Podcasts about vertical saas

Joshua Silver has spent two decades in embedded payments. Before co-founding Rainforest, he built Patient Co, a healthcare payments business scaled to billions in processing volume and tens of millions of patients, then spent several years consulting with software founders on building their payments programs. Rainforest is payments as a service, purpose-built for vertical SaaS — and in this conversation Joshua makes a compelling case that embedded payments is not just a revenue opportunity but a competitive moat.What We CoveredWhy vertical SaaS companies are still leaving money on the table with embedded paymentsThe gap in the market Rainforest was built to fillHow payfac as a service works and who it is designed forWhy the number of registered payfacs is shrinking, not growingThe $5 billion volume threshold for when becoming a full payfac makes economic senseHow Rainforest differentiates from Stripe and Adyen for vertical SaaS platformsVertical-specific risk models versus general-purpose toolsRainforest's real-time ledger and what it unlocks for complex payment structuresAdding PayPal and Venmo for untapped vertical SaaS marketsExpanding into Canada and building the playbook for international growthHow AI is being used across the business and the rising threat of AI-driven fraudWhat success looks like for Rainforest in the next five yearsKey TakeawaysEmbedded payments builds a moat. Joshua's closing point is the sharpest: once merchants are running their money through your software platform, competitors face a much harder job dislodging you. Payments isn't just a revenue line — it's a retention strategy.Vertical-specific risk models matter enormously. Stripe and Adyen have to serve everyone, so their risk tooling is built for the lowest common denominator. Rainforest has built models tuned to individual verticals — lawn care looks different from HVAC, which looks different from nonprofit donations — and it takes the fraud liability rather than passing it to the platform.The $5 billion payfac threshold is the new reality. A decade ago the rule of thumb was around $1 billion in card volume. Regulatory and compliance burdens have risen so sharply that Joshua now puts the threshold at $5 billion with line of sight to $10 billion before it makes economic sense to go full payfac.A real-time ledger is a competitive differentiator. Most legacy processors are batch-based, settled overnight on mainframes. Rainforest's ledger is real-time, enabling split payments, franchise fee hierarchies, and complex billing structures that batch systems simply cannot support.About Joshua SilverJoshua Silver is co-founder and CEO of Rainforest, a payments-as-a-service company purpose-built for vertical SaaS platforms. Before Rainforest, he co-founded Patient Co, scaling it to billions in healthcare payments volume before a sale, and subsequently consulted with software founders on building their payments businesses. He has been working in embedded payments for twenty years.Connect with Fintech One-on-One:Tweet me @PeterRentonConnect with me on LinkedInFind previous Fintech One-on-One episodes

Marc Sanderson is the founder and CEO of INNERGY, but he didn't start as a software founder. After earning his MBA and searching for a company to buy, he and partner Walter Wilkie acquired a small architectural woodworking business in Minnesota in 1997. Running that business revealed a deep operational problem: there was no software built for how custom woodworking shops actually operated. So Marc built his own. That internal tool eventually became Innergy, a vertical SaaS ERP platform for architectural woodworking and high-end residential millwork businesses. Today, Innergy handles everything from CRM and estimating to project management, engineering, fabrication, and field installation. In 2025, the company reached roughly $25M in revenue, is growing more than 50% annually, and expects to approach $40M in 2026. After bootstrapping growth for years using profits from the original woodworking business, Marc sold 51% of Innergy to growth equity firm MainSail Partners in 2025 for more than $40M, while remaining CEO. In this episode, he shares practical lessons about vertical SaaS, customer intimacy, onboarding complex ERP systems, finding the right growth equity partner, and why strategy still matters more than AI. Key Takeaways Deep Domain — Marc built software from firsthand pain inside his own woodworking business, not from an outside startup idea. Education Matters — INNERGY advantage isn't only software. Customer education and operational thinking drive adoption and retention. Growth Equity Fit — Marc rejected investment several times before choosing a partner that could help scale—not just provide cash. Meet Customers — ERP success came from meeting customers where they are instead of forcing "best practices" immediately. Customer Intimacy — INNERGY's onboarding, benchmarking, and peer learning approach helped create ~95% retention. Quote from Marc Sanderson, Founder and CEO of INNERGY "AI is just a tool. I see organizations creating a chief AI officer. I don't have a chief Outlook officer. I don't have a chief Internet officer. I don't have a chief Web officer. It's just a tool at the end of the day." "Just because you can cook rice infinitely at no cost doesn't make you a Michelin star restaurant. It's all the other aspects of these integrated activities that make you who you are. And at the end of the day, as long as we are creating value for our customer, they will continue to write a check to us." "A lot of the AI efforts that are going on across the industry is focused on cost reduction, expense reduction internal to the software firm. Great. That helps us get to a breakeven or beyond. It helps with the rule of 40. However, it does not create more intimacy with the customer." Links Marc Sanderson on LinkedIn INNERGY on LinkedIn INNERGY website MainSail Partners website Podcast Sponsor – Full Scale This podcast is sponsored by Full Scale, one of the fastest-growing software development companies in any region. Full Scale vets, employs, and supports over 300 professional developers, designers, and testers in the Philippines who can augment and extend your core dev team. Learn more at fullscale.io. The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding.  A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.

In this episode of Inside Startup Investing, Madeline Fraser joins Chris Lustrino to discuss how Gemist is bringing AI, automation, and modern ecommerce infrastructure to the jewelry industry. Inspired by her own frustrating experience buying an engagement ring, Madeline built Gemist to help jewelry brands, retailers, and manufacturers modernize the highly manual process of custom jewelry sales. The company's platform enables customers to design and visualize jewelry online while automating pricing, rendering, quoting, and product configuration workflows behind the scenes. Chris and Madeline explore why jewelry has historically lagged behind technologically, how COVID accelerated omnichannel adoption, and why younger generations of jewelers are increasingly embracing digital transformation. They also dive into Gemist's SaaS business model, AI rendering infrastructure, onboarding process, and the company's vision of evolving into a powerful jewelry data platform over time. The conversation offers valuable lessons for founders building vertical SaaS businesses, especially in traditional industries resistant to change. For investors, it highlights a large global market undergoing rapid digital and AI-driven transformation.

In this episode of Run the Numbers, CJ sits down with PSG Managing Director Chris Nesbitt to unpack how great deals are actually found, how investment decisions are really made, and why narrative often matters more than most investors admit. They also dig into forecasting, boardroom authenticity, simple vs. complex models, and the roles of market, product, and leadership in driving outcomes.—SPONSORS:Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metricsAleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/runRightRev is an automated revenue recognition platform built for teams that have outgrown spreadsheets and billing tool workarounds. It handles high-volume subscriptions, usage-based contracts, and mid-cycle upgrades, so you can scale without scrambling at month-end. For RevRec that keeps your books clean, visit https://www.rightrev.com/CJRillet is an AI-native ERP built for modern finance teams that want to close faster without fighting legacy systems. Designed to support complex revenue recognition, multi-entity operations, and real-time reporting, Rillet helps teams achieve a true zero-day close—with some customers closing in hours, not days. If you're scaling on an ERP that wasn't built in the 90s, book a demo at https://www.rillet.com/cjEY works with high-growth tech companies to navigate the messy realities of scaling—from regulatory requirements to IPO readiness. By helping teams get it right early and often, EY lets founders stay focused on building while reducing risk as they grow. Learn more at https://www.ey.com/techstartupsSpendHound is a SaaS spend management platform built for finance and procurement teams that want visibility and leverage in every deal. By tracking all your software, benchmarking pricing across thousands of vendors, and surfacing contracts and renewals, SpendHound helps you stop overpaying and negotiate with confidence. Trusted by teams at ZoomInfo and Hootsuite. Get started at https://www.spendhound.com/cj—LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsNGuest: https://www.linkedin.com/in/christophersnesbitt/Company: https://psgequity.com/CJ: https://www.linkedin.com/in/cj-gustafson-13140948/Mostly metrics: https://www.mostlymetrics.com—TIMESTAMPS:0:00 Preview and intro2:44 PSG origin story4:01 Growth to 30B AUM5:07 Strategy: small software at scale5:50 Vertical SaaS treasure hunting8:10 Ministry Brands: software meets payments9:28 Sponsors — Brex | Aleph | RightRev12:46 Early M&A work and rollup strategy15:52 Sourcing is more competitive now18:28 Smoke signals and relationship sourcing21:22 Does brand get you in the room?22:15 Authenticity as a sourcing edge22:52 Sponsors — Rillet | EY | SpendHound26:09 Brand name of investor or deal partner?27:44 Investors are narrative driven animals29:18 Market, product, then execution31:26 Danger of falling in love with the narrative33:40 Operator AI pivot story: GRC company34:51 Keep it simple: one tab, five key inputs39:21 Forecasting confidence beyond 12-18 months41:51 What makes a useful board meeting45:01 Build vs. buy: the payments decision47:45 ARR vs. EBITDA multiples50:30 Lightning round50:34 Board materials: send 3 days in advance51:03 LTV to CAC and cap software debates51:32 First deal at PSG52:35 What young investors get wrong54:04 Credits

Vertical SaaS wins when it feels like it was built by someone who has actually done the job, and that same principle is reshaping payments and fintech. We sit down with Brad Pinneke, Head of Enterprise Business Development at Worldpay (is now Global Payments), to unpack why vertical SaaS platforms have become the day-to-day operating system for small businesses and why “embedded payments” is no longer a nice add-on. When the workflow lives inside the software, money flow becomes unavoidable, and the platform that handles both can deliver a cleaner experience and a stronger business model.We dig into what customers now expect from modern payment processing inside software: one login, one system of record, one support layer, and a single source of truth that connects checkout, settlement, reporting, and reconciliation. Brad explains how natively integrated payments can reduce back-office headaches, improve trust, and increase retention, plus what separates platforms that weave payments into the fabric of the product from those that simply tack it on.Then we get practical about the hard parts. Selling money is not the same as selling software, and the margin for error is smaller when uptime, compliance, PCI, funding, and fraud risk are on the line. We close with the next wave: AI in fintech and how AI plus payments data can turn a system of record into a system of action through predictive cash flow, risk modeling, automated pricing, and standout fraud detection.

