their own jobs, why he wants his org to run like a pirate ship before a naval fleet, and how a two-person marketing team now ships 70 to 100 campaigns a week. Topics include which roles get eaten as AI collapses the org chart, why a great seller will never get the AI leverage a great engineer does, the case for working in public so AI has full context, and the mercenary-versus-missionary tension reshaping GTM talent. Plus, a Quiz Pro Quo on the SpaceX IPO and OpenAI's tender offer, and a Bulls and Bears debate on buying applications from foundation model companies versus the pure application layer. Key Takeaways: - Gaurav's mental model moved from treating AI as a sidekick to treating AI as the worker itself. As Gaurav Agarwal, COO of ClickUp, framed it: "AI will do the job, you like it or not... Humans will build AI to do the job and AI will do the job better than an 80th percentile human. And then our jobs become managers and trainers of AI." - ClickUp is rebuilding its compensation bands around the people who create the most leverage with AI. As Gaurav Agarwal put it: "we want our top employees who are using AI to build digital workers... They should be paid higher," and he is blunt that the payoff is uneven by function: "I don't think sales gets the same leverage out of AI the way engineering does." - Standing up an AI-native org early means choosing chaos before structure. Six months into ClickUp's push, Gaurav Agarwal described it plainly: "what I need right now is I need entropy... let's go be a little bit like a pirate ship... then we will bring in someone who can structure those pirates as a naval fleet." - As AI collapses engineering, product, and design into overlapping roles, Gaurav Agarwal made the case for the multi-spike specialist over the generalist: "I think it's an E-shaped specialist... specialists who have more than 2 or 3 spikes eat up those spikes." His rule for who wins the consolidation: "the one with the best taste and the drive to work and learn and improve eats up adjacent departments." Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Gaurav Agarwal, COO at ClickUp - https://www.linkedin.com/in/gauravragarwal/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Gaurav Agarwal 03:55 ClickUp's 22% AI Layoff 05:30 AI Will Do the Job 07:42 Agentic Workflows at ClickUp 10:43 Pirate Ship or Naval Fleet 15:07 AI's Jagged Edges 17:13 Where Do You Start 24:19 AI Amplifies Talent Gaps 25:50 Should You Record Everything 40:28 Quiz Pro Quo 48:56 Paying for AI Leverage 53:27 Mercenary Versus Missionary 1:01:12 Bulls and Bears 1:09:59 Hiring Salesforce GTM Talent 1:12:25 Collapsing Roles and Specialists
Steve Cox, CEO of Clari + Salesloft, joins Sam Jacobs and Asad Zaman to argue that SaaS is far from dead. Steve took the CEO role in December 2025 to merge two of the biggest brands in go-to-market tech into what he calls the world's first predictive revenue system. Topics include the narrative war pushing investors to bet against SaaS-era companies, his one non-negotiable hiring trait, and how to merge two former rivals without one culture eating the other. Plus, a Quiz Pro Quo on go-to-market headcount across US tech and a Bulls and Bears round to close. Key Takeaways: - The AI-native startup boom is already hitting a retention wall, and Steve is watching it arrive deal by deal. As Steve Cox, CEO of Clari plus Salesloft, put it: "the amount of AI native companies that come across my desk now that... are up for sale, you know, they've run out of funding... they grew to 2, 3, 4 million of ARR pretty quickly and then struggled with retention." His read is that everyone knows AI exists now, so driving real adoption "has become more important than ever." - Steve reframes the AI hype cycle as the next layer of infrastructure the industry will absorb, the way it absorbed cloud and big data. As he points out, "how many of us are gonna be talking about AI 3 years from now, 4 years from now?... when was the last time someone mentioned the cloud or Internet of Things or big data?" He expects AI to "layer into everything that we do," which is why he is embedding it into existing revenue workflows rather than fundamentally rebranding the company around it. - The one non-negotiable trait Steve screens for in every executive hire is low ego, because he believes "high ego kills innovation and kills speed." He pairs that with blunt clarity for a merged workforce, telling his first all-hands "It's okay to not to want to be here," so the people who do not buy into the combined company can find the exit fast instead of dragging it down. - Sam Jacobs, CEO of Pavilion, argues a profitable SaaS business with strong retention should ignore where the market trades today. "In the short term, markets are voting machines. In the long term, markets are weighing machines," he said, adding that if you are profitable with good retention, "your customers are voting for you on behalf of the market." The job, in his framing, is to be right long enough that you never have to tap the capital markets at the wrong moment. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Steve Cox, CEO at Clari + Salesloft - https://www.linkedin.com/in/steve-cox-588a2024/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Steve Cox 02:07 From Bananas to Enterprise Tech 03:05 Can SaaS Beat AI Startups? 04:33 AI Hype and the 95% Problem 06:57 The CEO Integration Playbook 10:27 Hiring for Low Ego 15:30 AI Startups Landing on His Desk 21:10 The SaaS vs AI Narrative War 26:23 Is Patience a Moat? 33:43 The Predictive Revenue System 38:21 Quiz Pro Quo 44:10 Merging Two Rivals 49:40 Culture After a Merger 59:03 Founder Mode vs Operators 1:02:48 Bulls and Bears
Kyle Lacy, CMO at Docebo (previously Lessonly, Seismic, Jellyfish), joins Sam Jacobs, AJ Bruno, and Asad Zaman to push back on AI-era "efficiency" gospel in marketing. Topics include why product marketing under a sales-led organization will die, and the one-page Wall Street Journal manifesto every CMO should make their CEO write. Plus, why OpenAI and Anthropic might be lost when it comes to POV...AND the $300M Windows 95 launch with Jennifer Aniston and a Polish submarine (obviously). Key Takeaways: - Build the company manifesto first. As Kyle Lacy, CMO at Docebo, framed it: "I frame it with my CEO as... you have a direction you want to take this company. I need a one-page document that reads like a manifesto that you would publish in the Wall Street Journal tomorrow as a full-page ad. And that's our guiding light." Messaging pillars, ICPs, and personas all flow from that single document; the framework can never be the source. - Spend 80% on demand, then defend the other 20% for brand. Kyle's decade-long rule: "If you can figure out how to generate the demand you need off of 70 to 80% of your budget, then you can do whatever the hell you want, like golden llamas or hiring Jennifer Aniston to do your software training, whatever." Marketing leaders who haven't earned pipeline credibility lose the brand line item first when budget tightens. - Don't fold marketing under the CRO. "Product marketing living under a sales-led organization, it will die, will die slowly because you can't get the right people in the role that want to do it," Kyle said. He distinguishes between marketers becoming CROs (good) and marketing being absorbed structurally into the revenue org (fatal) because the executive-level tension between brand and demand is what protects both. - The Lessonly playbook wouldn't survive 2026. Kyle's honest reading: "Lessonly in this age would get eaten alive. Our software did not have a moat. It was really simple to use. You could probably vibe code it down a weekend." What does survive is the customer-first culture and the storytelling. At Docebo's recent Inspire user conference in Miami, customers organically produced more LinkedIn content about the event than the team had ever seen, with zero solicitation campaigns. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Kyle Lacy, CMO at Docebo - https://www.linkedin.com/in/kylelacy/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Kyle Lacy 03:30 Is Brand Building Having Its Moment? 08:33 Word Is Brand: The 60/40 Mix 11:12 Surprise and Delight, Lessonly Lore 16:36 The Manifesto Framework 19:37 OpenAI and Anthropic Have No Manifesto 26:40 Brand at the Application Layer 27:35 Six Figures, No Anthropic Time 32:35 Quiz Pro Quo 39:27 SaaS-Era Marketers Under Attack 43:10 Should Marketing Report to a CRO? 54:42 Authenticity, Jellyfish, and Docebo 57:06 Bulls and Bears
