HubSpot’s Kieran Flanagan on how AI is transforming SaaS go-to-market
Alex Theuma speaks with Kieran Flanagan about his learnings from leading AI and GTM at HubSpot.
Kieran shares his journey from leading HubSpot’s inbound and PLG transformations to spearheading its AI-powered GTM initiatives, including:
- Why integrating AI into your workflow is now essential for top performers.
- The rise of new AI-driven roles like AI trainers.
- The AI experiments at HubSpot driving 300–500% increases in booked meetings.
- How startups can apply AI to GTM without breaking the budget.
- A sneak peek at his upcoming SaaStock Europe keynote presentation.
Guest links:
LinkedIn - https://www.linkedin.com/in/kieranjflanagan/
Marketing Against the Grain podcast - https://blog.hubspot.com/podcasts/marketing-against-the-grain
Website - https://www.kieranflanagan.io/
HubSpot website - http://hubspot.com/
Check out the other ways SaaStock is helping SaaS founders move their
business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 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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Scaling RTA: CEO Josh Turley on culture, clarity, and getting to $14M ARR
This week’s episode comes live from SaaStock USA 2025. Join special guests Greg Head (Practical Founders) and Josh Turley (CEO, RTA) as they discuss the story of transforming RTA from a 1970s COBOL-based business into a thriving SaaS company with a $100M valuation.
Josh shares:
- Why a fanatical focus on culture and clarity fueled RTA’s growth.
- The challenges of replatforming legacy software (and migrating customers.)
- How narrowing their niche to government fleets led to 95% retention & 120% NRR.
- Lessons from bootstrapping, using debt strategically, and closing a growth equity round.
Guest links:
LinkedIn - https://www.linkedin.com/in/josh-turley/
Website: https://rtafleet.com/
Check out the other ways SaaStock is helping SaaS founders move their
business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 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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Reimagining software development: Guy Podjarny's AI Vision
Alex is joined by Guy Podjarny, serial entrepreneur and Founder and CEO at Tessl (and Founder of Snyk).
In the episode, they discuss Guy’s incredible journey from founding Snyk (valued at $8.5B at its peak) to leaving the unicorn he built to tackle the next frontier: reimagining software development for the AI era.
Guy reveals why he believes software development will evolve from code-centric to spec-centric, how Tessl raised $125M to build this vision, and the lessons he’s learned about scaling AI-native companies in this ‘gold rush’ environment.
He discusses the challenges of building for an unknown future, managing high-caliber teams, and why he's already rebuilt his product three times.
Guest links:
LinkedIn: https://www.linkedin.com/in/guypo/
Website: https://tessl.io/
Hear more from Guy on stage at SaaStock Europe.
https://saastock-europe.com/tickets/
Check out the other ways SaaStock is helping SaaS founders move their
business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 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)
Storyblok CEO and Co-founder Dominik Angerer joins Alex Theuma to share how a side project evolved into a global SaaS company with 270 people in 47 countries and $138M in funding. Dominik reveals the strategies behind scaling a fully remote team, expanding into the U.S., blending PLG with enterprise sales, and integrating AI to transform content management. Hear his funding philosophy, lessons in remote leadership, and what’s next on Storyblok’s journey toward $100M ARR and profitability.
Topics covered:
- Building a global remote-first SaaS
- Scaling from PLG to enterprise sales
- Using AI to power personalisation and automation
- Funding strategy and expansion into the U.S.
- Leadership lessons from a developer-turned-CEO
Guest links:
LinkedIn: https://www.linkedin.com/in/dominikangerer/
Website: https://www.storyblok.com/
Check out the other ways SaaStock is helping SaaS founders move their
business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 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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$70M to $100M in 2.5 yrs: PandaDoc President on growth
This special episode comes live from SaaStock USA 2025.
PandaDoc President Keith Rabkin joins Go Nimbly CEO Jen Igartua to reveal the strategies that took them from $70M to $100M ARR in just 2.5 years.
In the 20 minute chat, Keith shares:
- How PandaDoc wins against incumbents Docusign and Salesforce.
- The strategy that helped PandaDoc increase financial results, despite headcount decreasing through attrition.
- One metric that eliminates sales and marketing friction.
- The AI implementations that are actually driving results.
Guest links:
Jen Igartua - https://www.linkedin.com/in/jen-igartua/
https://gonimbly.com/
Keith Rabkin - https://www.linkedin.com/in/krabkin/
https://www.pandadoc.com/
Check out the other ways SaaStock is helping SaaS founders move their
business forward:
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 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)
The SaaS Revolution Show, hosted by Alex Theuma, brings you insights and tactics from the greatest SaaS minds in Europe and across the world. Revolutionary founders, executives, and investors openly share wisdom on attracting and keeping customers, growing companies in unlikely places, scaling globally, successfully reaching the SaaS high skies, and never giving up. The SaaS Revolution Show is brought to you by SaaStock, the only media, membership and events business that focuses on SaaS founders scaling to $10mill ARR.
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