Dina Nagalla built EmpowerMX over more than a decade to digitize aircraft maintenance for major airlines like American, Southwest, and United. Starting from deep domain experience inside aviation IT, he tackled a complex, high-stakes problem—replacing paper-based processes with a full execution system that improves efficiency and compliance.  The company grew into a mid–double digit SaaS business serving global airlines with contracts ranging from hundreds of thousands to several million dollars annually. With a lean early team and offshore development, EmpowerMX delivered measurable ROI—often saving customers 10% or more on maintenance operations—while expanding globally with growth equity support.  After surviving COVID (when revenue briefly dropped near zero) and accelerating post-pandemic digitization, Dina sold the company to IFS. He chose to exit not out of necessity, but to pursue a new purpose—now building multiple AI-driven products focused on improving human outcomes like mental health and education.  Key Takeaways Vertical Expertise Wins: Deep domain knowledge created credibility and trust—critical for selling into conservative, high-risk enterprise environments. Start Small, Scale Smart: Initial product built with ~12 people, proving capital efficiency can solve very large industry problems. ROI Sells Enterprise: Clear financial impact (10%+ cost savings) overcame skepticism and justified multi-million dollar contracts. Trust Over Features: Adoption depended more on frontline trust than functionality—especially replacing paper and manual workflows. Purpose Drives Exit: Founder sold from a position of strength, driven by personal direction—not investor pressure or company distress. Quote from Dinakara Nagalla, President and CEO of EmpowerMX "Why did I sell the company when it was doing well? Life happens, you know. Primarily it was a desire driven by me that I want to do something different. So do I look back and think about it? Yes, I do.  "It's just that my purpose in life kind of switched. I wanted to do more meaningful things. I wanted to do more things. We were extremely profitable the year we sold and my equity partners were really happy with how things were going. "When I exited I moved right into building new products with new teams. So I didn't like take a step back and said I need a week of break. I think I had better vacations with my family when I was still running the company. Right now I'm doing, I get up at three o'clock in the morning. I work till four in the evening. "You know, there is always this thing I hear from people all the time in my last 27 years of being in US: If you like what you do, you're not working another day. I think that is true in my case. I truly love what I do. Even when it's hard." Links Dinakara Nagalla on LinkedIn EmpowerMX on LinkedIn EmpowerMX Website IFS website Podcast Sponsor – Lighter Capital This podcast is sponsored by Lighter Capital. In the last 15 years, Lighter Capital has helped over 600 software and SaaS founders secure simple, non-dilutive financing to grow a little faster—without giving up any precious equity or board seats to investors.  Simple debt funding from Lighter Capital can range from $50K to $10 million, with straightforward terms, no personal guarantees or covenants, and up to a 4-year payback period. Go to LighterCapital.com to apply and get a quick pre-qualification. Then talk with their experienced team to create a practical funding plan to achieve your goals.  The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding.  A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.

Is your SaaS company competing for funding in a market that's already decided AI wins? The Q1 2026 data is in — and the numbers are decisive. If you're a SaaS founder thinking about your next raise — or a CFO modeling out valuation scenarios — understanding where investors are actually writing checks matters more than ever. In epsiode #363, Ben Murray covers: Which software categories dominated Q1 funding — AI infrastructure and vertical SaaS led at $4.6B and $4.5B respectively, and knowing why could sharpen your positioning Why enterprise pricing is the investor favorite — 59% of all capital flowed into enterprise-model companies, signaling exactly what target customer story VCs want to hear How Seed vs. Series A funding differs by category — Series A flipped toward vertical software and GRC, while Seed stayed heavy on AI infrastructure and DevOps What AI native vs. AI embedded actually means for classification — and why the distinction is shaping how investors evaluate your product Where to get the full Q1 2026 funding report — with searchable data across 552 rounds and $20B+ in tracked investment Listen now to get the Q1 2026 funding breakdown — then download the full PDF report to see exactly where smart money is going before your next raise. Resources Mentioned Q1 2026 Funding Report PDF — available via Ben's newsletter: https://mailchi.mp/thesaascfo.com/investors-sent-a-message-in-1q26-ai-or-bust

Owning payments sounds like a power move until the real bill shows up. We sit down with Brock Robertson, CRO at Payroc, to unpack how payment strategy for software platforms is shifting again and why so many vertical SaaS leaders are stepping back from the “everyone should be a Payfac” era.We trace the evolution from payments as a bolt-on utility to embedded payments as a true growth engine, then get honest about what “control” actually requires: underwriting, compliance, disputes, fraud monitoring, security, systems, and specialized teams. Brock shares what he's hearing from software companies that tried to become payments companies and felt their brand identity drift away from the features that made them win in the first place. If you have global expansion plans, we also dig into how regulation and operational complexity multiplies fast.From there, we explore what a modern referral partnership model looks like today, including hands-off referral, hybrid co-sell, and approaches that preserve customer experience while reducing operational burden. The thread that ties it all together is trust: transparency, support, aligned economics, and the confidence to represent each other well when your customers' money is on the line.If you're evaluating integrated payments, payment processing partners, APIs, or the Payfac path, this conversation will help you choose the level of involvement that fits your team and your product roadmap.

I go solo on this episode to walk through the full list of AI trends and opportunities keeping me up at night — literally. From the one-hour company stack to ambient businesses, vertical AI, the agent economy, and the real security threats I see coming, I cover what I believe is the most asymmetric window in startup history. I share the frameworks I use to think about what to build, what to avoid, and why acting now matters more than waiting for things to settle down. Timestamps 00:10 – Intro 01:09 – 1) The One-Hour Company Stack 02:09 – 2) Old vs. new startup timeline 03:58 – 3) Ambient businesses and autonomous companies 05:18 – 4) The agent economy timeline 07:17 – 5) Agent hiring Agents 08:01 – 6) The Vertical Agent Map 09:39 – 7) Vertical AI vs. Vertical SaaS 10:53 – 8) Boring goldmine verticals 11:40 – 9) SaaS Pricing Evolution 13:26 – 10) Seat-Based vs Outcome-Based 14:51 – 11) The SaaS graveyard 16:04 – 12) The scarcity flip 17:03 – 13) The Premium Stack 18:21 – 14) The experience economy boom 18:59 – 15) Founder-agent fit 20:32 – 16) Ghost team org chart 21:56 – 17) The micro monopoly math 24:00 – 18) Agent attack surface 25:19 – 19) Agent Injection vs Phishing 26:34 – 20) Agent permission stack 27:37 – 21) The closing window 28:46 – 22) why this window is asymmetric 29:34 – 23) Building in public 30:50 – Final Thoughts Key Points I can build, launch, and get a first customer in under an hour using today's agent engineering tools and a pre-existing audience. Vertical AI taps directly into labor P&L — it replaces headcount, not just software licenses — making the TAM 10x larger than vertical SaaS. Ambient businesses running on near-zero daily human input are early but real; the arrow of progress points here. The value shift I see coming: execution gets commoditized, judgment and physical presence become premium. Agent injection is the new phishing — and I believe it scales faster and hits harder than any phishing attack did. The 100 true fans model now applies in the AI age; with agents cutting costs, 100 paying customers at $500–$1,000 a month builds a real business. The #1 tool to find startup ideas/trends - https://www.ideabrowser.com LCA helps Fortune 500s and fast-growing startups build their future - from Warner Music to Fortnite to Dropbox. We turn 'what if' into reality with AI, apps, and next-gen products https://latecheckout.agency/ The Vibe Marketer - Resources for people into vibe marketing/marketing with AI: https://www.thevibemarketer.com/ FIND ME ON SOCIAL X/Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www.linkedin.com/in/gisenberg/

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  

Send us Fan MailGuest: Sai Dhanak, CEO & Co-Founder of Deduction  --  AI is changing SaaS, but this episode argues the bigger opportunity may be owning the service outcome, not just selling the software.In this episode of SaaS Backwards, Sai Dhanak, CEO and co-founder of Deduction, explains why he chose not to build software for accountants and instead built an AI-powered tax firm. He shares why selling SaaS into a shrinking market can be the wrong bet, how Deduction combines AI with licensed CPAs, and why outcome-based models may be more durable in certain verticals. It's a sharp conversation on AI, vertical SaaS, pricing, and where real defensibility may come from next.Key takeaways:Selling SaaS into a shrinking market can be the wrong strategyAI creates new opportunities to own the service outcome directlyOutcome-based pricing requires operational control, not just a pricing change---Not Getting Enough Demos? Your messaging could be turning buyers away before you even get a chance to pitch.