Sam Slevin, Global SVP of Customer Success at AlphaSense, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the AI-era customer success playbook. Topics include why service is the differentiator over the next 2 to 3 years, the case for customer success owning a revenue number from day one, the gap between finance's productivity targets and real-life capacity. Plus, the origins of customer success, why consumption-based pricing can quickly become a trap, and a bull-versus-bear debate on whether HubSpot can get back to a $20 billion market cap. In short... big episode! Key Takeaways: - After 17 years building customer success teams, Sam Slevin doesn't entertain the "should CS own a number" debate. As Sam Slevin, Global SVP of Customer Success at AlphaSense, put it: "in my 17 years of, of customer success and leadership within customer success, that has never actually been a debate for, for me. I, I would never take a role that doesn't have revenue focused and like impact owning a number, calling your forecast from day one." His standing practice when he joins a new company: build a top-down and bottoms-up forecast on day one and validate it the same way sales does. - Slevin's central thesis is that AI raises the floor on automation while service becomes the upside lever for the next 2 to 3 years. As Slevin put it: "I don't think there could be a more exciting time to be in customer success where service feels like it could be the major differentiator over the next 2 to 3 years." The CS team that listens carefully, builds deep relationships, and meets customers where they are wins the renewal and the expansion. - The hardest tension in CS productivity is the gap between what finance models demand and what individual accounts actually support. As Slevin put it on his approach: "I definitely want to increase productivity in ARR per AM. What's interesting is I feel like there's a finance model and then there's a real life model… finance will say we need $15 million per AM." The leader's job, Slevin argues, is to find the 10% operational drag (AM-to-AE handoffs, billing friction, segmentation gaps) and remove it to close the gap. - On HubSpot's path back to $20 billion, AJ Bruno takes the bullish side based on customer behavior signals. As AJ Bruno, CEO at QuotaPath, put it: "And the fact that they've gone horizontal, um, now I know that there are like 70% of their customers are still looking for answers for HubSpot of what AI needs to look like, and they haven't let the opportunity yet pass them by, but it's getting shaky right now." Sam Jacobs took the bearish side, citing structural challenges and faster-moving AI-first competitors. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Sam Slevin, Global SVP Customer Success at AlphaSense - https://www.linkedin.com/in/sam-slevin-9b2ba21b/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Sam Slevin 03:13 Customer Success in the AI Era 04:28 Should CS Own a Number? 07:43 Gross Retention vs. Growth 11:02 The Number-Owner Premium 14:37 Service as the AI-Era Moat 22:19 Productivity Per Person 26:34 Vendor Spend and AI Voice Modes 35:12 Reimagining GTM Roles 38:51 Quiz Pro Quo 45:38 Seat to Usage-Based Pricing 50:12 Pricing AI Like a Meter 55:43 CSM vs Salesperson Comp Gap 58:43 Bulls and Bears
Ryan Burke, VP of Worldwide Sales at Crogl, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the new economics of enterprise cyber risk. Topics include Anthropic's Mythos model, AI for the security operations center, why vibe-coded apps are far more likely to have security issues, why Claude Design tanked Figma's stock, and what the Elon Musk versus OpenAI lawsuit signals for AI governance. Key takeaways: AI has crashed the cost of running sophisticated attacks, putting nation-state-grade tooling in the hands of low-skill operators. As Ryan Burke, VP of Worldwide Sales at Crogl, put it on Anthropic's Mythos model: "Mythos has lowered the cost to like the dollar menu equivalent of...running an attack...so more people can do it." Enterprises are staring down a multi-year patching backlog that runs from now until the end of time. Non-technical teams in finance, ops, and HR are shipping internal tools using Replit and Claude, and almost none of them are securing what they build. Ryan Burke flagged the research: "vibe-coded software is almost 3 times as likely to have security issues." When the employee who built the agent quits, the agent stays behind with no owner, no documentation, and quiet access to systems it never should have had in the first place. For founders eyeing an exit, security has joined revenue, IP, and hitting your numbers as a non-negotiable diligence pillar. As Ryan Burke explained: "lack of security can kill an acquisition...a fourth pillar now is you're secure." Acquirers like JPMorgan Chase will not buy a fintech startup that turns into a vector for attackers to walk straight into their environment. The market case for NRR-fortress legacy SaaS may be weaker than the last decade made it look. As Asad Zaman, CEO of Sales Talent Agency, argued: "there was a generation of software companies that had signs that they had really good customer relationships...but their customers felt more like prisoners." If AI makes switching cheap and a new generation of software actually delights users, the moats around system-of-record incumbents start to compress fast. Connect with the hosts and guest: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Ryan Burke, VP Worldwide Sales at Crogl - https://www.linkedin.com/in/ryan-burke-bos/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Ryan Burke 03:14 Anthropic Mythos and Cyber Risk 04:20 How Attackers Use AI at Scale 07:00 Dollar Menu Attacks Explained 10:41 AI for the Security Ops Center 14:53 Why Claude Tanks Figma's Stock 18:30 Sam's Advice on Falling Stocks 20:50 Are Legacy SaaS Companies Back? 24:04 The Vibe-Coding Risk Surface 27:56 Quiz Pro: Cybersecurity Edition 33:46 Replit Apps Inside Enterprises 40:18 Security as the M&A Fourth Pillar 44:17 Personal Data and Digital Legacy 47:24 Bulls vs Bears: Elon vs OpenAI 52:03 Will ServiceNow Hit $32B?
Stage 2 Capital General Partner Liz Christo joins the show to discuss the disconnect between venture expectations and reality in the software market. The conversation covers the hidden costs of the new build versus buy debate, the structural changes happening within modern sales organizations, and whether traditional B2B SaaS go-to-market strategies and moats still matter when AI coding tools make software replication cheaper than ever. Key Takeaways: -The shift toward building internal AI tools instead of buying SaaS products overlooks long-term technical debt, as Liz Christo points out that "there's like a huge amount of cost buried behind the scenes that we're not really talking about today because it's still like sexy and fun." -Founders are artificially inflating their Total Addressable Market to meet new venture capital baseline expectations, with Liz Christo noting that "pitch decks read like really ridiculous right now where everybody wants to tell the story of like a $10 billion outcome because that's the new milestone that got set." -Revenue Operations is becoming the most direct path to the Chief Revenue Officer seat in AI-first organizations, which Sam Jacobs explains is "because as we use fewer humans and more agents, the sort of the half technical, the semi-technical capabilities of most RevOps people will translate into orchestrating armies of agents." -Delegating analysis and writing to AI risks destroying strategic judgment across go-to-market teams, a trend Liz Christo summarizes by stating, "I think we are producing an incredible amount of content that's not getting consumed... I just think we're like losing the ability to think and we're not teaching junior employees how to do it." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Liz Christo - https://www.linkedin.com/in/lizchristo/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro and Cold Open 02:41 The New Build vs Buy Debate 06:10 Engineers in Every Department 10:48 Pitch Decks and 10B Dollar TAMs 17:53 Venture Capital Funding Quiz 23:43 AI Memos and Critical Thinking 42:41 Software Moats and Switching Costs 47:46 Bulls vs Bears Segment 48:23 RevOps as a Path to CRO 51:25 The Future of SDR Managers 55:14 Is Clay Actually Undervalued 59:12 Odds of Hitting 50M ARR
Ardrossan Football Club President Jack Khundt joined David & Will to discuss how the team are struggling for numbers and even welcomed back past player Sam Jacobs to play over the weekend. See omnystudio.com/listener for privacy information.
