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Dear SaaStr: What Should I Do if My Co-founder is a Complete Jerk?
Dear SaaStr: What Should I Do if My Co-founder is a Complete Jerk? It if’s that bad — it’s just not going to work. The issue isn’t so much that he’s a complete jerk. Maybe he is, maybe he isn’t, or most likely, it’s somewhere in the middle. It’s that you think he is. He’s…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Our AI VP of Marketing “10K” Said To Drop Prices. Our 10+ Years of Data Said Otherwise. Our AI VP Marketing Was Right.
SaaStr AI Annual 2026 Attendance Is Up +41%. Don’t thank the humans on our team. Thank 10K. Our AI VP of Marketing. For the better part of a decade, we had a working theory about SaaStr AI Annual ticket pricing. All our spreadsheets and human analysis confirmed it. It went something like this: ticket prices…
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Blog Posts, Q&A
Dear SaaStr: Have You, As a CEO, Ever Stood Up for Your Employee Against a Customer?
Dear SaaStr: Have You, As a CEO, Ever Stood Up for Your Employee Against a Customer? Yes — and to be honest, I do regret it. Yeah ago, the largest software company in the world agreed to be our largest customer. It was a huge victory. But then our top sales rep the next day…
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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
"SaaStr’s all about helping the younger founders be successful."
Phil Fernandez, CEO & Co-Founder of Marketo
"SaaStr is my peeps."
Dharmesh Shah, CTO of Hubspot
Popular Videos
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15+ Due Diligence Questions You Really Should Be Asking Every VC You Meet
Dear SaaStr: What is the proper way to do due diligence on a VC firm? Here are the things, IMHO and IME, that are most important. First, if you want to do it right, you should diligence both (1) the firm and (2) the individual partner leading the deal. Importantly,...
The 3 Types of Day 1 Pricing: Low End of Normal. Identical. And Anchor High. (Updated)
Dear SaaStr: As an entrepreneur starting out, is it better to overprice your product or underprice it? I remember years ago I was at an event with the CEO of a SaaS leader. And I asked him how he came up with their freemium pricing model. A data science team? A/B...
7+ Tips On How To Build Your First Sales Team
Q: How do you structure a sales team when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your first rep...
Why SMB Reps Struggle in the Enterprise. And Vice-Versa.
Dear SaaStr: How is low/mid-ticket sales different from enterprise sales? They are very, very different. If I had to boil down how to filter potential sales professionals based on just 1 controlling criterion, it would be deal size. Enterprise sales: Reps often hunt...
The Top 50 SaaStr Answers on Quora in 2020
It's been a fun experience being on Quora for ... a decade 🙂 We've crossed 60,000,000 views of our answers there, so let's take a look at the Top 50 most viewed SaaStr Answers on Quora in 2020: Why do many startup owners sell...
The Playbook to Scaling Your Team in Hypergrowth with Flexport CRO Ben Braverman (Video + Transcript)
Ben Braverman explains how Flexport entered a competitive market with a unique model and continues to grow. Hiring senior leaders can set companies up to fail and see how sticking with a current, successful model can be the key to hypergrowth. Rely on your success,...
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