In this episode of Tank Talks, Matt Cohen and John Ruffolo unpack a volatile moment across software, capital markets, AI, and Canadian industrial policy. The conversation opens with Constellation Software's AI-era challenge, as new president Mark Miller faces investor skepticism around whether legacy vertical market software can maintain its moat in a world increasingly shaped by AI-driven productivity, automation, and code generation.From there, Matt and John examine Salesforce's decision to raise billions in debt to fund share buybacks, questioning whether this is smart balance-sheet engineering or a red flag that large software companies are running out of offensive growth options. The episode then turns to the private credit market, where redemption gates, liquidity pressure, and fears around AI infrastructure lending raise deeper concerns about leverage, accounting, and systemic fragility.Back in Canada, the discussion shifts to the country's defence industrial strategy and why the real opportunity is not just traditional military spending, but dual-use investment across AI, quantum, satellites, aerospace, and strategic infrastructure. The episode closes with a look at Andrej Karpathy's open-source Auto Research project and what it signals about the speed of AI progress, the democratization of research capabilities, and the growing pressure on knowledge workers and software engineers to keep up.If software moats are weakening, private credit is wobbling, and defence dollars are becoming innovation dollars, where will the next real edge come from?Constellation Software, AI Pressure, and the Future of Vertical SaaS (00:43)Matt and John break down Constellation Software's latest numbers, the market's growing skepticism toward legacy software businesses, and the bigger question of whether mission-critical vertical SaaS can stay resilient as AI chips away at traditional moats. They explore why trusted workflows and proprietary data still matter, but also why even durable software businesses may face long-term pressure.Salesforce's $25 Billion Debt Bet and What It Really Signals (06:28)Matt and John unpack Salesforce's plan to raise massive debt for share buybacks, debating whether this is efficient capital structure management or a defensive move from a software giant with fewer compelling growth opportunities. The bigger issue is what this says about confidence, capital allocation, and the mood inside mature SaaS companies right now.Private Credit Redemption Gates and the Fear Beneath the Surface (10:49)A wave of redemption limits across major private credit funds becomes the next flashpoint. Matt and John explain why retail money flooded into the asset class, how managers were pushed into riskier lending, and why the underlying concern is no longer just liquidity management, but whether private credit has been pricing equity risk like it was safe debt.Canada's Defense Strategy Is Really a Dual-Use Tech Strategy (16:29)Matt and John shift to Canada's defense industrial strategy and the National Research Council's planned investment, arguing that the real opportunity is in dual-use innovation. Rather than thinking only in terms of tanks and submarines, John reframes defense spending as investment in AI, quantum, satellites, aerospace, and strategic infrastructure that can serve both government and enterprise customers.The AI Catch-Up Panic Is Real (21:26)Matt and John zoom out from markets and policy to the personal reality of AI acceleration. John admits he feels both energized and behind, capturing the exact tension many operators and investors feel as new tools emerge faster than most people can realistically absorb them.Andrej Karpathy Auto Research and the One-GPU Research Lab Moment (22:58)The episode closes with Andrej Karpathy's open-source Auto Research project and why it matters. Matt explains how autonomous research loops, overnight experimentation, and low-cost GPU access could dramatically speed up model tuning, product testing, and AI development, making advanced experimentation far more accessible than before.Connect with John Ruffolo on LinkedIn: https://ca.linkedin.com/in/joruffoloConnect with Matt Cohen on LinkedIn: https://ca.linkedin.com/in/matt-cohen1Visit the Ripple Ventures website: https://www.rippleventures.com/ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit tanktalks.substack.com

Open banking fees, stablecoin regulation, and AI-first payment systems are reshaping how money moves in the US. Tedd Huff, CEO of fintech advisory firm Voalyre and founder of Fintech Confidential, sits down with David Glaser, CEO of Dwolla, to unpack what's changing, what's breaking, and what smart operators are doing about it right now.Find out more JP Morgan's decision to charge for open banking access is forcing the entire industry to rethink how apps connect to bank account data. Real-time payment rails like RTP and FedNow are live but adoption is slow because not every use case needs instant settlement. Dwolla scaled without hiring a single net-new employee in two years by mapping every process into what can be automated and what still needs a human. This episode covers the frameworks, the data signals, and the strategy shifts that matter most if you're building or running anything in payments today.TAKEAWAYS1️⃣ Build with AI from day one and treat new hires as a last resort, not a first instinct.2️⃣ Rework your product fast because major AI releases absorb startup features every six months.3️⃣ Attack your biggest operational bottleneck first, even if you can only automate half of it.4️⃣ Track every internal handoff to find where delays, errors, and hidden costs are piling up.5️⃣ Set team values that reward discomfort so your people adopt new tools without waiting for a mandate.GUESTDavid Glaser: https://www.linkedin.com/in/daglaserCOMPANYDwolla: https://www.dwolla.comDwolla LinkedIn: https://www.linkedin.com/company/dwollaDwolla YouTube: https://www.youtube.com/c/dwollaplatformFINTECH CONFIDENTIALPodcast: https://fintechconfidential.com/listenNotifications: https://fintechconfidential.com/accessLinkedIn: https://www.linkedin.com/company/fintechconfidentialX: https://x.com/FTconfidentialInstagram: https://www.instagram.com/fintechconfidentialFacebook: https://www.facebook.com/fintechconfidentialSUPPORTERSUnder.io: Digitize your PDFs and streamline application and underwriting processes. Get started free at under.io/FTCSkyflow: A zero trust data privacy vault delivered as an API covering PCI, CCPA, GDPR, and SOC 2. Visit skyflowsecure.comDFNS: Wallets as a service, API first, multi-chain, secured with MPC across 50+ blockchains. Request a demo at fintechconfidential.com/dfnsHawk AI: Real-time payment screening and AML transaction monitoring to cut false positives. Sign up for a demo at gethawk.comABOUTGuestDavid Glaser is CEO of Dwolla with over 25 years of payments experience spanning global leadership roles at Mastercard, Worldpay, CyberSource, and Visa. He grew up in a small coal mining town south of Pittsburgh, originally planned to become a high school math teacher, and has since led teams through some of the industry's biggest deals including Worldpay's $10.4 billion merger with Vantiv. Outside of payments, he's completed multiple Ironman triathlons and 70.3 races.CompanyDwolla is a leader in account-to-account payments in the US, offering a full-service platform that replaces legacy technology with a unified solution supporting ACH, Same Day ACH, RTP, and FedNow. Over 500 businesses partner with Dwolla to improve payment security, data visibility, and cash flow.HostTedd Huff is CEO of fintech advisory firm Voalyre and founder of Fintech Confidential. With 25+ years in the industry, he brings entertaining and informative content focused on fintech insights, market trends, and stories from leaders, thinkers, and doers.DD3 MediaFintech Confidential is a production of DD3 Media. All rights reserved.CHAPTERS00:00 Highlights02:06 Under.io: Streamlining Application Processes02:35 Introduction to FinTech Leaders One-on-One02:48 Meet David Glaser, CEO of Dwolla05:29 Payment Industry Then vs. Now08:03 Open Banking and AI in Payments08:55 JP Morgan's Open Banking Fee Announcement14:06 Payment Methods and Account Access14:36 Scaling Operations at Dwolla15:03 Modernizing Homegrown Systems16:26 AI and Automation in Payments17:20 Skyflow: Your Privacy API18:31 Balancing Founder Mindset with Scale19:22 Automating Back Office Processes21:52 Identifying What to Systemize Next29:52 Economic Signals in Transaction Data31:01 Interest Rate Impact on Fintech32:43 Predicting Trends with Payment Data35:04 Centralizing Data for AI Readiness37:21 Account-to-Account and Real-Time Rails38:21 Real-Time Payment Use Cases41:00 DFNS: Wallets as a Service42:39 Choosing the Right Payment Method44:09 Orchestrating Across Multiple Rails46:58 Vertical SaaS and Embedded Payments48:37 The Future of Stablecoins50:23 AI and Stablecoins Together54:21 Advice for Fintech Founders58:07 Hawk AI: Real-Time Fraud Monitoring58:52 Disclaimer

In this episode of Tank Talks, Matt Cohen and John Ruffolo dive into Canada's bold new defence industrial strategy, backed by $6.6 billion to reduce U.S. dependency and prioritize domestic tech suppliers. They discuss the challenges of defining a “Canadian” company and whether the strategy has the right balance of government procurement and private sector support to succeed. The conversation also explores how AI, quantum, and other emerging technologies fit into Canada's national defence vision and what it means for the future of innovation.The episode also tackles the disruption facing vertical SaaS industries from large language models (LLMs) and AI. Are these technologies a threat to traditional SaaS business models, or do they create new opportunities for growth? Matt and John share their insights on navigating the evolving tech landscape, including the implications for investors and companies, and explore the recent leadership change at Telus and what it could mean for Canada's tech ecosystem.Tune in to hear how these seismic shifts will impact tech, investment, and business strategies in the coming years.Canada's New Defence Industrial Strategy (00:34)Prime Minister Mark Carney's announcement of Canada's first-ever defence industrial strategy (DIS) aims to reduce the country's dependency on U.S. suppliers. Matt and John break down the key components of the new strategy, its emphasis on domestic procurement, and the challenges in defining what constitutes a “Canadian” company.Sovereignty and Economic Policy (02:00)John Ruffolo sheds light on how the integration of national security, economic policy, and procurement is essential for a sovereign tech strategy. They discuss how Canada can avoid the pitfalls of previous initiatives like the Supercluster strategy by ensuring that small businesses can grow into global players.Canadian Government as a Catalyst for Tech Startups (05:02)Matt and John explore the role government-backed procurement and industrial strategy play in supporting Canadian startups, especially in AI, quantum computing, and clean energy. Will these policies level the playing field for domestic companies competing against their U.S. counterparts?Investment Strategies in Dual-Use Technologies (07:34)With dual-use technologies taking center stage, John discusses the investment opportunities in AI, photonics, quantum space, and more. What challenges do investors face when funding Canadian companies, and how can government support help them scale internationally?The Changing Face of Vertical SaaS (10:24)The discussion shifts to the evolution of vertical SaaS as AI-native companies begin to challenge longstanding industry moats. John and Matt debate whether large language models (LLMs) are eroding the traditional SaaS model and what it means for investors.Evaluating SaaS Companies in the Age of LLMs (13:29)As the market for SaaS companies evolves, Matt and John explore the risks of overvaluing growth at the expense of unit economics and profitability. They share tips for evaluating SaaS companies and distinguishing between real opportunities and the false positives that emerge during market shifts.The Future of Telus and Leadership Transition (21:23)The episode concludes with a fascinating discussion about Telus' leadership transition, as Victor Dodig takes over from Darren Entwistle. John and Matt analyze what this shift means for Telus' future strategy, especially in the context of the changing telecom landscape and the growing importance of data and communications in space.Connect with John Ruffolo on LinkedIn: https://ca.linkedin.com/in/joruffoloConnect with Matt Cohen on LinkedIn: https://ca.linkedin.com/in/matt-cohen1Visit the Ripple Ventures website: https://www.rippleventures.com/ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit tanktalks.substack.com

Jamie Cuffe is solving one of AI's hardest problems: getting conservative, regulated industries to trust autonomous agents with mission-critical work. At Pace, he's building AI that replaces traditional BPOs in insurance, handling everything from email triage to claims processing with 50-75% cost savings. Drawing on his experience at Retool, Jamie emphasizes the importance of "closing the distance" with customers through forward-deployed engineering and being "the rock" that clients can rely on. He shares how focusing on top-tier insurance carriers and maintaining exceptionally high standards is enabling Pace to capture a meaningful share of the $400 billion BPO market while building a durable business model - at AI-native velocity. Hosted by Lauren Reeder and Pat Grady, Sequoia Capital