Peter Walker brings Carta's proprietary private market data from 60,000 startups and 85% of US unicorns to expose the brutal realities of today's tech landscape. While Q1 saw record capital raised, the money is highly concentrated among foundation models. We review the harsh truth behind the 530,000 open tech jobs in the US and the widening talent divide separating top 10% performers from the rest of the market. The conversation covers why venture capital is squeezing operators, how private equity is no longer a guaranteed exit strategy, and the urgent need to optimize your GTM strategy for AI-native workflows. We also debate the death of long-term product roadmaps, the impact of AI on enterprise pipeline generation, and evaluate whether middle management will survive the next 24 months. Key Takeaways The traditional safety net for slow-growth SaaS companies has disappeared, with Peter Walker noting that "A lot of companies held out this PE route as like, this is my escape hatch if I don't grow that fast. And now they're finding it's like, actually, the PEs don't care about you either." Securing venture capital has never been harder for founders outside of the AI bubble, as Peter Walker states "it's definitely not the easiest time to raise money unless you are already in the legible cohort. And if you're in the legible cohort, you know who you are." Rapid execution is replacing traditional product planning, with Peter Walker emphasizing that "the companies that are moving fast… don't know what they're doing in three weeks... we have no idea what's going to happen in October." Artificial intelligence is fundamentally threatening traditional communication hierarchies, and Sam Jacobs is bearish on the future of people managers because "if the purpose of management is to facilitate decision making at certain executive levels, that is something that AI can do." Connect with the Hosts & Guests Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Peter Walker - https://www.linkedin.com/in/peterjameswalker/ Topline is more than a YouTube Channel! Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 The AI Funding Divide 02:36 Is It Harder to Raise Capital 04:37 VCs Only Care About Growth 06:44 The Death of the PE Exit 10:48 Transitioning to AI Native 14:50 Why Product Roadmaps Are (Kinda) Dead 19:19 Stop Defaulting to VC 29:11 Historic Tech Funding Rounds 31:59 Over 530K Open Tech Jobs 36:55 Hiring Market Concentration 46:29 The Growing Tech Talent Divide 49:11 VC Fund Performance Realities 54:28 Future of Foundation Models 58:29 The End of Middle Management
In this episode, Jordan Crawford outlines how revenue leaders can build an autonomous pipeline generation engine and transition away from static playbooks. The discussion covers practical methods for extracting competitor usage data, identifying segments of users who are far more likely to buy, and generally how top GTM teams are using GTM Engineering to dramatically improve their results. The hosts also evaluate how AI tools alter revenue operations, shift the traditional B2B SaaS go-to-market strategy, and force a total redesign of traditional AE compensation models. Key Takeaways: Top-down executive mandates fail because leadership lacks hands-on experience with the required technical systems. Jordan Crawford notes the absurdity of this disconnect, stating, "You read these letters from all these CEOs and they're like, 'We need to be an AI first organization and I can't tell you what that means or how to implement it, but goddamn, you need to be able to do it.'" The core function of revenue operations must shift from administrative reporting tasks to running active market tests. Sam Jacobs explains this organizational friction, observing many Rev Ops employees think their job is still to deliver reports to the C-Suite and ensure data accuracy, when today's reality is that "actually your job now is to generate demand and like I need 50 campaigns tested by tomorrow." Identifying high-value target accounts requires prioritizing product telemetry and user actions over static CRM fields. Jordan highlights the power of this approach, explaining that "AI can basically analyze customers' words, actions, and what's in the CRM and say... these accounts are worth 10 times more than these accounts." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Jordan Crawford - https://www.linkedin.com/in/jordancrawford/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast J Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Podcast Episode Introduction 02:52 Reversing GTM Strategy 06:44 RevOps and AI Thought Partners 13:58 Executing Fast Sales Campaigns 18:25 AI For Comp Plan Benchmarks 21:04 Defining Pain Qualified Segments 26:42 Shifting RevOps Priorities 38:41 Unbundling B2B SaaS Jobs 39:21 The Topline Trivia Game 45:11 Top Of Funnel AI Tactics 46:43 Middle Of Funnel Telemetry 47:56 Bottom Of Funnel Contract Review 49:10 Bull/Bear Predictions
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Amanda Kahlow raised $30 million to build AI sales agents that improve the buying experience. As the founder of 1mind and previously 6sense, she sits at the forefront of modern go to market strategy. In this episode, Sam Jacobs, AJ Bruno, and Asad Zaman sit down with Amanda to discuss the reality of AI in the sales motion; she explains how Superhumans (1mind's AI Agents) handle everything from top of funnel enterprise pipeline generation to acting as sales engineers on live demos. The conversation covers the technical hurdles of building high performing AI agents, why she believes buyers will soon demand to interact with AI over human sellers, and what revenue leaders must do to prepare their teams for a radically different future. Key Takeaways: According to Amanda, the speed and accuracy of application specific AI will soon eclipse traditional human selling, as Amanda Kahlow predicts that "When buyers realize their answer is going to be more accurate and more empathetic, they're going to demand to talk to an AI over a human." The traditional role of the sales representative is facing total disruption, and Amanda Kahlow states clearly that in the future "I don't think there will be sellers... I think the best thing we can do for sellers and for the market right now is to be f***ing honest about what is coming for them." Product development for revenue technology must prioritize the end customer over internal efficiency, a philosophy Amanda Kahlow emphasizes by noting that "If I can create a better buying experience, I believe the rest will fall into place... if that's not a better buying experience, I want to be a hard no to it." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Amanda Kahlow - https://www.linkedin.com/in/amandakahlow/ Topline is more than a Podcast: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline on YouTube, the #1 podcast for founders, operators, and investors in B2B tech: https://www.youtube.com/@TOPLINE-Media Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters (Audio Version): 01:00 Introducing Amanda Kahlow and 1mind 02:27 What are Go To Market Superhumans? 06:50 Managing AI Latency and Models 09:53 AI: More Trustworthy Than Human Sellers 15:40 Building the Future of GTM Tech 22:25 The Next Three Years of GTM 35:16 Closing Six Figure Enterprise Deals 40:01 Will Sales Reps Exist in Two Years? 50:00 Collapsing the Sales Assembly Line 54:08 Adapting to the AI Sales Era 58:36 The Autonomous Context Graph Future
Intercom gave up $60 million in contracted seat-based ARR to bet the entire company on an AI agent named Fin. The result? They passed $400 million in total ARR, with Fin driving over $100 million in revenue and 35% growth. In this episode, Sam Jacobs, AJ Bruno, and Asad Zaman break down what went into this massive turnaround. The conversation starts with the problem: the SaaS market cap dropping by $600 billion, and how this creates an urgent need for structural pivots. The hosts discuss the financial reality of agentic business models, why historic 90% SaaS gross margins are disappearing, and how scaling compute costs will impact your GTM strategy. The episode wraps up with tactical advice on managing board support, handling leadership pushback, and executing a burn-the-boats transition before your legacy product-market fit evaporates. Link to Intercom CEO Eoghan McCabe's essay: https://ideas.fin.ai/p/there-is-exactly-one-way-that-saas Key Episode Takeaways: - Shifting to an AI-first product fundamentally changes your financial model, requiring exponential revenue generation to offset massive compute costs, which Sam Jacobs points out by stating, "You are trading a good business for a worse business... you have to grow at exponential rates as an agentic business because your gross margins are so much lower than SaaS." - Comfort is the enemy of innovation for established software companies, and survival often requires a massive operational reset, as AJ Bruno explains when noting that "Intercom had five straight quarters of zero net new ARR growth" before they took drastic action. - The cost of human capital is rising as top performers require heavy compute access to execute their roles effectively, a reality Asad Zaman highlights by predicting that "Every recruiter at STA will probably have $10K, $20K, $30K worth of inference calls in the next couple of years... That's like a mini assistant for each person." Connect with the Hosts: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is more than a YouTube Channel: -Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter -Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast -Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro and Episode Overview 01:21 Intercom 400M ARR Turnaround 03:41 The Massive SaaS Market Cap Reset 05:27 Executing a Burn the Boats Pivot 09:05 Gross Margins of AI vs Legacy SaaS 12:00 Defending App Commoditization 18:16 Returning to Founder Mode 27:29 Why You Need Full Board Support 32:26 The Danger of Comfortable Growth 36:31 The Real Cost of AI Inference 42:27 Rising Talent Compute Economics 49:25 Tracking the Right Churn Metrics 52:38 Shifting GTM to Vertical SaaS
