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10 Hard-Won Lessons from Jeff Lawson (Founding CEO Twilio) on AI Disruption, Big M&A, and the Future of SaaS
This week one of our favorite founders at SaaStr, Jeff Lawson founding CEO of $15B+ Twilio, joined the 20VC x SaaStr pod live with Harry Stebbings, Jason Lemkin, and Rory O’Driscoll. Jeff Lawson built Twilio from zero to IPO and beyond, navigating the complexities of developer APIs, public company M&A, and ultimately stepping down as…
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What’s Better, Selling for $50m Today or $1B Later? It Can Be Murky
An early investment I made, I met with the CEO of a public company that wanted to buy them for $50m The startup hadn’t raised much, they said No Years later, they sold for almost $1B The founders made about the same they would have, years earlier, in the first deal though… — Jason ✨👾SaaStr.Ai✨…
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168极速时时开采彩网|1分钟官方查询结果记录|极速赛车168全天免费计划-Dear SaaStr: What Are the Slides That Should Be in Every VC Pitch Deck?
168极速时时开采彩网|1分钟官方查询结果记录|极速赛车168全天免费计划-Dear SaaStr: What Are the Slides That Should Be in Every VC Pitch Deck? Here’s the structure I like to see in a pitch deck—it’s simple, clear, and designed to get investors excited without wasting time. Every slide should have a purpose, and the first few are critical to hook the audience: 1. Title Slide…
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Get EXCITED for SaaStr Annual 2026! May 12-14 in SF Bay!
"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box
"If you really want to be good at building up your company, read SaaStr."
Eric Yuan, CEO & Co-Founder of Zoom
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr has pulled the entire SaaS community together in a powerful way."
Scott Dorsey, CEO of ExactTarget
"SaaStr is definitely the largest collection of people who like enterprise software — on the planet."
Aaron Levie, CEO and Co-Founder of Box
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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...
How To Reverse-Engineer a $100M Exit: SaaStr on My First Million Pod
How do you reverse-engineer your first million as a SaaS startup founder? SaaStr founder and CEO Jason Lemkin chats with Sam Parr on the popular YouTube channel and podcast My First Million about what’s required to make it on the map for a $100M exit and then reverse engineers the steps to get there.
Rule 1: New minimum is $400K per employee
Rule 2: Go multi-product
Rule 3: Your second product must be bigger than your first product
Cheat code: Double your prices
Rule 4: 30% of your revenue is international
Rule 5: Localize your product
Cheat code: Remove friction
Rule 6: 100% net revenue retention
Rule 7: Don’t raise double digit millions
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...
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