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Artificial Intelligence (AI), Blog Posts, Marketing, SaaStr.Ai
How To Build Your Own AI VP of Marketing: The Full Playbook From SaaStr AI 2026
At SaaStr AI Annual 2026, Amelia Lerutte, SaaStr’s Chief AI Officer, took five months of running 10K, SaaStr’s AI VP of Marketing, distilled what worked into a spec, and built a brand-new one from scratch on stage in about 15 minutes. The whole room built theirs at the same time. This is the playbook to…
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Blog Posts, Sponsored Posts
One Stalled Deal, One Automation, 10 New Prospects: Lightfield CEO Keith Peiris Demos the AI-Native GTM Loop Live
Watching an AI-Native CRM Run the Full GTM Loop Live: Lightfield CEO Keith Peiris Demos a Stalled Deal, an Automation, and Ten New Prospects Most CRM demos show you a nicer place to store data you still have to enter yourself. Lightfield’s demo at SaaStr did the opposite. Keith Peiris, co-founder and CEO, worked a…
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Blog Posts
We Booked 614 Meetings With One Inbound Agent. Your “Contact Us” Form Is Costing You Deals.
From The Agents, our weekly podcast on how we deploy and run AI agents at SaaStr, and how to do it yourself. The contact-us form is the most expensive lazy decision in B2B today. Someone arrives on your site ready to talk, hits a form, and waits. A human round-robins it. A rep follows up…
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Aaron Levie, CEO and Co-Founder of Box
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Eric Yuan, CEO & Co-Founder of Zoom
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Lew Cirne, CEO of NewRelic
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Scott Dorsey, CEO of ExactTarget
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Aaron Levie, CEO and Co-Founder of Box
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Schmoozing Is Dead, Agents Are Hitting 120% of Humans, and Growth Is the Only Thing That Matters: 10 Things From the Closing Q&A at SaaStr AI Annual 2026
We just wrapped SaaStr AI Annual 2026, and the closing Q&A on Day 3 ended up being one of the most engaged of the whole gathering. No script, no prepared deck, just an hour-and-a-half of questions from the audience on the topics most on their mind....
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO and Founder Jason Lemkin did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...
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