MUSICINTHEAIR @Villahangar #PodcastShow THIS WEEK presents >> #KHUAN [EPISODE 400-62] TRACKLIST: 01. Babert - Time After Time (Extended Mix) [Soulfuric Recordings] 02. Serge & Tyrell - House Countdown (Eighty Nine Mix) 03. Inaya Day - Keep Pushin (Mousse T. Cut-Up Mix) 04. Dennis Ferrer - Church Lady (Original Mix) 05. Christian Martin - Polar Bear 06. Bassel Darwish - Tonight (Original Mix) [Distance Music] 07. Vinter - Space Pump (Space Jam) (Extended Mix) 08. Jayc - You Got The Love 09. Sam Jacobs, Esna Nuray - I Dont Mind (Extended Mix` 10. Omar S feat. D Taylor - The Shit Baby 11. Chloé Caillet & Luke Alessi ft. Jocelyn Brown - The One 12. Shinedoe - Phunk (Original Mix) [Best Of Intact] 13. Noze - Remember Love Site -> www.villahangar.com FB -> www.facebook.com/villahangar TT -> www.twitter.com/Villahangar
Kristen Welker details her exclusive phone interview with President Trump. Energy Secretary Chris Wright, Sen. Adam Schiff (D-Calif.) and New York Times columnist Thomas Friedman join as energy prices surge and markets tumble as the war with Iran triggers the largest oil supply disruption in history. Lanhee Chen, Sam Jacobs, Faiz Shakir and Melanie Zanona join the roundtable. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
Sam Jacobs (CEO, Pavilion), AJ Bruno (CEO, QuotaPath), and Asad Zaman (CEO, Sales Talent Agency) debate exactly how to handle team members resisting AI adoption. When to leave them, when to nudge them, and when to fire them. The discussion highlights real-world data, including how leading companies reach the top decile of AI adoption and the mechanics of running a 24-hour, four-squad AI hackathon to force experimentation. We also cover a critical performance heuristic from the past CPO of LaunchDarkly: if your team cannot execute simple tasks in a single day, you are falling behind. The conversation covers change management for revenue leaders, how to integrate AI into your daily enterprise pipeline generation, and why optimizing your GTM strategy means making hard decisions about personnel who refuse to adapt. Key Takeaways: >Driving AI adoption requires clear communication and rewarding good behavior, but AJ Bruno warns that leaders will ultimately have to "leave behind a handful of folks that are just not going to get on the bus, that aren't getting on board." >When implementing new AI tools across your teams, Asad Zaman notes that expectations must scale with seniority, stating "I have more tolerance as I move lower in the org and less tolerance at the higher levels." >AI should be treated as a creative partner for deeper analysis rather than a shortcut for unedited output, a reality Sam Jacobs emphasizes by warning "If you are just the pass through, you will be fired." Connect with the Hosts Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 00:35 The Question: Employees resisting AI 01:39 Convert them or fire them? 02:07 Running internal AI hackathons 03:54 How CEOs drive adoption 05:08 Mapping tasks to AI agents 06:27 The "Robot Layer" in emails 07:40 Claire Vo's anti-dinosaur framework 08:07 The One-Day Execution Heuristic 12:52 Why you should be scared 14:30 Elevating junior AI talent 16:35 Reducing 3 hours of work to 45 mins 18:54 Summary: How to uplevel the org 21:09 The tension between speed and depth 21:52 Pass-through? Fired! FIRED!!!
Is your traditional SaaS experience becoming obsolete? In this new 20-minute rapid-fire format, Sam Jacobs, AJ Bruno, and Asad Zaman tackle a specific listener question: How does a senior operator transition from a legacy B2B SaaS role into a high-growth AI company? The market is shifting toward a meritocracy where recent hands-on capability outweighs decades of tenure on a CV. The hosts break down exactly how to position yourself for companies like CoreWeave and EliseAI. They discuss why hiding your lack of technical engineering skills is a mistake, how to build a portfolio of "work product" using low-code tools like Replit and Claude, and why being able to articulate the failures of AI models is actually the strongest signal of fluency. Key Takeaways: - Stop relying on a static resume and start building a portfolio of practical applications. As Sam Jacobs notes, the hiring landscape has shifted so that "your work product needs to speak for itself... demonstrating that you're capable of working with these tools, not theoretically, but practically through your conversations that you're having with hiring managers." - We are entering a career reset where agility beats seniority. Asad Zaman warns that "whenever there is a platform shift... the value of experience goes down a little bit," which creates a massive opportunity for younger leaders to "move up faster if you present in a very compelling manner because people are not looking at titles the same way." - Cultural currency matters as much as technical skill. To be taken seriously by founders in this space, you must consume information where they do. As Asad Zaman puts it, "If they find out that you're not on AI Twitter or AI X, I think they will think you're not a serious person... the information is not gonna be found in these old school channels." Connect with the Hosts: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is not JUST a YouTube Channel! Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 01:58 Viewer Q: Transitioning to AI 02:48 Show Work Product, Not Just CVs 04:36 Applying SaaS Principles to AI 05:58 The AI-First Mentality 08:58 Articulating AI Limitations 11:30 The Meritocracy Shift 13:55 Unexpected AI Wins 21:27 Staying Culturally Relevant 24:29 Summary: How to Get Hired
Citrini Research claims AI agents will replace white-collar jobs by 2028, triggering a massive economic crash (and repricing of SaaS stocks). Sam Jacobs, AJ Bruno, and Asad Zaman analyze the validity of this thesis and the immediate impact on enterprise valuation multiples. The discussion moves to the practical realities of the innovator's dilemma, specifically how legacy software companies must cannibalize their own revenue to survive. They cover strategies for GTM transformation, the loss of pricing power in traditional SaaS, and why Gong's pivot to "Chief Revenue Architect" signals a deeper identity crisis in the market. Key Takeaways: * The hardest part of adapting to AI is destroying your current margins. Sam Jacobs argues that leaders get emotionally attached to ARR, noting that "the hardest part of the innovator's dilemma is price... the only way to get out of it is to... go towards a worse business" in the short term. * Pivoting sounds great on paper, but is far harder in practice. Asad Zaman highlights the operational difficulty of telling investors about the actual steps involved; e.g. "I'm going to do a reorg and I'm then going to change my strategy that's actually going to increase churn... That's a war at the board level." * Title changes don't fix structural issues. Asad Zaman and Sam Jacobs advise revenue leaders against accepting Gong's new "Chief Revenue Architect" title because "it's going to hurt your career moving forward... This sounds like you were demoted to rev ops to me." Your Hosts: Host: Sam Jacobs Host: AJ Bruno Host: Asad Zaman Topline is more than a Podcast! Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Watch on the YouTube channel: https://www.youtube.com/@TOPLINE-Media Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 02:04 The Citrini Report Examined 07:05 Startups vs. Innovator's Dilemma 12:35 SaaS Valuation Repricing 15:29 Losing Pricing Leverage to AI 21:29 Is White Collar Work Dead? 25:10 Margin Compression Strategy 31:17 Restructuring Engineering Teams 35:09 Microsoft's Product Pivot 39:54 How AI Improves CEO Workflow 44:50 Gong's Chief Revenue Architect 51:17 Why the CRO Title Matters 55:14 AI Predictions Looking Ahead