Deepak Sindwani is Managing Partner at Wavecrest Growth Partners, an active growth equity firm backing bootstrapped and lightly funded SaaS founders. They work with practical founders who've built profitable businesses to $5–$20M ARR and want help growing without VC pressure or losing control. Wavecrest invests in vertical SaaS companies growing 30–60% annually, typically profitable or breakeven. They help founders scale sales, pricing, analytics, and leadership teams while staying capital efficient. Investments are usually $10–$30M total, with founders often taking some liquidity while continuing to lead. Even with the excitement around AI-first companies from VCs, Deepak sees efficient growth equity in practical vertical SaaS as a great investment and a big opportunity for founders. AI is helping serious practical founders, not making them irrelevant. Key Takeaways Capital Efficiency Matters — Wavecrest only backs profitable or breakeven SaaS companies that already respect the business model fundamentals. Founder Liquidity Helps — Taking some money off the table reduces stress and helps founders make better long-term decisions. Vertical SaaS Wins — Deep industry knowledge and data create defensibility AI-first competitors struggle to replicate. AI Is Additive — Software plus AI and data creates more value than AI replacing SaaS systems of record. No One-Size Playbook — Growth equity works best when strategies are customized, not forced by rigid PE-style playbooks. Quote from Deepak Sindwani, Managing Partner at Wavecrest Growth Partners "We don't think B2B SaaS is dead. It may create great headlines to say, AI eats software. We think software plus AI is the right approach. Software, AI plus data. So they're harvesting and creating that data moat that is going to help make them defensible. "Then, using the AI tools, why not use the AI tools to provide more automation for customers? That's what we really think AI does: increase the ability to automate the use of their product and to get value.  "Every company that we're involved with has some AI initiative. How am I changing how I run my business? How am I changing marketing and sales and finance and customer success using AI? Every company is doing something in every function in terms of new tools and tests." Links Deepak Sindwani on LinkedIn Wavecrest Growth on LinkedIn Wavecrest Growth Partners website Podcast Sponsor – Lighter Capital This podcast is sponsored by Lighter Capital. In the last 15 years, Lighter Capital has helped over 600 software and SaaS founders secure simple, non-dilutive financing to grow a little faster—without giving up any precious equity or board seats to investors.  Simple debt funding from Lighter Capital can range from $50K to $10 million, with straightforward terms, no personal guarantees or covenants, and up to a 4-year payback period. Go to LighterCapital.com to apply and get a quick pre-qualification. Then talk with their experienced team to create a practical funding plan to achieve your goals.  The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding.  A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.

In this episode of The Metrics Brothers, Dave "CAC" Kellogg and Ray "Growth" Rike break down the 2025 Tidemark Vertical & SMB SaaS Benchmark Report. Drawing from data across 200+ companies, the report explores control points, multi-product expansion, fintech monetization, and AI adoption, but not all conclusions hold up under scrutiny as they are sometimes take on the tone of a narrative summary rather than insights purely from data-backed research.Ray and Dave dig into what the data actually supports versus where narrative may be running ahead of evidence. They unpack the concept of “control points,” examine why fintech (especially payments) continues to dominate expansion strategies, and challenge whether multi-product really delivers the retention and growth advantages many assume. Along the way, they highlight where benchmarks are useful, where definitions blur, and why context matters more than ever.The episode also explores the rapid rise of AI inside Vertical SaaS, from attach rates to monetization models and asks the hard question: "Does AI actually drive better performance, or is it simply becoming table stakes?" If you're building, investing in, or operating a vertical SaaS business, this episode helps separate signal from story.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Robin Eissler is the founder and CEO of BoosterHub, a vertical SaaS platform built for high school booster clubs. After selling her prior business as a private jet broker, Robin volunteered to run a local booster club and discovered a messy problem run with spreadsheets, emails, and manual accounting. She decided to build a single system that could actually handle it. BoosterHub now serves nearly 600 booster programs, representing over 100,000 users. With just two full-time employees and a small dev team, the company processes more than $40M in transactions across payments, fundraising, merchandise sales, and accounting. Annual contract value typically runs $1,500–$2,000 per customer, with strong retention and expanding usage. Still independently-owned and bootstrapped, BoosterHub is approaching $1M ARR and profitability. Robin shares lessons on building complex software with a tiny team, selling to volunteer buyers, surviving seasonal revenue swings, and why slow, compounding growth can create durable SaaS businesses without venture capital. Key Takeaways Tiny Teams Work - Two employees plus contractors can build serious SaaS with focus, systems, and modern tooling. Sticky Beats Big - Hundreds of small customers compound more reliably than a handful of enterprise deals. Seasonality Is Real Education-adjacent - SaaS must survive cash spikes and winter slowdowns without panic. Founder-Led Marketing - Consistent content from the founder still drives inbound growth in niche markets. All-In-One Wins in Verticals - Being the system of record makes churn low and customer value expand naturally over time. Quote from Robin Eissler, Founder and CEO of BoosterHub "The numbers are much better than what we projected. so we're starting to see that compounding effect is really what's happening is there's just enough users and enough people in the system that they're using more of the add-on products and we're processing more volume.  "So it's starting to have that compounding effect. And so I really just admitted to myself this month, like, I think we're seeing it.  "I think we're finally seeing it. I feel like, OK, maybe for me, it's almost that I can exhale. I've been holding my breath for four years, so maybe I can breathe." Links Robin Eissler on LinkedIn BoosterHub on LinkedIn BoosterHub website Podcast Sponsor – Full Scale This podcast is sponsored by Full Scale, one of the fastest-growing software development companies in any region. Full Scale vets, employs, and supports over 300 professional developers, designers, and testers in the Philippines who can augment and extend your core dev team. Learn more at fullscale.io. The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding.  A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.

In the finale of our new miniseries, Vertical SaaS: Fintech Disruption by a Thousand Cuts (sponsored by our friends at Pipe), we confront the biggest questions yet, like: How can maturing vertical SaaS companies scale without losing the obsessive focus that made them indispensable?  Should they expand into adjacent markets, or double down on their niche? And, as AI transforms oversight from slow, sample-based audits into continuous real-time monitoring, who will own the responsibility for keeping these systems safe? With Luke Voiles (CEO of Pipe) as cohost, we welcome special guest Darragh Buckey (Founder and CEO of Increase – and, before that, the first employee at Stripe). Along the way, we get candid about the capital “S” Specialization that's making this ecosystem work: Vertical SaaS companies own the workflows, fintech partners like Pipe handle capital and risk, and infrastructure providers take on the tough, regulated money movement no one else wants to touch. Get a front-row seat to how the “lasagna” of financial services is being rebuilt, one specialized layer at a time. And how, if we get it right, it will serve small businesses, developers, and the broader economy far better than the systems it's replacing. Don't miss this closing chapter of our Vertical SaaS: Fintech Disruption by a Thousand Cuts miniseries. Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at pipe.com/fintechtakes. Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Follow Darragh: https://www.linkedin.com/in/darragh-buckley-56096312/ Learn more about Pipe here.

AGENDA: 04:50 Benchmark's New Partner: Everett Randall 10:19 Revolut Raises $3BN at a $75BN Valuation: Another Loss for Public Markets? 28:39 Why Today is as Bad as the Hype of COVID in 2021 32:10 Why Vertical SaaS is a Bad VC Investment Today 36:14 Why Everyone Investing in Legal SaaS Will Lose Money 44:16 Why King Making is More Real Than Ever 55:23 Why Your Smallest Customers Need to Pay $10K Minimum 01:01:37 Why VC is a S*** Asset Class 01:09:29 Why Today is Harder Than It Has Ever Been in VC 01:25:18 Closing Thoughts and Reflections  

Welcome back to our new miniseries Vertical SaaS: Fintech Disruption by a Thousand Cuts, sponsored by our friends at Pipe. In episode 5, hosts Alex Johnson and Luke Voiles (CEO of Pipe) sit down with Lacey Ford, CMO at ABC Fitness, to unpack how vertical SaaS companies go to market (through the lens of fitness tech, of course). ABC Fitness is a vSaaS platform focused on serving businesses in the fitness and health industry, from massive, multi-location gyms to independent personal trainers, studios, and boutiques. Given the breadth of different businesses that ABC Fitness serves, across multiple countries, it's easy to see just how important a strong go-to-market strategy is for the company.  (Not to mention, gyms are becoming a third place community – one where Gen Z is driving growth, and wearables, biometrics, and AI are all raising expectations). This is a true B2B2C motion where owners are hands on and tiny moments at the front desk (or a declined payment) are greater than the sum of their parts.  Here's how Lacey maps it across segments: enterprises move through consultative cycles, studios want speed with clear time to value, and coaches live in a PLG flow inside ABC Trainerize.  Big picture, Lacey brings it home to the operating cadence: put the customer at the center, get the right people in early around a shared narrative and shared metrics, and close the loop.  Do that, and go to market and retention become the same muscle (pun intended). And remember to subscribe to catch our LAST episode! Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at pipe.com/fintechtakes. Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Follow Lacey: https://www.linkedin.com/in/laceyaford/ Learn more about Pipe here.

Welcome back to our new miniseries Vertical SaaS: Fintech Disruption by a Thousand Cuts, sponsored by our friends at Pipe. In episode 4, we attempt to tackle the age-old question: build, buy, or partner?  Hosts Alex Johnson and Luke Voiles (CEO of Pipe) sit down with A.J. Axelrod, VP Payments & Financial Services at Clio) to explore how Clio's uniquely designed to handle the unique complexities that lawyers face every day. Clio is a vSaaS operating system for lawyers, and A.J. (extremely) thoughtfully walks us through how Clio decided what to build, what to buy, and when to partner. Spoiler: legal-specific finance is a different beast —every transfer has to be auditable, or you'll have a compliance failure (and lawyers, famously, read the fine print!). Payments started as integrations and evolved into Clio Payments, now with support for cards, ACH, wallets, QR codes, and text-to-pay, all tied into legal accounting requirements. This episode is a front-row seat to what fintech strategy really looks like when it's built for the people doing the work.  Don't miss out — subscribe to catch future episodes! Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at pipe.com/fintechtakes. Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Follow A.J.: https://www.linkedin.com/in/ajaxelrod/ Learn more about Pipe here.

