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The SaaS Revolution Show

Latest episodes

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May 8, 2025 • 32min

Lessons in leadership and SaaS innovation with Contentstack CEO Neha Sampat

Neha Sampat, Founder and CEO of Contentstack, shares her inspiring journey as a serial entrepreneur, starting from childhood ventures to leading a 600-employee SaaS powerhouse. She discusses the vital differences between bootstrapping and VC funding, and the unique challenges females face in tech. Neha emphasizes the importance of a human approach in technology adoption while scaling Contentstack and the significance of giving back to the community. Her insights on leadership resilience draw parallels between entrepreneurship and personal growth.
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May 1, 2025 • 37min

Lessons in building BroadSoft to a $2 billion exit

Mike Tessler, founding CEO of BroadSoft and now a Managing Partner at True North Advisory, shares his incredible journey of scaling BroadSoft to a $2 billion exit. He discusses the critical moments leading to their IPO and acquisition by Cisco. The conversation dives into key lessons on building execution plans, effective leadership, and the importance of accountability. Tessler also opens up about the loneliness that can accompany top leadership roles and highlights the significant partner technology challenges facing the industry today.
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Apr 24, 2025 • 36min

Becoming Superhuman: Rahul Vohra on AI, productivity, & the future of email

Rahul Vohra (Founder and CEO at Superhuman) joins SaaStock's Alex Theuma to discuss how Superhuman stayed ahead of the generative AI wave, how they’re shaping the future of productivity with autonomous email agents, and why great products that delights users — not flashy marketing — are the key to viral growth. Rahul also opens up about the loneliness of being a CEO, his meditation practices, and the game design principles behind Superhuman’s success. Check out the other ways SaaStock is helping SaaS founders move their business forward:  🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/ 🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Apr 17, 2025 • 35min

Lessons in longevity: How Matt Mullenweg scaled Automattic to $500M+ (and what's next)

Matt Mullenweg, Co-founder of WordPress and CEO of Automattic, dives into his journey of scaling Automattic to over $500M ARR. He shares the mission behind Automattic and how AI is reshaping WordPress, including innovations that enhance user experience. Mullenweg discusses vital lessons in leadership, product quality, and customer engagement that fueled his growth. He also reveals what his ideal work week looks like and how he remains motivated as a CEO while navigating the challenges of leadership.
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Apr 10, 2025 • 23min

Building smart, scaling right: Jason Cohen on practical strategy

This week, we're running it back to one of our most popular episodes. Recorded live at SaaStock USA 2023, host Alex Theuma is joined by Jason Cohen, Founder of WP Engine. In the episode, Jason reflects on his multi-decade journey as a serial entrepreneur, and shares his lessons from building and scaling WP Engine into a SaaS giant, including: - His journey as a serial entrepreneur. - The science behind why your startup really is like your baby. - Founding WP Engine, the world’s largest managed Wordpress platform - From bootstrapped to venture backed, the decision to raise money. - Why most founders shouldn’t raise money—and how to know if you’re one of them. - How to build a practical strategy that involves the whole team. - How to know your own strengths and why he replaced himself as CEO. Guest links: LinkedIn: https://www.linkedin.com/in/jasoncohen/ WP Engine: https://wpengine.com/Check out the other ways SaaStock is helping SaaS founders move their business forward:  🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/ 🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Apr 3, 2025 • 33min

The art of the pivot: Max Greenwald on finding PMF and scaling Warmly

Host Alex Theuma is joined by Max Greenwald, Co-founder and CEO at Warmly. During the chat, Max shares candid learnings about his journey as a Co-founder and CEO and insights into how he's scaling Warmly. Tune in to hear: - How Max went from Google PM to building a high-growth SaaS startup. - The pivots that shaped Warmly’s product-market fit (and what it meant for fundraising). - His approach to blitzscaling Warmly into a future billion-dollar company. 🎤 PLUS: An exclusive freestyle rap performance–yes, really! Guest links: LinkedIn: https://www.linkedin.com/in/max-greenwald/ Website: https://www.warmly.ai/ Growth Unhinged feature: https://www.growthunhinged.com/p/the-path-from-0-to-100-paying-customersCheck out the other ways SaaStock is helping SaaS founders move their business forward:  🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/ 🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Mar 27, 2025 • 35min