Over the course of a few days, $300 billion in market cap was wiped out from public SaaS companies. Looking at the ten most notable US publicly traded SaaS companies over the last six months, they have lost upwards of $600 billion. The public markets are signaling that the classic VC-funded SaaS model is under massive pressure to show rapid AI integration and tangible revenue growth. This episode examines the fallout of the SaaS market correction and what it means for go-to-market operators. We discuss the shift away from legacy system of record platforms toward agile, AI-native solutions that eat labor budgets. The conversation covers how to adjust your GTM strategy if you are not growing at AI rates, why cash flow is now king over growth at all costs, and how to build a resilient enterprise pipeline generation engine. Finally, we share predictions on which SaaS stocks might bounce back from the dip. Key Takeaways Companies failing to match AI-driven growth expectations are facing severe valuation resets from public markets, as AJ Bruno explains that "The argument you're hearing is AI will replace SaaS... that's the lazy argument... What AI is doing is it's compressing the time value of money." Software businesses unable to achieve hypergrowth must pivot to strict operational efficiency, with Sam Jacobs noting, "If you're generating $50 million growing 25% and you're just breaking even, I need you to either grow faster or be more profitable." Go-to-market professionals at legacy software companies have a limited opportunity to pivot their careers toward emerging technology, as Asad Zaman advises, "Right now the window is open... That window will get smaller and smaller as time grows by. So if you are not confident in your company, this is the time to make a shift and enter the new world." Connect with the Hosts & Guests: Host: Sam Jacobs Host: AJ Bruno Host: Asad Zaman Topline is more than a YouTube Channel: Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction to the SaaS Collapse 07:12 Billions Wiped From SaaS Market Caps 10:44 Compressing the Time Value of Money 14:27 Why Revenue Growth Trumps All 20:56 The Threat of AI Inference Costs 25:17 Shifting Careers to the AI World 28:21 Entering the Slow Growth Movement 35:27 Building Long Term Craft Businesses 38:29 Winning the Long Brand Game 42:03 Founder Burnout and Pivot Challenges 48:24 Managing Investor Board Expectations 52:02 Reengineering for a Platform Shift 60:57 Public SaaS Stock Rebound Picks
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In this episode of Top Line, Sam Jacobs, Asad Zaman, and A.J. Bruno dive into the economic and mental health crises facing young professionals, analyzing data on why entry-level opportunities are shrinking in the age of AI. Shifting to business strategy, the group also examines the nuances of pricing power, warning companies against raising rates without delivering commensurate value to the customer. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Episode Overview 00:35 Quiz Pro: Testing Knowledge with Fun Questions 02:40 Discussion on Young Professionals' Challenges 13:44 Advice for Young Professionals Entering the Workforce 15:43 Mental Health and Employment Challenges 20:50 The Impact of Technology and Inequality 32:57 Navigating Career Choices for Young Professionals 33:22 The Importance of Cultural and Historical Awareness 34:57 Balancing STEM and Humanities in Education 35:21 Building Community and Identity 36:35 Practical Advice for Job Seekers 38:56 The Challenge of Pricing in Today's Market 45:16 The Impact of Private Equity on Industries 51:57 The Role of Strategy in Business Success 58:49 Personal Reflections and Inspirations
Cassie Young brings hard earned lessons from a career spanning CRO roles, customer success leadership, turnarounds, and now investing as a General Partner at Primary Venture Partners. She talks about building and rebuilding go to market teams, why sometimes you should fire customers on purpose, and how churn is a lagging indicator that hides deeper retention issues. Cassie shares strong views on overrated metrics like NPS, the incentives that actually drive behavior inside a business, and the myth of finding one perfect KPI. She also brings signature Cassie isms like sunlight is the best disinfectant and the reminder that leaders often get stuck working in the business instead of on it offering practical insights for anyone trying to keep their SaaS metrics from going sideways.—SPONSORS: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/runFidelity 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 the cloud financial management platform that replaces spreadsheets, eliminates manual work, and keeps your books audit-ready—so you can scale without slowing down. It combines accounting, ERP, and real-time reporting for retail, financial services, logistics, tech, professional services, and more. Sage Intacct delivers fast ROI, with payback in under six months and up to 250% return. Rated #1 in customer satisfaction for eight straight years. Visit Sage Intacct and 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.—LINKS:Cassie on LinkedIn: https://www.linkedin.com/in/cassyoung/Primary Venture Partners: https://www.primary.vc/CJ on LinkedIn: https://www.linkedin.com/in/cj-gustafson-13140948/Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:Getting fired 4 times made me a founder | Sam Jacobs of Pavilionhttps://youtu.be/8X-JVOF-1A0—TIMESTAMPS:00:00:00 Preview and Intro00:02:30 Sponsors Aleph | Fidelity Private Shares | Sage Intacct00:05:21 Returning From Pavilion & GTM Summit Takeaways00:06:49 What Makes a Great Executive00:11:07 The Importance of True P&L Fluency00:12:17 First Team Leadership vs Functional Loyalty00:13:33 Reading the Macro Environment and Market Forces00:14:29 Sponsors Mercury | RightRev | Tipalti00:18:26 Applying First Team Leadership in Practice00:22:24 Churn as a Lagging Indicator00:24:23 Finding Real Leading Indicators of Renewal00:25:30 Customer Value as the Only Path to Enterprise Value00:26:52 Product Adoption Perception and Retention00:29:16 Price to Value Ratio as a Predictor of Guaranteed Churn00:30:37 The Ultimate Question What Gets Your Customer Promoted00:32:33 How NPS Is Actually Calculated00:34:56 Sailthru's Minus 26 NPS and What It Signaled00:37:31 Rebuilding Customer Trust Through Transparency00:40:24 Why Net and Gross Retention Must Be Paired00:42:51 Aligning the Executive Team Through a Unified Bonus Plan00:45:18 Firing Customers When Misaligned Segments Drain the Org00:49:35 Carrot vs Stick How to Motivate a Modern GTM Org00:52:31 Why MBO Plans Fail CSMs01:03:51 Why Time to Value Matters More Than Ever#RunTheNumbersPodcast #CustomerSuccess #ChurnPrevention #GoToMarket #VentureCapital 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
Sens. Tom Cotton (R-Ark.) and Adam Schiff (D-Calif.) join as questions grow over the military's lethal strikes on alleged drug boats. Rep. Jim Clyburn (D-S.C.) reacts to the Supreme Court allowing Texas to use a new congressional district map drawn to boost Republicans. Adrienne Elrod, Sam Jacobs, Peggy Noonan and Susan Page join the roundtable. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.
In this episode of Mostly Growth, CJ Gustafson and Kyle Poyar dig into what it means to be useful rather than just right at work, exploring how communication, empathy, and impact matter more than technical precision as careers mature. They share candid lessons from their own paths—CJ's focus on making others look good to earn promotions and Kyle's evolution into a domain expert through public writing—before unpacking what separates good from great VPs of Sales with insights from Pavilion founder Sam Jacobs. The conversation then shifts to OpenAI's “too big to fail” claims, the economic ripple effects of AI infrastructure spending, and how finance leaders can stay grounded in reality. Rounding out the episode, the hosts preview their latest research—CJ's “Agentic Finance” report on AI in the finance stack and Kyle's 2025 SaaS Benchmarks—and close with lighthearted banter about founder age stats, home maintenance mishaps, and the price of professional Christmas lights—LINKS:Mostly Metrics: https://www.mostlymetrics.comCJ on LinkedIn: https://www.linkedin.com/in/cj-gustafson-13140948/Growth Unhinged: https://www.growthunhinged.com/Kyle on LinkedIn: https://www.linkedin.com/in/kyle-poyar/Slacker Stuff: https://www.slackerstuff.com/Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/https://sarahcharlton.substack.com/p/from-being-right-to-being-usefulhttps://www.highalpha.com/saas-benchmarkshttps://www.mostlymetrics.com/p/presenting-the-state-of-the-agentic-financial-stackhttps://www.mostlymetrics.com/p/finance-in-2030https://worksinprogress.co/issue/the-algorithm-will-see-you-now/https://www.theinformation.com/briefings/openai-ceo-sam-altman-forecasts-20-billion-annualized-revenue-yearhttps://www.growthunhinged.com/p/your-pricing-is-broken—RELATED EPISODES:When the marketing math doesn't math | with Emily Kramerhttps://youtu.be/sSuoV_YSrlwGetting fired 4 times made me a founder | Sam Jacobs of Pavilionhttps://youtu.be/8X-JVOF-1A0How To Win at Early Stage