Welcome back to our new miniseries Vertical SaaS: Fintech Disruption by a Thousand Cuts, sponsored by our friends at Pipe. In episode 3,  we dig even deeper into the fintech strategy behind embedded finance within vertical SaaS (platforms that are the IDEAL distribution channel for B2B financial products).  But how does the process of embedding financial products within vertical SaaS platforms actually work?  How should these platforms define their fintech strategy, sequence their roadmap, and be prepared for…what risks and challenges? Hosts Alex Johnson and Luke Voiles (CEO of Pipe) sit down with Ethan Senturia, President of Housecall Pro (and former Chief Fintech Officer) — the perfect person to answer these questions. Housecall Pro began with the essentials (pricing, scheduling, dispatch, invoicing) and grew into a full operating system for professionals across trades like HVAC, plumbing, electrical, cleaning, and more.  Along the way, Ethan discovered that segmentation isn't just about industry or company size; it's about persona. As he learned on day one: “There is no such thing as a pro.”  A roofer, a cleaner, and a 20-person plumbing shop each need different workflows, pricing logic, and financial tools. The fintech roadmap at Housecall Pro was built around one mantra: all money in, all money out. Threaded throughout: the gritty reality of 140° attics, wasp nests in walls, and pros spending 80% of their day “under the sink” but 80% of their worry on spreadsheets.  This episode is a front-row seat to what fintech strategy really looks like when it's built for the people doing the work. Don't miss out — and subscribe to catch future episodes. Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at pipe.com/fintechtakes. Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Follow Ethan: https://www.linkedin.com/in/ethansenturia/ Learn more about Pipe here.

Welcome back to our new miniseries, Vertical SaaS: Fintech Disruption by a Thousand Cuts, sponsored by our friends at Pipe. Vertical SaaS platforms are experiencing major growth; they've become the operating system for every industry (with financial products and services baked right into workflows that SMBs already live in every day). Vertical SaaS wins because no one knows the customer better—every product decision flows from that insight. That's it. That's the secret. In Episode 2, Alex Johnson and Luke Voiles (CEO of Pipe) sit down with Bryan Solar, Chief Product Officer at SpotOn, to talk about what true customer centricity looks like in vertical SaaS. Bryan shares SpotOn's journey from loyalty platform to payments … to an all-in-one operating system for restaurants, and why being loved by a subset beats being liked by many; how obsessing over small details (like the wrong button in a bartender's workflow) can make or break a night, and when to build vs. partner in embedded finance.  Plus, he shares how tools like Day Check (same-day wage access) and Profit Assist (an AI that once caught an $400-a-day cost error) can make a big impact. Restaurants run on thin margins, fragile moments, and thousands of micro-decisions — and software that's built with empathy can literally be the difference between survival and failure. Don't miss this conversation on how customer centricity, done right, becomes a right to win. And subscribe to catch future episodes. Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at pipe.com/fintechtakes. Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Follow Bryan: https://www.linkedin.com/in/bryansolar/ Learn more about Pipe here.

How To Invest in Vertical SaaS Hello, this is Hall T. Martin with the Startup Funding Espresso -- your daily shot of startup funding and investing. Vertical SaaS is a recurring revenue business that focuses on a specific application or a narrow vertical sector. By narrowing the scope of the target application, the startup can focus its efforts more effectively on solving the problem. Here are some key points to consider in investing in a vertical SaaS play: While the target application may be narrow, make sure the market is big enough to support a venture business. A vertical SaaS business starts with a specific application to win a place in a customer's business. Once inside, the vertical SaaS seeks to take on additional applications. Later, the vertical SaaS business can extend to other businesses connected to the customer. The key to a vertical SaaS play is to have a control point in the business, such as the core customer data, or an efficient platform for managing applications, or a technology such as Artificial Intelligence. Once established, the control point opens the door to other areas in the customers' business.  Investors should look for the control point to see how the vertical SaaS play will grow. Vertical SaaS businesses require less capital to launch and scale. This reduces the amount of funding the startup needs to raise. Consider these steps in investing in a Vertical SaaS business.   Thank you for joining us for the Startup Funding Espresso where we help startups and investors connect for funding. Let's go startup something today. _______________________________________________________ For more episodes from Investor Connect, please visit the site at:   Check out our other podcasts here:   For Investors check out:   For Startups check out:   For eGuides check out:   For upcoming Events, check out    For Feedback please contact info@tencapital.group    Please , share, and leave a review. Music courtesy of .

Welcome to our new miniseries, Vertical SaaS: Fintech Disruption by a Thousand Cuts, sponsored by our friends at Pipe. This six-part miniseries explores how Vertical SaaS (vSaaS) platforms are becoming the operating systems for every industry. They're experiencing tremendous growth because they solve the challenges unique to SMB owners. Increasingly, those challenges are met by embedding financial products and services directly into the workflows SMBs rely on every day. In each episode, hosts Alex Johnson and Luke Voiles sit down with a vSaaS executive to unpack their journey — how they defined strategy, chose partners, launched products, and scaled responsibly. In Episode 1, Alex kicks things off with Luke himself.  From credit investing to building small business lending at Intuit and Square (and to his current role as CEO of Pipe), Luke shares his journey and explains why vertical SaaS is *the* perfect channel for embedded finance: trusted software brands delivering capital at the exact point of need…which makes capital feel like part of the workflow instead of an interruption.  Don't miss the kickoff, and subscribe now to catch future episodes and insights! Thanks for listening!  This episode was brought to you by Pipe. Pipe helps vertical SaaS platforms unlock fast, flexible capital, right inside their product. Learn more at https://pipe.com/fintechtakes Sign up for Alex's Fintech Takes newsletter for the latest insightful analysis on fintech trends, along with a heaping pile of pop culture references and copious footnotes. Every Monday and Thursday: https://workweek.com/brand/fintech-takes/ And for more exclusive insider content, don't forget to check out my YouTube page. Follow Alex:  YouTube: https://www.youtube.com/channel/UCJgfH47QEwbQmkQlz1V9rQA/videos LinkedIn: https://www.linkedin.com/in/alexhjohnson Twitter: https://www.twitter.com/AlexH_Johnson Follow Luke: https://www.linkedin.com/in/luke-voiles/ Learn more about Pipe at https://pipe.com/fintechtakes

In a high-energy session that sparked nods across the room, Lucille and Marc tackled the shifting paradigms in the SaaS market—and made a compelling case for why vertical SaaS is quickly outpacing horizontal models.Marc opened with a candid assessment of the current SaaS landscape. “What's the flaw in the current market?” he asked. In his view, horizontal SaaS faces serious headwinds:AI is leveling the playing field: Tools like AI-assisted coding have lowered the barrier to entry. Startups can now build and scale to $10–20M in revenue without a CTO, making it easier than ever to launch—but harder to stand out.Enterprise sales are brutal: Horizontal SaaS faces challenges in defining clear ICPs (Ideal Customer Profiles), making it harder to gain traction quickly. This often results in sluggish proof points and delayed product-market fit.Vertical SaaS—companies that serve a single, well-defined industry—has several structural advantages that Lucille and Marc believe make it the smarter play:Clear Go-To-Market MotionWith deep domain knowledge, vertical SaaS teams know exactly how to sell and to whom. Their understanding of customer pain points gives them a clear runway for product adoption.Economic Moats from the StartBy solving a niche problem deeply (rather than broadly), vertical SaaS players build sticky products with defensible positioning. This leads to easier upselling and faster PMF (product-market fit).Composable GrowthOnce established in one vertical, these companies can expand into adjacent markets or layers—embedding financial products like payments, insurance, or lending. That transforms them into mini-operating systems for their customers.AI as an Embedded EdgeAI isn't just a buzzword here—it's embedded into the business model. These companies use AI to build smarter workflows, increase automation, and create differentiated products right out of the gate.M&A and Platform PotentialVertical SaaS allows for cleaner M&A and roll-up strategies, given the homogeneity of the user base. This is significantly harder with broad horizontal plays. Layering in APIs and platforms makes them extensible and scalable.Lucille emphasized that success in vertical SaaS hinges on one key ingredient: deep workflow integration. These companies become indispensable to their customers, reducing churn and increasing lifetime value. It's not about shallow features—it's about becoming mission-critical.“The future is not just SaaS—it's vertical SaaS,” Marc concluded. “That's how you build enduring, category-defining software companies.”

Rishi Taparia is a seasoned operator turned investor who brings a unique perspective from his time in the trenches at companies like Poynt and Legion. Now, as the Co-founder of Garuda Ventures, he invests in the next generation of B2B software companies.In this episode, we dive deep into the seismic shifts happening in the world of B2B SaaS, thanks to AI. We'll explore how the rules of software are being rewritten, what a real 'moat' looks like in this new era, and why customer trust might be the most valuable asset a company can have. Rishi shares his 'team, market, product, vision' framework for investing and offers a candid look at the emotional rollercoaster of building a company from the ground up.Links: ⭐ Sponsored by Podcast10x - Podcasting agency for VCs - https://podcast10x.comGaruda Ventures website - https://www.garuda.vcGaruda Ventures newsletter - https://garuda.substack.com/Brick by Brick podcast - https://www.youtube.com/@brickxbrickpodRishi Taparia on Linkedin - https://www.linkedin.com/in/rktaparia/Rishi Taparia on X - https://x.com/tapsTaps Notes (Rishi's newsletter) - https://taps.substack.com/Arpan Punyani on Linkedin - https://www.linkedin.com/in/arpanpunyani/Arpan's newsletter - https://arpanpunyani.substack.com/

Byron Deeter is a Partner at Bessemer Venture Partners, and one of the most renowned SaaS investors. Byron has led 19 unicorn investments, including IPO successes like ServiceTitan, Procore, Twilio, Box, Gainsight, Intercom, DocuSign, SendGrid. His portfolio includes eight companies that have gone public. Insane.  Agenda: 00:00 – Why are the stakes in AI higher than ever before? 05:20 – Is defensibility in AI gone for good? 07:40 – Do margins even matter when backing the next Anthropic or Perplexity? 09:50 – How does Byron think about future dilution when investing in AI today? 12:10 – With 40% of venture money going to 10 deals, is there any point investing elsewhere? 13:40 – Is vertical SaaS dead? Is there any point when the large players can own it? 18:00 – Will AI shift from the tech budget to the human labor budget and unlock trillions? 21:10 – Are we entering the era of billion-dollar businesses built by 10 people? 25:20 – Is treble-treble-double-double now too slow for AI companies? 33:10 – In today's AI gold rush, is it better to scream the loudest or just build the best product? 41:10 – What specific growth rates are best in class, good and not good enough today?  55:00 – Is venture now just a game of scale — Chanel vs. Walmart?    

