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Adding Payments and Fintech to SaaS Can Be Great. But You Gotta Watch the Margins.
So in the Boom Times of later 2020 and 2021, almost every VC pushed SaaS companies to at least become a little bit of a fintech. Why? It seemed such…
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Thanks to BambooHR, Drata, GuideCX, Mailchimp, and Ramp for Sponsoring SaaStr Annual 2022!
Join us for SaaStr Annual in the SF Bay area Sept 13-15, 2022!

Dear SaaStr: How Much Equity Do You Give to Extremely Early Employees?
Dear SaaStr: How Much Equity Do You Give to Extremely Early Employees? It’s a tough one because they really do deserve a lot. But the pie only adds to 100%….
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Finding Opportunities in Every Challenge: From Humble Beginnings to 30 Million Users with Miro Founder and CEO Andrey Khusid, and ICONIQ Growth General Partner Matthew Jacobson (Pod 580 + Video)
In this SaaStr Europa 2022 session, Matt Jacobson, General Partner at ICONIQ Growth, interviews Miro’s Founder & CEO, Andrey Khusid, to get insight into how he was able to grow the company so successfully.

5 Interesting Learnings from Atlassian at $3+ Billion in ARR
So we looked at Atlassian on the 5 Interesting Learning series pretty recently, but given all the tumult in the markets, we thought it was a great one to take…
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Dear SaaStr: What Are Some Ways to Keep Investors From Firing You?
Dear SaaStr: What Are Some Ways to Keep Investors From Firing You? Founders tend to worry a bit too much about getting fired — and not enough about transparency. Yes,…
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A Look Back: 5+ Great SaaStr Sessions with Jeff Lawson, CEO of Twilio
We’re getting close to 2022 SaaStr Annual, Sep 13-15 in San Mateo, CA (just south of downtown SF, just north of Palo Alto). Join us!! In the run up, we’re…
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Why Some VC Investments Work Out, and Some Don’t. What I’ve Learned.
Investments I've made that didn't work out: – Momentum investment– CEO a bit of bulls**t artist– CEO good at sales but weak product team / CTO Investments I've made that…
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Dear SaaStr: What Should I Do after a Failed Startup? Get a Job or Try Again?
Dear SaaStr: What Should I Do After a Failed Startup? Get a Job or Try Again? If it “failed” after < 12 months or so, even 24 months, it doesn’t…
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Designing a Product Your Customer Can’t Live Without With Brex Co-founder and Co-CEO, Henrique Dubugras and Mutiny Founder and CEO, Jaleh Rezaei (Video)
How do you create a product that becomes essential to your customers’ lives? In this SaaStr Annual session, Brex CEO & Co-Founder Henrique Dubugras and Mutiny CEO & Co-Founder Jaleh…
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You *Know* Your Team Desperately Needs an Offsite. We’ve Got the Easiest (and Best, and Cheapest) Solution!
There’s still time to plan the Best. Offsite. Ever. It’s been a challenging couple of years and we’re still adapting to the new normal. With so much remote-first, CXOs have…
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Dear SaaStr: How Long Does It Take the Average SaaS Startup to “Exit”?
Dear SaaStr: How Long Does It Take the Average SaaS Startup to “Exit”? I took a look a little while back at how long it took the average SaaS company…
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High NRR Can Scale Infinitely. Invest More There.
A question so many of us had in the earlier days of SaaS was … will we max out all our bigger customers? We all saw especially larger customers buying…
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So Your App Is Just A Nice To Have
One thing I took for granted was being CEO of an app that was beloved If you have that, never ever give it up — Jason ✨2022 SaaStr Annual Sep…
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Top SaaStr Content for the Week: Index Ventures, CEO PayFit, CMOs of Attentive and Box, and Much More!
The top SaaStr content you might have missed for the week of August 7, 2022.
Popular Q&A
The 3 Types of Day 1 Pricing: Low End of Normal. Identical. And Anchor High.
Q: 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 Testing? "No....
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.
Q: 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 many of...
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...
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...
Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Can an entrepreneur back out of a signed term sheet without damaging his/her reputation? I’m going to say Yes, probably. There is a lot of drama around broken term sheets. Mostly around VCs backing out, not founders. But here’s the thing — term sheet are term sheets....
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