GTM efficiency, AI, and the future of SaaS Sales with Jen Igartua (Go Nimbly)

Host Alex Theuma is joined by Go Nimbly CEO (and SaaStock USA Speaker) Jen Igartua for this episode packed with practical advice on making your GTM processes more efficient, including: - Why GTM efficiency is now critical for SaaS growth. - How AI and automation are transforming sales workflows. - The biggest mistakes SaaS companies make with their tech stack. - The tools that top RevOps leaders are using to drive revenue. - Why high-touch, relationship-driven selling is making a comeback. - What’s next for Go Nimbly, including the upcoming RevFest event. Guest links: LinkedIn: https://www.linkedin.com/in/jen-igartua Website: https://gonimbly.com/ RevFest: https://revfest.gonimbly.com/ Check out the other ways SaaStock is helping SaaS founders move their business forward:  🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/ 🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Mar 20, 2025 • 34min

Lessons in differentiation at scale from Sendspark's Bethany Stachenfeld

Host Alex Theuma is joined by Sendspark Co-founder and CEO (and SaaStock USA speaker) Bethany Stachenfeld. In this 30 minute episode, Beth shares: - Her journey from Marketer to SaaS founder and CEO. - The Sendspark founding story and journey so far. - How Sendspark approaches differentiation. - Advice for founders differentiating their product at scale. - How to stay relevant in a fast-moving product space. And more! Guest links: https://www.linkedin.com/in/bethany-stachenfeld/ https://www.sendspark.com/ Check out the other ways SaaStock is helping SaaS founders move their business forward:  🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/ 🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/ 🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/) 🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Mar 13, 2025 • 36min

From $150M SaaS exit to building again: Larry Kim on growth and acquisition

Host Alex Theuma is joined by Larry Kim, Founder and CEO at Customers.ai."With the benefit of hindsight, it could have been done with even less than $18M. I think what happens is when you raise money, it allows you to make bets that you might not have otherwise made had you been operating on the edge of a knife."In this 35 minute episode, Larry shares:– How he transformed a consulting business into a $55M ARR SaaS company.– The content marketing strategy that generated 50,000 leads per month.– Lessons from his $150M exit to Gannett (USA Today’s parent company).– Why traditional inbound marketing is no longer effective in 2025.– How his new company, Customers.ai, is reshaping digital marketing and lead generation.– His learnings on bootstrapping vs. raising venture capital.Follow Larry Kim: https://www.linkedin.com/in/larrykim/ Website: Customers.ai Hear more from Larry Kim at SaaStock USA – He'll be speaking on the Founderpath Center stage sharing more on the WordStream journey and how to know when to sell.   Check out the other ways SaaStock is helping SaaS founders move their business forward: 🇺🇸 SaaStock USA 2025: 13-15 May 2025 | Austin, Texas. Connect, learn and thrive at the leading conference for B2B SaaS Founders, Operators and Investors from Pre-Seed to Series C. https://saastock-usa.com/tickets/🇮🇪 SaaStock Europe 2025: 12-14 October 2025 | Dublin, Ireland. "The best SaaS conference for founders, execs & investors in Europe, period." - Christoph Janz, Partner, Point Nine. https://saastock-europe.com/tickets/🤝 SaaStock Founder Membership: A private members group of B2B SaaS founders between $100K - $10M ARR who are committed to growth and helping others (https://www.saastock.com/founder-membership/)🌎 SaaStock Local: Monthly meet-ups in cities all around the world, bringing together SaaS enthusiasts and experts to discuss the most pressing topics in SaaS (https://local.saastock.com/home)
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Mar 6, 2025 • 44min

The future of SaaS billing: Maxio’s CEO on AI integration and leadership strategies

Randy Witten, CEO of Maxio and a seasoned executive with roots in the military, shares his insights on the evolving landscape of SaaS billing post-merger of Chargify and SaaS Optics. He delves into the integration of AI in billing, advocating for usage-based pricing models. Witten emphasizes the vital role of collaborative leadership and the importance of mentorship for navigating financial complexities. He also highlights the benefits of virtual assistants for efficiency and the value of networking within the SaaS community for personal and business growth.

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