Sales With the Guy Who Helped Take Snyk From $0 to $100M+https://youtu.be/VKrZCte8fyM996 Culture, Exploding AI Bills & SaaS Chaoshttps://youtu.be/qhrxDL0gsRo—TIMESTAMPS:00:00:00 Preview and Intro00:02:18 Sponsors – Pulley and Metronome00:05:09 Flight Cancellation and Airport Chaos00:07:58 Being Right vs. Being Useful00:11:17 Getting Promoted Early by Making Others Look Good00:15:25 What Separates a Good VP of Sales from a Great One00:18:24 Sales Leaders as Capital Allocators00:21:14 The Organizational Tax of Sales Support00:22:33 Is OpenAI Too Big to Fail?00:25:31 AI Investments, Alternatives, and Market Impact00:27:50 Bailouts and Economic Reality00:28:20 Agentic Finance and the AI-Driven Finance Stack00:31:43 SaaS Benchmarks Report 2025 Overview00:33:59 Growth Rates by ARR Tier and Scale00:35:40 AI's Impact on Engineering Teams00:37:45 Age and Startup Success00:39:42 Building Durable Businesses Over Time00:41:25 Something You Tried This Week – HVAC Cleaning00:43:19 Outsourcing Holiday Cheer – Professional Light Installation00:47:08 Credits – Mostly Growth Closing Remarks—SPONSORS:Pulley is the cap table management platform built for CFOs and finance leaders who need reliable, audit-ready data and intuitive workflows, without the hidden fees or unreliable support. Switch in as little as 5 days and get 25% off your first year: https://pulley.com/mostlymetricsMetronome is real-time billing built for modern software companies. Metronome turns raw usage events into accurate invoices, gives customers bills they actually understand, and keeps finance, product, and engineering perfectly in sync. That's why category-defining companies like OpenAI and Anthropic trust Metronome to power usage-based pricing and enterprise contracts at scale. Focus on your product — not your billing. Learn more and get started at https://www.metronome.com—#MostlyGrowthPodcast #StartupFinance #AIPodcast #SaaSLeadership #GoToMarket 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
In this high-energy episode of Mostly Growth, CJ Gustafson, Kyle Poyar, and Ben Hillman dive into the hidden levers of SaaS growth and what truly separates startups that scale to $20M+ ARR from those that stall out. They explore eye-opening data from 6,500 companies, revealing how the best improve net retention, raise pricing, and re-engineer their revenue models over time. Alongside the metrics, there's plenty of playful chaos—like a naming debate over “Yoshinobu Yamamoto Gustafson,” a rapid-fire game of “Founder or Pop Star,” and CJ's accidental IPO embargo break. It's part insight, part inside joke, and 100% for SaaS operators and C-suite climbers.—LINKS:Mostly Metrics: https://www.mostlymetrics.comCJ on LinkedIn: https://www.linkedin.com/in/cj-gustafson-13140948/Growth Unhinged: https://www.growthunhinged.com/Kyle on LinkedIn: https://www.linkedin.com/in/kyle-poyar/Slacker Stuff: https://www.slackerstuff.com/Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/https://www.growthunhinged.com/p/the-compounding-startuphttps://www.growthunhinged.com/p/the-odds-of-making-ithttps://www.superme.ai/kylepoyar?conversationId=VgDXTOl2Z89mW7UYXstU0bhttps://a16z.com/anatomy-of-an-enterprise-platform-company/https://www.investopedia.com/terms/h/hhi.asphttps://navan.com/https://www.mostlymetrics.com/p/navan-ipo-s1-breakdownhttps://x.com/amendandpretend/status/1983588137453416763?s=46https://x.com/ryan_c_walsh/status/1983705182371475630?s=46https://www.reddit.com/r/TwinCities/comments/z6hxp8/how_much_are_people_paying_for_residential_snow/—RELATED EPISODES:Getting fired 4 times made me a founder | Sam Jacobs of Pavilionhttps://youtu.be/8X-JVOF-1A0Why Founders Are Posting Sad Dinnershttps://youtu.be/Zl6NSIHF2Gk—TIMESTAMPS:00:00:00 Preview and Intro00:01:55 Sponsors – Pulley & Metronome00:04:25 Dodgers Banter & Baby Naming00:05:38 Founder or Pop Star Game00:07:50 ChartMogul Data & Growth Levers00:08:30 Expansion, Upsell & Retention Discussion00:15:53 Testing Kyle's AI Avatar00:17:07 CJ's AI Self-Query & Beta Discussion00:18:04 AI Use Cases & Knowledge Retention00:22:03 Platform Debate & A16z Analysis00:24:29 Herfindahl-Hirschman Index Explained00:25:34 Platform Metrics & Valuation Upside00:26:48 CrowdStrike, Datadog & Multi-Product Expansion00:28:13 Core Systems of Record & AI's Impact00:29:49 Business Blunders – Navan IPO & Snowflake CRO00:34:07 Snow Removal Pricing & Insurance Logic00:35:56 Closing Remarks & Credits—SPONSORS:Metronome is real-time billing built for modern software companies. Metronome turns raw usage events into accurate invoices, gives customers bills they actually understand, and keeps finance, product, and engineering perfectly in sync. That's why category-defining companies like OpenAI and Anthropic trust Metronome to power usage-based pricing and enterprise contracts at scale. Focus on your product — not your billing. Learn more and get started at https://www.metronome.comPulley is the cap table management platform built for CFOs and finance leaders who need reliable, audit-ready data and intuitive workflows, without the hidden fees or unreliable support. Switch in as little as 5 days and get 25% off your first year: https://pulley.com/mostlymetrics—#MostlyGrowthPodcast #SaaSGrowth #StartupStrategy #B2BTech #RevenueRetention 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
In this episode of Run the Numbers, CJ Gustafson sits down with Sam Jacobs, Founder and CEO of Pavilion, the global community for GTM leaders. Sam shares how getting fired multiple times as a CRO led him to build a business rooted in belonging — one that monetized members first, prioritized intimacy over growth, and turned a Slack group into a multimillion-dollar company. He and CJ unpack the mechanics of community: the tradeoffs between exclusivity and expansion, why venture capital doesn't always fit human-centered businesses, and how Pavilion balances pricing, curation, and access. They also explore the evolution of the GTM function — from the myth of the plug-and-play VP of Sales to how AI is reshaping RevOps, forecasting, and leadership. Finally, Sam reflects on building durable value beyond personal brand and what it really takes to scale trust as a product.—LINKS:Sam Jacobs on LinkedIn: https://www.linkedin.com/in/samfjacobs/Company: https://www.joinpavilion.com/CJ on X (@cjgustafson222): https://x.com/cjgustafson222Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:E120: What does the future of tech look like when it costs $0 to switch software?https://www.youtube.com/live/Cpw2pkq-FXI?si=-0y0tcLTIlIbkmyOCFOs: Want to Outmaneuver Your Competitors? Here's the Jedi Mind Trickhttps://youtu.be/Yte_fe1xF90?si=hVfgdd0Fg0PQuuoSThe Gross Margin Episode with Sarah Wang of a16zhttps://youtu.be/72aP5ohBxvE—TIMESTAMPS:00:00:00 Preview and Intro00:03:05 Sponsors – Mercury, RightRev, and Tipalti00:06:50 Pavilion, Community, and Go-to-Market Leadership00:10:28 Career Tenure and Executive Turnover00:12:55 Compensation Structure and Equity Negotiation00:14:31 Building Wealth Through Equity00:16:30 Sponsors – Aleph, Fidelity Private Shares, and Metronome00:19:36 Managing Wealth, Lifestyle, and Longevity in Leadership00:22:58 Founding Pavilion to Empower Operators00:25:13 Taking Roles for Learning, Titles, and Leverage00:28:47 Contrarian Executives, Team Dynamics, and Leadership Lessons00:30:36 What Makes a Great VP of Sales00:33:23 Revenue, Profitability, and Misaligned Incentives00:35:08 Quota Setting, Forecasting, and Spreadsheet Pitfalls00:39:07 AI in Sales and the Myth of the AI SDR00:40:32 The Future of Playbooks in the Age of AI00:43:38 The Dangers of AI and the Need for Humans in the Loop00:45:27 Monetizing Pavilion – Memberships, Sponsors, and Pricing Strategy00:49:30 Building Higher-Margin Community Businesses00:57:46 Building a Personal Brand with Long-Term Value01:01:52 Closing Credits and Outro—SPONSORS:Mercury 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/runFidelity 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.Metronome is real-time billing built for modern software companies. Metronome turns raw usage events into accurate invoices, gives customers bills they actually understand, and keeps finance, product, and engineering perfectly in sync. That's why category-defining companies like OpenAI and Anthropic trust Metronome to power usage-based pricing and enterprise contracts at scale. Focus on your product — not your billing. Learn more and get started at https://www.metronome.com#RunTheNumbersPodcast #Finance #CommunityBuilding #Leadership #GoToMarket 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
London runs on rails – and we've got a new tour that explores London's railway stations. Distinguished railway historian Christian Wolmar and elite London guide Sam Jacobs take us on an all-day journey through the city's iron arteries: from Shoreditch to Paddington, from Victorian grandeur to modern revival. Part history, part adventure, it's London seen through its railway termini – the people, the power, the ambition, and the steam that made the city move.
