Shows
HeresyThe Rise and Fall of Stack Overflow — and What AI Changes Next | Jeff SzczepanskiStack Overflow went from a scrappy side project to the backbone of modern software development — and sold for $1.8B along the way. Today, many are questioning its future.So what really happened?In this episode, I sit down with former Stack Overflow COO Jeff Szczepanski to unpack how the company scaled from community to global platform, why it pivoted into enterprise SaaS, what drove the Prosus acquisition — and why traffic is now falling in the age of AI.We also explore the bigger picture:Are LLMs replacing developer communities? Is programming still a vi...
2026-02-121h 18
The 22 Show by SaaS22The 22 Show Ep 10 | A GTM Maestro's Playbook in the AI Age ft. Alex ScholzIn this episode of The 22 Show, Tejas Kinger interviews Alex, a leader in the GTM space, discussing the evolution of go-to-market strategies for SaaS companies, the impact of AI, and the importance of understanding customer needs. Alex shares insights from his diverse background, including his journey from music production to tech, and emphasizes the significance of metrics, global strategies, and the balance between horizontal and vertical SaaS. The conversation also touches on the role of AI in enhancing sales processes and the importance of maintaining human connections in business.Learn more about SaaS22 here: https://about.saas22.com...
2025-08-2736 min
The 22 Show by SaaS22The 22 Show Ep 9 | Why Most SaaS Partnerships Fail and How to Fix Them ft. Issac BetanzosIn this episode of The 22 Show, we sit down with SaaS partnerships veteran Isaac Betanzos to unpack one of the most persistent challenges in the industry: why most SaaS partnerships fail. With over a decade of experience building and scaling partner ecosystems across the globe, Isaac shares a masterclass on the strategy, psychology, and tactics required to turn partnerships into a powerful growth engine.Whether you're a partnership leader, a SaaS founder, or a professional looking to master the art of strategic alliances, this conversation is packed with actionable insights, real-world examples, and a clear roadmap for building partnerships...
2025-08-1836 min
The 22 Show by SaaS22The 22 Show Ep 8 | The only Product Hunt masterclass you’ll ever need: a deep-dive with Laura CruickshanksIn this in-depth conversation, SaaS22 host Tejas sits down with Laura Cruickshanks, Co-founder of Atlas, to deconstruct her incredible journey and the tactical playbook behind her team's recent launch success. Laura shares candid stories, hard-won lessons, and the strategies that founders can apply to their own GTM motions in 2025.This isn't just about a launch—it's about building a company culture of "extreme alignment," embracing the power of community, and knowing when to pivot.Read Laura's Full Interview with SaaS22 here: https://app.saas22.com/story/42/atlas-cracked-product-hunt-laura-cruickshanksLearn more about SaaS22 here: https://about.saas22.com/Follow Sa...
2025-08-1449 min
The 22 Show by SaaS22The 22 Show Ep 7 | Your SaaS sales blueprint for 2025 and beyond ft. Shuba BaskaranIn this episode, we sit down with Shuba Bhaskaran, a former programmer turned sales leader, to uncover the honest truths behind her transformation—and how she built a sales career grounded in empathy, adaptability, and modern tools like AI.Whether you're a sales professional, founder, startup leader, or just exploring the human side of business, this conversation is packed with real-life stories, tactical insights, and reflections on navigating change.🎯 What You'll Learn:How Shuba transitioned from programming to leading sales teams• The biggest shifts in the sales landscape• Foundational sales challenges—and how she overcame them• How AI is reshaping sal...
2025-07-0338 min
The 22 Show by SaaS22The 22 Show Ep 6 | The Unfiltered Truth About Demo Day ft. Nick Armstrong (Chirp)What really happens behind the scenes of a startup accelerator Demo Day? 🚀In this raw and insightful interview, Nick Armstrong, founder of CHIRP, shares his journey through the Startmate accelerator, offering an inside look at how his team pivoted to a conversational AI sales assistant just weeks before their Demo Day pitch.👉 Discover:• The high-pressure reality of preparing a pitch while overhauling a product• How customer feedback led to a bold pivot• The true goals of Demo Day: funding, customers, or awareness?• Nick’s unfiltered advice for early-stage founders: rehearse, lean o...
