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Dear SaaStr: How Do I Convince My CEO that Marketing is Important?
Mar 30, 2026
Dear SaaStr: How do I Convince My CEO that Marketing is Important? A lot of CEOs these days do seem to be late to truly invest in B2B marketing, and most especially, to hiring a true VP of Marketing. In the Age of AI, so many CEOs hack it to $5m, $8m, $20m+ in ARR...
SaaStr AI Annual 2026 Attendance is 143% of Last Year. Sponsor Last Minute to Crush Your 1H2026 Plan.
Mar 29, 2026
As of today, attendee registrations for SaaStr AI Annual 2026 are running a stunning 142.9% of where they were at this exact point last year. Prices haven't gone up. That means +42% more leads, more conversations, more potential customers. For the exact same sponsor...
It’s Just Easier to Work With AI Agents Than Humans. And That’s Why 2027 Worries Me.
Mar 29, 2026
We now have 25+ AI agents running in production at SaaStr. And don't get me wrong -- they are work. We spend 90+ minutes a day "meeting" with them. Iterating on tasks, copy, and more. They manage us, we manage them. It's just easier to work with AI agents than humans....
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Blog Posts, Early, Marketing, Marketing, Q&A
Dear SaaStr: How Do I Convince My CEO that Marketing is Important?
By Jason Lemkin | March 30, 2026
Dear SaaStr: How do I Convince My CEO that Marketing is Important? A lot of CEOs these days do seem to be late to truly invest in B2B marketing, and most especially, to hiring a true VP of Marketing. In the Age of AI, so many CEOs hack it to $5m, $8m, $20m+ in ARR…
Continue Reading
Blog Posts
SaaStr AI Annual 2026 Attendance is 143% of Last Year. Sponsor Last Minute to Crush Your 1H2026 Plan.
By Jason Lemkin | March 29, 2026
As of today, attendee registrations for SaaStr AI Annual 2026 are running a stunning 142.9% of where they were at this exact point last year. Prices haven’t gone up. That means +42% more leads, more conversations, more potential customers. For the exact same sponsor dollars. That’s the biggest AI + B2B bargain of 2026. This…
Continue Reading
Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
It’s Just Easier to Work With AI Agents Than Humans. And That’s Why 2027 Worries Me.
By Jason Lemkin | March 29, 2026
We now have 25+ AI agents running in production at SaaStr. And don’t get me wrong — they are work. We spend 90+ minutes a day “meeting” with them. Iterating on tasks, copy, and more. They manage us, we manage them. It’s just easier to work with AI agents than humans. Not better in every…
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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



