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A Great VP of Sales Isn’t Great at Everything
Apr 23, 2026
We've talked a lot on SaaStr over the years about all different types of VPs of Sales. From Stretch VPs to stage-appropriate VPs. A great checklist here to make sure you're making the right hire. https://www.youtube.com/live/mbZLH_P7V14?si=ywRLpdiTp6FZmgDK It's...
Our Own Agent Deleted Amelia, HubSpot Gave Us a Zero, and 100 Days Since I Opened Canva: The Latest In The Agents #002
Apr 22, 2026
NAmelia and I just shipped Episode #002 of The Agents. Same deal as always: three humans, 20+ agents, revenue went from -19% to +47% YoY, and every week we talk about what's actually working, what's breaking, and what you should do about it if you're deploying agents...
The Real Reason B2B Stocks Are Crashing in 2026: The Software Just Isn’t Good Enough for the AI Age. Not Anymore. The Latest Case Study Here.
Apr 22, 2026
This week's case study: Marketo. Why have public SaaS stocks crashed? Why are pre-AI unicorns seeing their growth stall out, in many but not all cases? The answer isn't actually that complicated. They just aren't very good software anymore. Not in the age of AI. ...
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Blog Posts, Early, Sales, Sales
A Great VP of Sales Isn’t Great at Everything
By Jason Lemkin | April 23, 2026
We’ve talked a lot on SaaStr over the years about all different types of VPs of Sales. From Stretch VPs to stage-appropriate VPs. A great checklist here to make sure you’re making the right hire. It’s worth also focusing on a related, high-level point. Especially if you sell to multiple customer segments (i.e., small, medium,…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Our Own Agent Deleted Amelia, HubSpot Gave Us a Zero, and 100 Days Since I Opened Canva: The Latest In The Agents #002
By Jason Lemkin | April 22, 2026
NAmelia and I just shipped Episode #002 of The Agents. Same deal as always: three humans, 20+ agents, revenue went from -19% to +47% YoY, and every week we talk about what’s actually working, what’s breaking, and what you should do about it if you’re deploying agents at scale. Episode #001 did 20K+ views in…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
The Real Reason B2B Stocks Are Crashing in 2026: The Software Just Isn’t Good Enough for the AI Age. Not Anymore. The Latest Case Study Here.
By Jason Lemkin | April 22, 2026
This week’s case study: Marketo. Why have public SaaS stocks crashed? Why are pre-AI unicorns seeing their growth stall out, in many but not all cases? The answer isn’t actually that complicated. They just aren’t very good software anymore. Not in the age of AI. Not compared to Claude, OpenAI, Gamma, Replit/Lovable, the best of…
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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