2025-07-0231 min
Venturing with Vishesh — Startup Founder Interviews on SaaS, AI, Fundraising & Venture Capital.#42 What It Really Feels Like to Exit to Amazon | The Billing Bottleneck Crippling SaaS Growth | Griffin ParryEpisode 42, I'm joined by Griffin Parry, the Founder and CEO of m3ter, a billing infrastructure company that helps software businesses drive revenue growth through usage-based pricing. This episode explores the transformative journey of a successful entrepreneur who exited his business to Amazon Web Services (AWS) and shares valuable insights on building a successful startup, navigating the challenges of usage-based pricing, and creating a billing infrastructure that drives revenue growth.Timecodes:0:00 - Introduction1:46 - The Memo That Changed His Career: Streaming Before It Was Obvious3:50 - Bootstrapping GameSparks and Raising Along the Way4:43 - Why AWS Acquired His Startup7:33...
2025-06-2649 min
The 22 Show by SaaS22The 22 Show Ep 5 | The only SaaS partnerships masterclass you’ll ever need: a deep-dive with Heather PertelWhat’s the secret to a great partnership? In a refreshingly honest chat, Heather Pertel, Rocketlane’s Head of Alliances, argues it’s all about the human element. Drawing on two decades in SaaS, she shares her journey and the powerful lesson behind her famous "no-assholes policy"—if you can’t build a genuine connection, the deal is destined to fail. This deep-dive covers everything from GTM strategy and navigating "co-opetition" to leveraging AI and building community. It’s a masterclass in how trust and relationships, not just revenue, are the true drivers of success in modern tech.Read Heather...
2025-06-1736 min
The 22 Show by SaaS22The 22 Show Ep 4 | Applying to Y Combinator in 2025? Don't miss this episode! Sneha: Merlin AI (YC S24) spills the teaSneha—a supply chain veteran turned tech founder, shares her inspiring Y Combinator journey. Tired of outdated enterprise software in construction, she and her co-founder (and brother!) built Merlin AI. Sneha demystifies the intense YC application process, highlighting the value of its brutal honesty and the clarity it brings. She reveals the magic of YC's office hours, the power of its tight-knit community, and the surprising humility of its partners. From all-nighters to meeting industry giants, Sneha's experience proves that YC is more than an accelerator – it's a transformative journey for founders ready to build something people want. This is a...
2025-04-2938 min
The 22 Show by SaaS22The 22 Show Ep 3 | When Formula 1, B2B SaaS Partnerships and Conversational Marketing Collide: In conversation with Ivan Panchev of Stella.expertMeet Ivan, the data-driven co-founder of Stella.expert, whose journey from software development to WhatsApp marketing innovation showcases the power of strategic partnerships in the SaaS world. With a background in IT projects for BMW and Rolls-Royce, Ivan, alongside his co-founder Christian founded Stella.expert to transform conversational marketing via WhatsApp through their partnership with Wati. A Formula 1 enthusiast and performance optimization expert, Ivan believes in the complementary role of AI rather than its replacement of human expertise.Read the full story here: https://app.saas22.com/resources/story/33/partnerships-innovation-formula1-stellaexpert-ivan-panchevRead...
2025-04-2127 min
The 22 Show by SaaS22The 22 Show Ep 2 | In Conversation with Sunil Dutt (Head of Partnerships, EMEA at DevRev): From the Taekwondo Ring to Targets and Revenue—Sunil Dutt's Partnership StrategyWelcome to Episode 2 of The 22 Show by SaaS22. Each week, we bring to you sizzling hot takes from the world of SaaS, AI, CX/EX, and Partnerships. Join us for an insightful interview with Sunil Dutt, Head of Partnerships at DevRev, as he shares his unique journey from Olympic-level martial artist to tech industry leader. Discover how the discipline of martial arts shaped his approach to business strategy and partnership building.Sunil offers valuable insights on: Building trust-based partnerships in the AI era.The evolution of AI technology and its impact...
2025-03-2138 min
The 22 Show by SaaS22The 22 Show Ep 1 | In Conversation with Asher Mathew: How Partnership Leaders Empowers Partnership ProfessionalsWelcome to Episode 1 of The 22 Show by SaaS22. Each week, we bring to you sizzling hot takes from the world of SaaS, AI, CX/EX and Partnerships. In this episode, Asher Mathew, CEO—Partnership Leaders shares the story of the community he founded in 2018 that grew from 50 to over 2,000 members across 95+ countries. The community helps technology partnership professionals connect, learn, and grow through digital and in-person engagements. In this long and candid conversation, Asher discusses the transformation of partner programs from tier-based to points-based systems, the impact of AI on partnerships, and his vision for elevating the pa...
2025-03-1448 min