Sam Jacobs is the Co-Founder of Go Places, the operating system for social commerce.In just 18 months, Go Places has become a trusted partner to some of the world's biggest brands including Samsung, Mars, The Body Shop, and Trip. Backed by deep experience from Amazon and Coca-Cola, Sam and his co-founder Jack are building the infrastructure layer for TikTok Shop, combining performance, content, live shopping, affiliate management and analytics into a single high-performance engine.Go Places runs 9 in-house live shopping studios (growing to 25 next year), manages 60+ trained presenters, and has developed AI-powered tools like One Place - a real-time data platform that helps brands understand the full impact of social commerce beyond the TikTok checkout.We dive deep into:
In this episode of Topline, hosts Sam Jacobs, Asad Zaman, and AJ Bruno dive into the question of whether we're currently in an AI bubble. We talk through key data points on valuations, venture capital's dry powder, and $3 trillion in projected data center investments. Is AI unsustainable hype, true long-term growth, or both at the same time? Thanks for tuning in! Catch new episodes every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! 00:00 The AI Bubble + Banter 04:56 Deep Dive into AI Investments 08:18 Defining and Understanding Market Bubbles 21:16 The Role of CEOs and Operators in AI 25:16 Future of AI and Market Predictions 38:31 AI Has a Marketing Problem 38:56 The Bubble and Big Tech 42:41 Valuation Trends in Startups 48:45 Bridge Rounds and Investor Strategies 53:22 AI Performance Metrics 01:04:04 Concluding Thoughts and Random Questions
SummaryIn this episode, Dan Sixsmith interviews Sam Jacobs, CEO and founder of Pavilion, discussing his journey from working as a finance executive to building a thriving community for go-to-market executives. They explore the challenges faced by leaders in today's fast-paced environment, the importance of community, and the evolving landscape of sales and AI. Sam shares insights on the future of Pavilion, the role of media in building connections, and his personal definition of success.TakeawaysPavilion was born out of the need for community among go-to-market executives.Job security for senior leaders is decreasing, leading to increased anxiety.AI is transforming the sales landscape, but the need for community remains.Pavilion aims to equip operators with the tools and resources they need to succeed.The community has grown significantly, especially during the pandemic.Sam emphasizes the importance of having a strong network for job security.The future of sales will see a wider gap between great and average sellers.Pavilion is evolving to create an elite membership tier for experienced operators.Sam's success is defined by personal fulfillment, professional growth, and meaningful relationships.Chapters00:00 Introduction to Pavilion and Sam Jacobs03:02 The Journey to Pavilion: Early Ambitions and Experiences06:13 The Birth of Pavilion: From Idea to Community09:13 Navigating Challenges: The Role of Community in Uncertain Times12:03 The Evolution of Pavilion: Growth and Community Dynamics15:08 Building an Elite Community: Focus and Future Directions19:56 The Importance of Technical Fluency in Sales21:38 The Changing Landscape of B2B Sales24:26 The Rise of New Companies and Sales Opportunities28:31 Navigating Anxiety in the Business World34:27 Building a Media Property for Operators38:28 Defining Success in Business and Life41:23 Introduction to Sales Dynamics41:23 Understanding Customer Needs
Sam Jacobs, Asad Zaman, and AJ Bruno and CEOs who are fundamentally changing how they are hiring and firing because of AI. These are the jobs that will and won't exist in the next 12 months, and our real-world insights on what CEOs are looking for out of their talent base. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key chapters: (00:00) - Winners and Losers in AI (00:38) - The White Collar Bloodbath (03:30) - These 3 Jobs Won't Exist (25:10) - These 3 Jobs WILL Exist (& bets we're making) (42:50) - Jobs & People We're Hiring Right Now (59:05) - What is Surprising About Your Life Today?
What if AI made switching platforms effortless—and what would that mean for SaaS? This week on Topline, Sam Jacobs, Asad Zaman, and AJ Bruno unpack the latest headlines around Databricks, Snowflake, and Ramp to explore whether AI is truly shifting the foundations of enterprise software. They debate the reality behind “vibe coding,” question whether AI is actually boosting productivity (or just slowing us down), and discuss why so much of today's AGI conversation feels overhyped. Plus: the rise of nano agents, the illusion of developer efficiency, and what jobs might look like in 2030. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key Chapters: (00:00) - Welcome and Introductions (02:00) - The Retreat Recap and Business Decisions (04:30) - The Vanishing Switching Costs in SaaS and Cloud (07:00) - Skepticism Around Kubernetes and Cloud Portability (09:00) - Middle Market and SMB: Where AI-Enabled Switching Gains Traction (12:00) - The Paradox of Switching Costs and Enterprise Inertia (15:00) - The Ramp Phenomenon: Outpacing Incumbents with AI-Driven Finance (18:00) - Future of Finance Teams: Human + AI Agents Collaboration (22:00) - The Challenge of AI Hallucinations and Model Reliability (26:00) - The Reality Check: AI Tools Slowing Developers Down (29:30) - The Evolving Role of QA: More Fun or More Tedious? (34:30) - Vibe Coding: Promise, Reality, and Use Case Limitations (38:30) - Centralized AI Agents vs. Specialized Nano Agents (42:30) - Envisioning 2030 Businesses: AI's True Impact Unfolds (45:30) - Defining General and Super Intelligence: Myth vs. Reality (50:30) - The AI Singularity and Moral Frameworks: Can Machines Learn Ethics? (54:30) - The Grains of Sand, Rubik's Cube Permutations, and AI Complexity (57:30) - Lighthearted Hot Takes: WNBA Enjoyment & Infinity Skepticism (59:00) - Shoutouts to Masterminds, Meals, and Podcasts (01:02:30) - Parting Thoughts on AI Adoption and CTAs for Listeners
Asad Zaman, CEO of Sales Talent Agency, joins Sam Jacobs to challenge conventional wisdom around key person risk. Asad's unique perspective on building a business deeply intertwined with personal brand and long-term vision offers a fresh take on driving growth without the traditional focus on enterprise value. This episode is perfect for leaders questioning the status quo and seeking to build enduring businesses with a personal touch. Revenue Blindspots is brought to you by Otter.ai. To learn more, visit https://get.otter.ai/samjacobs/
Sam Jacobs welcomes AJ Bruno, Founder and CEO of Quotapath, who reveals how a single meeting changed everything he knew about business growth. From nearly tanking his company's retention to creating a legendary "war room" strategy, he'll share the brutal lessons that transformed his approach to customer success. Learn how chasing new logos can be a dangerous game, why AI isn't always the silver bullet, and how one founder turned potential disaster into a $200 million success story. Warning: Contains raw entrepreneurial wisdom, unexpected candy bar history, and plenty of startup battle scars! Revenue Blindspots is brought to you by Otter.ai. To learn more, visit https://get.otter.ai/samjacobs/
This week on Topline, Sam Jacobs, Asad Zaman, and AJ Bruno dive into how AI-native companies are reorganizing go-to-market teams—with more investment in RevOps and post-sales, fewer traditional marketers, and agent-led outbound replacing SDRs. They break down new data from Iconiq, unpack Figma's S-1 through the lens of revenue quality, and explore what makes these orgs structurally different. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key chapters: (00:00) - Introduction to Topline Podcast (01:44) - Social Media Attacks and Community Dynamics (10:08) - AI Native Companies vs Non-Native Companies (12:58) - Insights from Iconic Data on Go-To-Market Strategies (37:16) - Figma's S1 and Revenue Retention Metrics (53:02) - The Talent War: Meta vs OpenAI
Sam Jacobs, AJ Bruno, and Asad Zaman unpack what it means to lead through uncertainty in a time of rapid change. They reflect on Q2 wins, the emotional cost of ambition, and why founders are feeling more anxious than ever. From letting go of the SaaS playbook to adapting in real time, they explore how AI is reshaping leadership, team culture, and what “good” revenue looks like. Plus: the decline of CS, the rise of forward-deployed engineers, and how to build when nothing feels stable. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key chapters: (00:00) - Welcome and Pulse Check (01:14) - Celebrating Q2 Successes (02:57) - Navigating Business Transitions (03:59) - Hitting Numbers and Investing for Growth (04:47) - The Stress of Numbers and Daily Anxiety (05:47) - Balancing Ambition with Gratitude (07:00) - The Power of Pattern Interrupts and Support (07:38) - Is Ambition Always Dissatisfaction? (09:00) - Finding Fulfillment in the Journey (13:12) - The Beauty of Risk and Uncertainty (15:00) - The Astrologer and Fate vs. Free Will (23:00) - Charting the Uncertain Second Half (34:00) - Culture Change and Organizational Agility (43:28) - The Rise of Forward Deployed Engineers & Services Revenue (54:00) - The Future of Customer Success and Bearishness on Job Markets
In this episode of Revenue Insights, host Guy Rubin speaks with Sam Jacobs, Founder and CEO of Pavilion, about the evolving challenges of B2B sales and revenue leadership. Sam explains why the SaaS playbook is no longer effective, how AI is reshaping go-to-market strategies, and why customer retention is now the true growth driver. They dive into data-backed approaches for building resilient revenue teams, pushing back on unrealistic targets, and thriving in an increasingly volatile market.