In this session, CRO of ServiceTitan, Ross Biestman, and Chemistry's Managing Partner and Co-Founder, Kristina Shen, discuss ServiceTitan's founding principles and growth from a small company to a $11 billion vertical SaaS leader. Together they cover ServiceTitan's mission-driven approach, and its successful adoption of AI for operational efficiency. Ross shares personal anecdotes about customer interactions and pivotal moments leading to ServiceTitan's massive success. The episode underscores the importance of on-site customer interactions and the role of AI and disciplined expansion in their growth strategy. ------------------ This episode of the SaaStr podcast is sponsored by: get.tech The best .coms are taken or overpriced. So you settle on a workaround domain for your website. Don't compromise. Get a clean, sharp .tech domain that instantly says: this is a tech startup. Grab yours at get.tech/saastr or via domain registrars like GoDaddy. ------------------ Hey everybody, SaaStr AI's next stop takes us to London on December 2nd and 3rd! It's Christmas with SaaStr and 2,000 of the best SaaS and AI leaders. The biggest names will be there. The best networking.  Early adopter tickets are selling faster than we expected. So don't wait. With only 5 months until the event, we expect this year's SaaStr London event to sell out to capacity.  Use my code jason20pod for exclusive savings. Get your tickets now at podcast.saastrlondon.com or use code jason20pod at checkout. SaaStr AI London – where SaaS Meets AI in London. See you there. ------------------ Hey everybody, SaaStr Annual will be back in May of 2026.  The world's largest SaaS + AI gathering for executives. Just this May we hosted: 10,000 attendees with 68% VP-level and above, 36% CEOs and founders and a growing 25% were AI-first professionals. This is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.  But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait. Lock in your spot today. Use my code JASON100 for exclusive savings. Get your tickets at podcast.saastrannual.com or use code JASON100 at checkout. 

Win, Expand, Extend in Vertical SaaS Hello, this is Hall T. Martin with the Startup Funding Espresso -- your daily shot of startup funding and investing. In a vertical SaaS business model, there's a strategy for growth called Win, Expand, and Extend. In this model, the startup wins its initial customer application. From there, the business expands into other areas of the company. This includes other applications that use the same platform, data, or technology. A platform-based approach provides an environment in which to plug in more applications. A data-based approach means owning the core data and applying it to other applications. A technology-based approach means applying the core engine to other applications. An example technology would be Artificial Intelligence. Extending the business model can go into suppliers and vendors. The application could be moved into a supplier network to provide a more efficient and seamless process. The user's customers are potential targets. Partners of the company could also be candidates Finally, finance providers could be engaged.  In this case, the company can offer payment solutions to help customers purchase the product. Consider the Win, Expand, and Extend strategy for your vertical SaaS business.   Thank you for joining us for the Startup Funding Espresso where we help startups and investors connect for funding. Let's go startup something today. _________________________________________________________ For more episodes from Investor Connect, please visit the site at:   Check out our other podcasts here:   For Investors check out:   For Startups check out:   For eGuides check out:   For upcoming Events, check out    For Feedback please contact info@tencapital.group    Please , share, and leave a review. Music courtesy of .

More Control Points in Vertical SaaS Hello, this is Hall T. Martin with the Startup Funding Espresso -- your daily shot of startup funding and investing. Vertical SaaS is a great business model for startups to use. It focuses the product on one specific sector. This brings many advantages in funding, competition, application development, and more. A control point is a strategy for controlling the customer account. Here are more control points for a vertical SaaS startup. Drive demand by generating access to more customers. Offer payment tools such as short-term loans to pay for the service. If your solution drives enough business, you can take a percentage of revenue as payment for the service. Network the customer with their vendors and suppliers to create a better experience. Provide value-added products for customers, such as concierge services. Provide an alternative network to the customer's current system. Many customers have outdated solutions.  Instead of replacing them, provide an alternative path for users to do their job. Consider how to engage these control points for your vertical SaaS customer.    Thank you for joining us for the Startup Funding Espresso where we help startups and investors connect for funding. Let's go startup something today. _________________________________________________________ For more episodes from Investor Connect, please visit the site at:   Check out our other podcasts here:   For Investors check out:   For Startups check out:   For eGuides check out:   For upcoming Events, check out    For Feedback please contact info@tencapital.group    Please , share, and leave a review. Music courtesy of .

A Moneycontrol analysis shows that recently several stocks have responded positively to leadership changes. Also in this edition: exclusive interviews with Apollo Hospitals Managing Director Suneeta Reddy and Zoho CEO Mani Vembu. We have details on India's plans to set up a 100 qubit superconducting quantum computing facility, how Delhi's universities are running large deficits, and why PE funds are increasingly investing in family-owned businesses. All this and more in today's Moneycontrol Editor's Picks.

Control Points in Vertical SaaS Hello, this is Hall T. Martin with the Startup Funding Espresso -- your daily shot of startup funding and investing. Vertical SaaS is a great business model for startups to use. It focuses the product on one specific sector. This brings many advantages in funding, competition, application development, and more. A control point is a strategy for controlling the customer account. This provides a hedge against competition.  In a vertical SaaS business, there are three control points. The first is the workflow. If your product provides the core workflow, you own the operations of the customer's business. This makes it harder for a competitor to displace your solution. The more the customer uses your workflow, the stickier your product. The second is the data. If you own the core data set of the customer's account, then others must go through your system to access that data. This makes your solution stickier and harder to move to another solution. The third is the level of account engagement. The higher your account contact in the organization, the stronger your position against the competition. Consider how to engage these three control points for your vertical SaaS customer.    Thank you for joining us for the Startup Funding Espresso where we help startups and investors connect for funding. Let's go startup something today. _______________________________________________________ For more episodes from Investor Connect, please visit the site at:   Check out our other podcasts here:   For Investors check out:   For Startups check out:   For eGuides check out:   For upcoming Events, check out    For Feedback please contact info@tencapital.group    Please , share, and leave a review. Music courtesy of .

Why Invest in Vertical SaaS Hello, this is Hall T. Martin with the Startup Funding Espresso -- your daily shot of startup funding and investing. Vertical SaaS is a venture sector in the tech space. It narrows the scope of the startup to a single application. Vertical SaaS has many advantages as follows: It's easier to position in the market and message to the customer. By narrowing the scope, the startup can dive deeper into the application, providing a better solution. Distribution can be easier as it focuses on one vertical. Vertical SaaS is highly specialized for the customer's needs. There's less competition because the overall space is smaller. Vertical SaaS requires less capital to launch and scale the business. The key to a successful vertical SaaS business is to ensure there's a large enough market.  If the total available market is too small, it will be difficult to achieve a venture outcome. The founder needs to be highly experienced in the sector. For many applications, a vertical SaaS approach will yield a successful startup. Consider focusing your startup on a specific sector.   Thank you for joining us for the Startup Funding Espresso where we help startups and investors connect for funding. Let's go startup something today. _______________________________________________________ For more episodes from Investor Connect, please visit the site at:   Check out our other podcasts here:   For Investors check out:   For Startups check out:   For eGuides check out:   For upcoming Events, check out    For Feedback please contact info@tencapital.group    Please , share, and leave a review. Music courtesy of .

Guest: Sammy Greenwall, Founder of Henry.aiWhat if your go-to-market motion could skip past theory and build from real-world pain?That's exactly how Sammy Greenwall, founder of Henry.ai, approaches commercial real estate—and why his vertical AI startup is scaling without traditional sales or marketing. Sammy's background as a CRE professional-turned-founder gave him not only insight, but language, trust, and distribution advantages. In this episode, he shares how founder-market fit drives everything from product strategy to GTM efficiency—and how it's paying off in a space historically allergic to software.Sammy also pulls back the curtain on:How PLG became a byproduct of customer obsession—not the planBuilding a waitlist-worthy brand (with no ad budget)Creating real enterprise value in a low-trust, high-volume industryThree Key Takeaways for B2B GTM Leaders:1. Founder-Market Fit > Generic Product-Market FitSammy's deep domain experience gave him a faster path to traction: he didn't just “identify” pain—he lived it. That meant smarter onboarding flows, tighter feature prioritization, and messaging that clicked with buyers the first time. CEOs and founders with industry-specific experience should lean hard into that unfair advantage.2. PLG Isn't a Tactic—It's the Outcome of Product ObsessionHenry.ai didn't set out to be a PLG company. Instead, they tracked usage down to individual clicks, met with every early user, and iterated daily. That intensity created a product people wanted to talk about, which fueled organic adoption, referrals, and even early enterprise wins.3. AI Doesn't Just Accelerate Work—It Replaces ItIn CRE, Sammy's platform cut multi-week deal deck creation down to hours. That kind of workflow disruption isn't about “boosting productivity”—it's about letting revenue-generating staff focus on high-value activities like deals and relationships. This shift reframes AI adoption for skeptical buyers and opens the door to premium pricing.---Not Getting Enough Demos? Your messaging could be turning buyers away before you even get a chance to pitch.

