SaaStr AI: How To Sell, Scale, and Win

SaaStr AI: How To Sell, Scale, and Win

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4:00
How Filevine Went from SaaS to AI-Native at $200M+ ARR — And Now Makes More Revenue from AI Than SaaS (A Roadmap for the Rest of Us)
"“Sprinkling AI on top” is fundamentally wrong. You can’t just connect to OpenAI’s APIs and call it an AI product. That won’t cut it in 2026."
 • Jason M. Lemkin 🦄
3:51
How Personio’s CRO Built an AI-Powered Go-To-Market in Just 6 Months: 5 Lessons and 5 Mistakes
Philip Lacor is the CRO of Personio, a $3B+ HR and payroll platform with 1,500 employees, 15,000 customers, and a 400-person sales team.
 • Jason M. Lemkin 🦄
This Week in B2B + AI: Lenny + Jason, Backfilling with AI, Navan Crushes But Crashes, A Big Turnaround For SaaStr
"A mid-level sales leader who's built their career managing a team of 8-10 SDRs is looking at a future where that team doesn't exist—which means their…
 • Jason M. Lemkin 🦄
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From Zero to Hero: How to Dominate Outbound SaaS Sales with Rippling and Founders Fund on CRO Confidential
 • Jason M. Lemkin 🦄
We Sent 4,495 AI SDR Emails in 2 Weeks and Got The #1 Response Rate. Here's How (It's Not What You Think)"
 • Jason M. Lemkin 🦄
10 Ways AI Will Change Sales Forever. It's Already Happening, In Fact.
 • Jason M. Lemkin 🦄
The State of SaaS: Trends and Predictions with SaaStr CEO and Founder, Jason Lemkin
 • Jason M. Lemkin 🦄
The Latest Napkin Reveal: What it Takes to Raise Capital with Christoph Janz, General Partner of Point Nine Capital
 • Jason M. Lemkin 🦄
The Y Combinator Guide to Perfectly Pitching Your Seed Stage Startup with Michael Seibel
 • Jason M. Lemkin 🦄
Top 10 SaaStr AI Predictions for 2026
"Multiple $50B+ IPOs from AI and AI-native companies, dwarfing 2021."
 • Jason M. Lemkin 🦄
The Present and Future of AI in Sales and GTM A Deep Dive with Jason Lemkin and Kyle Norton, CRO at Owner
Watch now (2 mins) | "Don’t sign a contract until you’ve talked to the person who will actually deploy your agent. The best vendor isn’t the one with…
 • Jason M. Lemkin 🦄
1:59
We Deployed 20+ AI Agents and Replaced Our Entire Human SDR Team. Here's What Actually Works. (Video + Pod)
"The AI agent hit those ghosted leads with a stunning 70% open rate. Leads no human wanted to follow up with."
 • Jason M. Lemkin 🦄
2:35
No, Inbound Isn't Dead. The GTM Playbook Isn't Broken. But Your Moats Are Shrinking to Months.
What I Learned From a Packed AMA at SaaStr AI London 2025
 • Jason M. Lemkin 🦄
2:04
The 8 Things No One Tells You About 'Prosumer' Vibe Coding (That You Need To Learn To Build a Real B2B App)
"The AI does the coding. You still do a lot of the engineering, though."
 • Jason M. Lemkin 🦄
6 Months of AI SDRs: What's Worked, How They Brought In $1M+ in 90 Days, and the Real Data Everyone's Asking For
After deploying 5 AI SDRs across inbound, outbound, and follow-up—here’s the actual numbers, unexpected learnings, and what it really takes to make them…
 • Jason M. Lemkin 🦄
1:22:18
The First $100,000,000 ARR at Datadog: How Founder CEO Olivier Pomel Built a Customer-Centric Observability Giant
"Putting a dollar amount on features focuses customers’ minds like nothing else."
 • Jason M. Lemkin 🦄
2:16
SaaStr AI: How To Sell, Scale, and Win
SaaStr AI: How To Sell, Scale, and Win
SaaStr AI. The top insights, lessons and learnings on how to scale faster in businesss software in the Age of AI.
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SaaStr AI: How To Sell, Scale, and Win

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