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We’re Hiring a Human Marketing Exec to Report to 10K, Our AI VP Marketing. Could You Report to an AI?
May 13, 2026
We're hiring a hands-on, driven human marketing exec who loves AI and loves running campaigns. To report directly to our AI VP Marketing, 10K. https://twitter.com/jasonlk/status/2052694246520443322?s=20 10K, our AI VP Marketing, isn't waiting for humans to give it...
Should You Fire an OK-but-Not-Great VP of Sales? Probably Not (Updated)
May 13, 2026
I wrote a version of this post some time ago, and I think it's really one of the most important posts on SaaStr of all time, so I wanted to update it, especially in these times of more scrutiny and less capital. Because many of you are wondering ... should I let my...
Dear SaaStr: How Long Does It Take the Average B2B Startup to “Exit”?
May 13, 2026
Dear SaaStr: How Long Does It Take the Average B2B Startup to "Exit"? I took a look a little while back at how long it took the average SaaS company that was sold for $1B+ to get that acquisition. The answer? 11.7 years on average, with a median of 10.0 years (maybe...
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We’re Hiring a Human Marketing Exec to Report to 10K, Our AI VP Marketing. Could You Report to an AI?
By Jason Lemkin | May 13, 2026
We’re hiring a hands-on, driven human marketing exec who loves AI and loves running campaigns. To report directly to our AI VP Marketing, 10K. "We're hiring for a Director of Digital Marketing. 6 figure salary. Mostly remote. And … you'll be reporting to 10K, our AI VP of Marketing." The latest The Agents Episode #004…
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Blog Posts, Growth, Hiring, Sales, Sales
Should You Fire an OK-but-Not-Great VP of Sales? Probably Not (Updated)
By Jason Lemkin | May 13, 2026
I wrote a version of this post some time ago, and I think it’s really one of the most important posts on SaaStr of all time, so I wanted to update it, especially in these times of more scrutiny and less capital. Because many of you are wondering … should I let my VP of…
Continue Reading
Blog Posts, Growth, Q&A
Dear SaaStr: How Long Does It Take the Average B2B Startup to “Exit”?
By Jason Lemkin | May 13, 2026
Dear SaaStr: How Long Does It Take the Average B2B Startup to “Exit”? I took a look a little while back at how long it took the average SaaS company that was sold for $1B+ to get that acquisition. The answer? 11.7 years on average, with a median of 10.0 years (maybe the better metric):…
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"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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Popular Q&A
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Oct 26, 2025
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?
May 10, 2025
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
Feb 28, 2025
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
Feb 19, 2025
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?
Dec 9, 2024
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
Apr 19, 2024
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