Ryan Sachtjen is the Co-founder and CEO of Threeflow, building software for employee benefits brokers and insurance carriers.We start with a deep dive into the nearly $2 trillion dollar employee benefits market, including the structural issues that actually give the smallest companies the most leverage.We also talk about insurance more broadly, AI opportunities in insurance, lessons from kickstarting a marketplace doing nearly $3B in volume, when his wife got cancer two months after closing Threeflow's seed round, and how his co-founders adjusted to support him.Special thanks to Bolt for supporting this episode! Join the world's largest hackathon - up to $1m in prizes. Sign-up here.Timestamps:(3:57) Threeflow: B2B benefits marketplace(5:50) How the benefits industry works(9:20) The importance of brokers in insurance(12:32) Benefits broker software stack(15:36) How to make money in employee benefits(21:11) Ways to compete in insurance(26:34) How AI is changing insurance(31:01) What its like to be an insurance broker(35:37) Starting ThreeFlow in 2016 pre-LLMs(40:13) The 128 day walk through Europe before Threeflow(44:47) When his wife was diagnosed with breast cancer(50:23) Advice for founders on surviving large personal events(52:46) Threeflow's unorthodox Seed round(59:46) How to vet your investors(1:04:14) Why insurance brokers exist(1:05:08) How to build a marketplace on top of Vertical SaaS(1:10:53) Choosing a marketplace entry point(1:15:05) $2.5B in premium volume on Threeflow workflows(1:26:39) Importance of supply side volume in a marketplace(1:31:21) Fundraising without a formal process(1:33:03) Hiring for “just get stuff done”(1:36:22) AI opportunities in insurance(1:41:05) Building software in insurance(1:44:56) Tactics for running a distributed team(1:49:04) Creating your own playbooksReferencedTry ThreeflowCareers at ThreeflowFollow RyanLinkedIn: https://www.linkedin.com/in/ryansachtjen/Follow TurnerTwitter: https://twitter.com/TurnerNovakLinkedIn: https://www.linkedin.com/in/turnernovakSubscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/

In episode 8 of Platform Builders, Christine Spang and Isaac Nassimi are joined by John Melas-Kyriazi, founder and CEO of Standard Metrics. John shares his journey from VC to founder and how he's rethinking investor–portfolio company collaboration. From spreadsheets to vertical SaaS, and now to AI-powered platforms, John dives deep into building software that's truly purpose-built for venture capital.

Vertical SaaS customers don't buy software for 10 months, they buy it for 10 years. That's the opportunity and the challenge. Switching costs are high, which makes it hard to get in but once you're in, you're in.But regular SaaS playbooks don't work here. Forget PLG. Forget design partners. These industries have been burned too many times by bad software. Here, Trust defines GTM. Think warm introductions and on-site meetings, not cold emails and Zoom calls.But for founders building in vertical SaaS, there's little to learn from. So in this episode of The Neon Show, we bring together three founders who are building in the trenches of Vertical SaaS.Omkar Patil, Co-founder of Pienomial, helping biopharma companies run faster clinical research and unlock insights from complex drug data.Kumar Siddhartha, Co-founder of Merlin, rebuilding ERP from the ground up for the US construction industry.Divyaanshu Makkar, Co-founder of WizCommerce, modernising sales and commerce tools for wholesale distributors.If you're building SaaS for niche markets or wondering why traditional playbooks are failing, this episode is for you.0:00- Pienomial X WizCommerce X Merlin0:51 – What are we building in Vertical SaaS?4:29 – Vertical SaaS buyers are sticky by nature6:57 – How to build for industries used to Below-Par Tech?10:46 – Fix what your customer hated about the last vendor12:17 – Why these industries pay billions for implementation?13:38 – How we got our First customers?20:03 – Warm intros and word-of-mouth still win23:56 – Why Design Partners don't work in Vertical SaaS?27:17 – Why you should never sell your first product for free?30:29 – Can you Co-build products with early customers?34:33 – Building Your Own Platform Vs Building on Top of one39:33 – Building alongside Legacy players or innovating around them?44:31 – SaaS isn't going anywhere, AI will amplify it46:49 – Can AI agents really be reliable?48:42 – Which roles shouldn't be automated?52:16 – How to approach GTM where users guide you?54:43 – Why trust is everything here?58:54 – How to sell softwares used for 10 years?1:01:02 – How to win when the product demo comes last?1:03:16 – Why NOW for traditional industries with unsolved problems1:09:17 – Thoughts on agentic workflows1:13:02 – Why be Bearish on the “AI Employee Concept”?1:16:57 – Rapid Fire : Google or Perplexity?1:17:37 – LLMs: Open-source or Closed?1:18:19 – Favorite work software + We're hiring!1:19:42 – One business buzzword that should disappear1:20:55 – A Vertical SaaS company we admire (and why)-------------​​India's talent has built the world's tech—now it's time to lead it.This mission goes beyond startups. It's about shifting the center of gravity in global tech to include the brilliance rising from India.What is Neon Fund?We invest in seed and early-stage founders from India and the diaspora building world-class Enterprise AI companies. We bring capital, conviction, and a community that's done it before.Subscribe for real founder stories, investor perspectives, economist breakdowns, and a behind-the-scenes look at how we're doing it all at Neon.-------------Check us out on:Website: https://neon.fund/Instagram: https://www.instagram.com/theneonshoww/LinkedIn: https://www.linkedin.com/company/beneon/Twitter: https://x.com/TheNeonShowwConnect with Siddhartha on:LinkedIn: https://www.linkedin.com/in/siddharthaahluwalia/Twitter: https://x.com/siddharthaa7-------------This video is for informational purposes only. The views expressed are thosSend us a text

In this episode of Fintech Layer Cake, host Reggie Young speaks with Matt Brown, early-stage investor at Matrix Partners and former product leader at Afterpay.Matt dives into the evolving landscape of vertical SaaS, why embedded fintech still has massive untapped potential, and how PE and VC are converging to create new opportunities. He also shares lessons from founding Bonsai, including counterintuitive insights about customer feedback and learning rate. They cover founder-investor dynamics, the future of BNPL, and Matt's writing process behind his popular “X topic in 1,000 words” series.If you're building in fintech, SaaS, or just want to understand the deeper trends shaping both, this is a must-listen.

Phil Stern is the operating principal of Mainsail Partners, a growth equity firm that invests in bootstrapped vertical SaaS companies. Mainsail offers deep operating support to the leaders in their portfolio companies to help them grow more efficiently. Phil leads the GTM operations team, helping their founders scale sales, marketing, and success teams.  Phil was an experienced SaaS sales leader at several companies before joining Mainsail to focus on helping their portfolio companies scale up to $30M ARR or more. Phil's team helps founders solve challenging problems with sales leadership, rev ops technology, compensation, marketing analysis and planning, and more with deep operational insights customized for each company.  In this episode, Phil discusses these important topics. The five keys  to hiring your first head of sales to graduate from founder-led sales to a scalable sales team How Mainsail specialists partner with founders and their leaders to help them solve their most important GTM problems quickly How Phil helps with due diligence on potential investments to assess the upsides and opportunities for revenue growth Why Mainsail is focused on vertical SaaS companies with founders who are experts in their domains Quote from Phil Stern, Operating Principal at Mainsail Partners “Hiring a first head of sales is typically one of the first roles we're going to hire. This sales leader needs to be willing to sell the product. You're not coming in at $5 million of ARR to be an armchair VP. You own part of the quota, you're going to cover for a rep at a trade show or on maternity leave, whatever it takes.  “You have to be willing to sell. So if you come in just to strategize and move chess pieces around, it's just not the job for you. “If you don't sell, you won't get close enough to the customer. For these customers in vertical end markets, you need to get close to them, learn from them, understand them, and speak to them.  “It's really back to a bootstrapper mentality. The CEO has been doing absolutely everything up and down the business. I'm asking a sales leader to do everything up and down the go-to-market.” Links Phil Stern on LinkedIn Mainsail Partners on LinkedIn Mainsail Partners website The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.

In this episode, CJ is joined by Peter Benevides, CFO of Olo, a leading vertical SaaS company powering digital ordering, payments, and guest engagement solutions for popular restaurant brands. Peter explains how Olo successfully expanded into payments and used this as a strategic advantage. He breaks down how the company stacks S-curves through continued product expansion and adoption, and how this enables them to increase revenue without increasing the take-rate. The conversation also covers pricing strategy and how Olo balances subscription and consumption-based models. Peter also sheds light on what it's like selling into franchise businesses and lessons learned from other vertical SaaS companies like Veeva.If you're looking for an ERP head to NetSuite: https://netsuite.com/metrics and get a customized KPI checklist.—SPONSORS:NetSuite provides financial software for all your business needs. More than 40,000 companies have already upgraded to NetSuite, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you're looking for an ERP platform ✅, head to NetSuite https://netsuite.com/metrics and get the CFO's Guide to AI and Machine Learning.RightRev 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. Whether it's multi-element arrangements, subscription renewals, or complex usage-based contracts, RightRev takes care of it all. That means fewer spreadsheets, fewer errors, and more time for your team to focus on growth. For modern revenue recognition simplified, visit rightrev.com and schedule a demo.Planful is a financial performance management platform designed to streamline financial tasks for businesses. It helps with budgeting, closing the books, and financial reporting, all on a cloud-based platform. By improving the efficiency and accuracy of these processes, Planful allows businesses to make better financial decisions. Find out more at www.planful.com/metrics.Brex offers the world's smartest corporate card on a full-stack global platform that is everything CFOs need to manage their finances on an elite level. Plus they offer modern banking and treasury as well as intuitive expenses and accounting automation, bill pay, and travel. Brex makes it easy to control spend before it happens, automate annoying tasks, and optimize your finances. Find out how Brex can help you make every dollar count at brex.com/metrics.Vanta's trust management platform takes the manual work out of your security and compliance process and replaces it with continuous automation. Over 9000 businesses use it to automate compliance needs across over 35 frameworks like SOC 2 and ISO 27001. Centralize security workflows, complete questionnaires up to five times faster, and proactively manage vendor risk. For a limited time, get $1,000 off of Vanta at vanta.com/metrics.Tropic is an intelligent spend management solution that consolidates your spend data and processes into one unified offering, enabling insights and decisive action. It doesn't just show you where the problems are—it helps you solve them. From spotting hidden optimization opportunities, like duplicative spend, to automating those painful procurement workflows, to giving you the best market data that turns every vendor negotiation in your favor. Tropic combines smart insights with real human expertise to keep you ahead of the curve. Visit tropicapp.io/mostlymetrics to learn how—FOLLOW US ON X:@cjgustafson222 (CJ)—TIMESTAMPS:(00:00) Preview and Intro(01:53) Sponsor – NetSuite | RightRev | Planful(05:24) An Introduction to Olo(08:34) Reaching Larger and Smaller Enterprises(10:34) The Focus on Guest-Facing Technology(13:22) The Evolution of Payments at Olo(16:38) Sponsor – Brex | Vanta | Tropic(20:33) The Card-Not-Present Offering and Fraud(23:50) Knowing Who Your Guest Is and Olo's Extended Value Prop(32:04) Stacking S-Curves(33:30) Increasing Revenue Without Increasing the Take-Rate(36:27) How the Payments Module Makes Other Products Stickier(37:39) Advice to CFOs Looking to Add Payments(39:11) Pricing Subscription and Consumption-Based Products(42:35) Forecasting and the Predictability of This Model(44:43) Vertical Software Company Case Study: Veeva(49:06) Working with Franchises(53:42) Long-Ass Lightning Round: Planning for the Future(56:16) Advice to Younger Self(58:48) Finance Software Stack(59:24) Craziest Expense Story Get full access to Mostly metrics at www.mostlymetrics.com/subscribe

