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Did You Gain or Lose Market Share This Year? Be Honest.
Here’s the question no one wants to ask as we head into planning season: Did you actually gain or lose market share this year? Not revenue. Not ARR. Not growth rate. Market share. Because here’s the uncomfortable truth: If you grew 30% last year but your #1 competitor grew 60%, you didn’t win. You lost….
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Blog Posts, Q&A
Dear SaaStr: What Sales Techniques Helped You Consistently Succeed While Others Failed?
Dear SaaStr: What sales techniques helped you consistently succeed while others failed? A few that basically always work in sales … but that so many don’t do actually do: Being a product expert. 95% of the sales execs I talk to in software don’t know the product much at all. A huge miss as half…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Top 10 SaaStr AI Predictions for 2026
So we decided to do something fun this year and write up our 2026 predictions together with every single SaaStr speaker and AI post of the year! How? Every single SaaStr AI session, interview and speaker was ingested into Claude so we worked the Top 10 for 2026 up … together. Our Top 10 Predictions…
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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...
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