AI is changing how companies build teams and entry-level roles may not survive the shift. In this episode, Sam Jacobs, AJ Bruno, and Asad Zaman dig into how automation is reshaping the job market, what it means for new grads, and why hiring managers need to rethink what “junior talent” looks like. From the rise of AI-native workers to the disappearance of traditional training grounds, this conversation explores the real impact of AI on the future of work.Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday.Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket.Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today.Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader.You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast!Key Moments:(00:00) Introduction(02:55) The Impact of AI on Employment(06:05) AI's Role in Go-to-Market Strategies(09:00) The Future of Entry-Level Jobs(11:56) Navigating the AI Landscape(14:57) The Evolution of Job Roles in the Age of AI(18:11) The Balance of Experience and AI(20:56) The Human Element in AI Integration(23:54) Conclusion and Reflections on AI's Future(30:12) The Impact of AI on Employment(32:08) Historical Perspectives on Technology and Abundance(34:41) The Need for Integrated Philosophies(36:23) Health and Well-being in a Changing World(38:46) Inequality and Economic Displacement(41:33) The Future of Sales Roles in a Tech-Driven Market(45:31) Adapting to AI: Challenges and Opportunities(51:36) Compensation Trends in a Changing Landscape(56:16) Navigating New Job Opportunities in Tech
Sam Jacobs, AJ Bruno, and Asad Zaman confront the emotional weight and operational strain of leading through sustained GTM volatility. They reflect on the mental health toll of missed quarters, the pressure to perform under investor scrutiny, and the fine line between perseverance and sunk-cost thinking. The trio explores how founders can navigate uncertain markets with clear contingency planning, why Pavilion is betting big on small peer groups to improve retention, and what the recent wave of strategic M&A reveals about the shifting tech landscape.Thanks for tuning in!Join the revenue leaders redefining growth at Pavilion's CRO Summit 2025, which will be held on June 3rd at the Denver Art Museum. Register today.Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast!Subscribe to the Topline Newsletter to get the latest industry developments and emerging go-to-market trends delivered to your inbox every Thursday.Tune into The Revenue Leadership Podcast with Kyle Norton every Wednesday. Kyle dives deep into the strategies and tactics that drive success for revenue leaders like Jason Lemkins of SaaStr, Stevie Case of Vanta, and Ron Gabrisko of Databricks.Key Moments:(00:00) Introduction and Reflections on Past Guests(02:59) The Impact of AI on Education(05:56) Market Pulse Check and Economic Outlook(08:58) Navigating Challenges as Founders(11:55) Mental Health and Resilience in Business(15:04) Investor Pressures and Market Dynamics(17:48) The Importance of Adaptability in Entrepreneurship(20:59) Learning from Failure and Moving Forward(33:53) Revenue Growth and Business Optionality(34:56) Leadership Accountability and Personal Growth(36:24) Compassionate Leadership in Business(38:01) Optimism vs. Realism in Business(39:31) Market Trends and Business Strategy(42:04) Building Community and Crafting Business Assets(43:41) Market Dependency and Business Performance(46:47) The Importance of Team Building(47:15) M&A Activity and Market Dynamics
When Sam Jacobs founded Pavilion, formerly Revenue Collective, he set out to build a private community for operators in a startup world that traditionally celebrated only founders and operators. But after the community grew rapidly, now totaling 10,000+ members, questions arose about whether the once-exclusive membership had become too open. In this special Topline Spotlight episode, Sam joins co-hosts AJ Bruno and Asad Zaman to discuss how rapid expansion diluted the community's focus, what it took to course-correct, and why building something great takes time—and restraint.You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast!Subscribe to the Topline Newsletter to get the latest industry developments and emerging go-to-market trends delivered to your inbox every Thursday.Tune into The Revenue Leadership Podcast with Kyle Norton every Wednesday. Kyle dives deep into the strategies and tactics that drive success for revenue leaders like Jason Lemkins of SaaStr, Stevie Case of Vanta, and Ron Gabrisko of Databricks.Key Moments:(00:00) Introduction(00:42) Business Challenge of the Last 24 Months(01:29) What Is Pavilion?(02:43) Launching Pavilion Gold(04:01) Why the Community Scaled So Quickly(06:51) LinkedIn and Slack as Growth Drivers(07:02) Shifting Culture of Openness Among GTM Leaders(08:04) The Consequences of Losing Focus(10:54) The Biggest Mistake: Removing the Qualification Barrier(11:32) The Challenge of Reversing Course(13:46) Continued Opportunity for Operator Advocacy(15:00) Solving the Challenge: Long-Term Vision(15:54) Building a 3-Year Vision for Pavilion(16:08) Importance of Patience in Building Exclusive Communities
John Barrows reconnects with longtime friend and Pavilion CEO, Sam Jacobs. Sam is the author of the bestselling book Kind Folks Finish First, and he's on a mission to prove that building with integrity and empathy isn't just good for the soul—it's good for business.John and Sam dive into the hard lessons learned from the rollercoaster ride of 2023, how timing and positioning can humble even the best ideas, and why leading with values matters more than ever. They also break down the evolving role of the CRO in today's AI-driven world, the power of community, and how authenticity is becoming the new competitive edge.This conversation is real, reflective, and packed with insight for anyone trying to do good business—without losing their soul in the process.Are you interested in leveling up your sales skills and staying relevant in today's AI-driven landscape? Visit www.jbarrows.com and let's Make It Happen together!Connect with John on LinkedIn: https://www.linkedin.com/in/johnbarrows/Connect with John on IG: https://www.instagram.com/johnmbarrows/Check out John's Membership: https://go.jbarrows.com/pages/individual-membership?ref=3edab1 Join John's Newsletter: https://www.jbarrows.com/newsletterConnect with Sam on LinkedIn: https://www.linkedin.com/in/samfjacobs/Check out Sam's Website: https://www.joinpavilion.com/
In this episode, Sam Jacobs and Asad Zaman are joined by Eric Wilford, a venture partner at Accel, to discuss venture investing with a focus on AI-first companies. The discussion delves into what defines an AI-first company, the implications of AI on product development and go-to-market strategies, and the influence of macroeconomic conditions on venture investments. Eric also shares his perspectives on valuation, the competitive dynamics in AI, and the role of authenticity in successful entrepreneurship.Thanks for tuning in! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast!Subscribe to the Topline Newsletter to get the latest industry developments and emerging go-to-market trends delivered to your inbox every Thursday.Tune into The Revenue Leadership Podcast with Kyle Norton every Wednesday. Kyle dives deep into the strategies and tactics that drive success for revenue leaders like Jason Lemkins of SaaStr, Stevie Case of Vanta, and Ron Gabrisko of Databricks.Key Moments: (00:00) - Introduction(03:21) - Discussion on AI-First Companies(06:35) - AI in Enterprise SaaS and Product Customization(18:00) - Macro Economy and Venture Investing(22:23) - Navigating Recessions and AI Era(25:05) - Valuations in the AI Market(30:58) - Raising Capital: Strategies and Debates(35:57) - Founders' Goals and Investor Alignment(38:53) - Inspiration and Final Thoughts
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