Dave Yuan is the founder of Tidemark, an active growth equity investor focusing on vertical SaaS companies with outsized advantages that can become “control points” in their markets and grow very big. Dave and Tidemark have invested in successful companies like Toast, ServiceTitan, Karbon and Dutchie.  In this episode, Dave shares some of the most useful strategic growth frameworks for vertical SaaS companies to grow through winning market share, expanding with additional products, and even extending through an industry ecosystem serving new markets. We also talk about the impact of AI on established vertical SaaS players and how it's both an opportunity and a thre Tidemark supports the global community of practical vertical SaaS founders by publishing their strategic growth frameworks, their annual Vertical SaaS Benchmarketing Report,  and they host the annual Vertical SaaS Collective Live conference for founders.  Quote from Dave Yuan, founder at Tidemark “Vertical SaaS founders should not be asleep with AI. You can wave it off, view it as a toy, and say that no one's going to trust that outcome or use it. That may have been the case, but things are changing really quickly. “Lots of smart people are making it better every month, and you have a massive opportunity to improve it with your data and workflow. “Jump into it to control your destiny. Don't get caught sleeping without AI in your product in a useful way.” Links Dave Yuan on LinkedIn Tidemark on LinkedIn Tidemark website Tidemark Vertical SaaS Knowledge Project  VSaaS Collective Live 2025 conference Vertical SaaS Benchmark Report 2024 The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com/newsletter.

In this episode Rex chats with Sheel Mohnot from Better Tomorrow Ventures. Sheel shares his journey of living on a dollar a day in India, founding and selling multiple companies (including one sparked by a chance meeting on a train), and even hosting nine weddings—one of them sponsored by Taco Bell in the metaverse. They dive into Sheel's evolving personal finance stack, from traditional banks to Robinhood's gold credit card, and discuss why consumer fintech is suddenly exciting again. Sheel also unpacks how AI-driven solutions are transforming bookkeeping, mortgage operations, and more. From vertical SaaS insights to San Francisco's culture of radical experimentation, this conversation is a whirlwind tour of where fintech is headed.00:00:00 - Introduction00:01:00 - BTV Office & Life Above Work00:02:46 - Microfinance & Typhoid Stories00:04:01 - Half-Billion Domain Startup00:05:13 - Nine Weddings & Taco Bell00:06:28 - Building a Modern Finance Stack00:08:14 - Credit Cards & Margin Lending00:10:24 - Bank Inefficiencies & Chime's IPO00:11:33 - Consumer Fintech: Lessons & LTV00:15:50 - B2B Focus & Early-Stage Strategy00:19:15 - AI in Services: Accounting & Mortgage00:23:07 - Vertical SaaS & Embedded Finance00:31:10 - AI's Impact on Low-Margin Services00:33:34 - Doing More with Less & Moats00:40:01 - Regulatory Shifts & SF's Future

SaaStr 786: Going Long: How Procore's Founder Tooey Courtemanche Built a Billon-Dollar SaaS Empire Over 23 Years What does it take to build and scale a vertical SaaS giant over two decades? According to Tooey Courtemanche, CEO and Founder of Procore, it's about focus, perseverance, and a relentless commitment to customer success. In a recent conversation with SaaStr CEO and Founder Jason Lemkin, Tooey shared insights into his 23-year journey as CEO of Procore, the leading SaaS platform for construction management. From surviving economic downturns to scaling into a multi-product enterprise serving millions, Procore's story is a masterclass in vertical SaaS excellence. Tooey offers insights into maintaining work-life balance, strategic shifts during the financial crisis, transitions to multi-product offerings, and the impact of AI in the construction industry. Tooey also emphasizes the importance of customer-centricity and how Procore's brand has become ubiquitous in the U.S. construction market while exploring new international territories. Whether you're a SaaS enthusiast, a founder, or interested in the construction tech landscape, this episode is packed with valuable lessons and forward-thinking strategies. -------------------------------------------------------------------------------------------- SaaStr hosts the largest SaaS community events on the planet. Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier this year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code JASON50 for an extra discount on our very best pricing. -------------------------------------------------------------------------------------------- 

In this second episode of our three-part series with Payabli, we dive into their Pay Out product and explore how SaaS platforms are transforming money movement. Jo Phillips and Will Corbera share how they identified gaps in the market and built a unified API that enables software companies to embed and monetize payouts seamlessly. They discuss how traditional payout models often fail to maximize efficiency and revenue, and why SaaS platforms should go beyond simple merchant settlements.This episode breaks down the growing role of embedded managed payables and on-demand payouts, showing how software platforms can streamline vendor payments while creating new income streams. Jo and Will also highlight the impact of virtual card issuance as a revenue driver and explain why integrating both accounts receivable and payable within a single platform is a game-changer. Tune in to learn how embedded payouts are shaping the future of fintech and SaaS payments.

SaaStr 787: 10 Ways Sales is Different in Vertical SaaS with Mangomint's VP of Sales Marchelle Mooney While some might dismiss sector-specific vertical SaaS software as ‘too small' or ‘too niche', companies like Veeva ($40B), Clio ($3B), Toast ($1.3B), and Slice ($1B) have proven there's massive value in going deep rather than broad. Mangomint has quietly built an impressive vertical SaaS business in the spa and salon space, growing 100% year-over-year to approach $20M ARR with 110% NRR. So we asked Mangomint's VP of Sales Marchelle Mooney to share 10 ways sales is different in vertical SaaS. Marchelle's personal journey took her from early adopter of Mangomint, to 6 years later, VP of Sales over a 25+ person SMB sales team. Here's some of what she's learned along the way. -------------------------------------------------------------------------------------------- SaaStr hosts the largest SaaS community events on the planet. Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier next year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code JASON50 for an extra discount on our very best pricing. --------------------------------------------------------------------------------------------   

SaaStr 777: The Rise of Vertical SaaS: Achieving 110% NRR from SMBs with Mangomint's CEO Join SaaStr CEO and Founder, Jason Lemkin, and CEO of Mangomint, Daniel Lang, as they dive into the booming world of vertical SaaS. Discover why software tailored for niche industries like salons and spas is gaining traction. Daniel shares insights on the evolution of salon software, the impact of embedded financial services, and the challenges and strategies around customer onboarding and retention. Learn about Mangomint's impressive growth and the importance of automation and AI in small business operations. This episode is packed with valuable takeaways for SaaS enthusiasts and entrepreneurs. -------------------------------------------------------------------------------------------- SaaStr hosts the largest SaaS community events on the planet. Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier next year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code NOVEMBER20 for an extra discount on our very best pricing. --------------------------------------------------------------------------------------------  This episode is sponsored by: mmhmm.app Build client relationships faster with mmhmm, the app that helps you impress prospects in every meeting. Create and send recordings that help them get to know you. Try it free on Mac and Windows at mmhmm.app. That's M-M-H-M-M dot app --------------------------------------------------------------------------------------------

SaaStr 774: The Vertical SaaS Rocketship: Samsara's CEO and Co-Founder Sanjit Biswas and SaaStr CEO and Founder Jason Lemkin on Samsara's Journey to $1.26 Billion in ARR! SaaStr CEO and Founder Jason Lemkin has an exclusive conversation with Sanjit Biswas, founder and CEO of Samsara and a two-time entrepreneur with over 20 years of experience.  Sanjit shares insights on the growth of Samsara, a leading vertical SaaS company that's disrupting the industry by growing 36% and reaching $1.26 billion in ARR. We dive into how Samsara is transforming operations across various fields including fleets, trucks, and more, by leveraging innovative AI technologies. Sanjit discusses the company's early days, the impact of their first startup, Meraki, and what led them to create Samsara. We also explore the importance of maintaining strong team dynamics, the role of customer feedback in product development, and how Samsara is enabling real-world AI applications. Tune in to learn about the fascinating journey and the future of Samsara directly from its visionary founder. -------------------------------------------------------------------------------------------- SaaStr hosts the largest SaaS community events on the planet. Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier next year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code NOVEMBER20 for an extra discount on our very best pricing. --------------------------------------------------------------------------------------------  This episode is sponsored by: mmhmm.app Build client relationships faster with mmhmm, the app that helps you impress prospects in every meeting. Create and send recordings that help them get to know you. Try it free on Mac and Windows at mmhmm.app. That's M-M-H-M-M dot app --------------------------------------------------------------------------------------------