Dear SaaStr: What Did You Do in Your Startup That Didn’t Scale? My list is a bit quirky, but perhaps it will help a few others to accelerate — or drop — a few things: Doing international customer support myself. For months, I did European customer support myself...
SaaStr CEO and Founder Jason Lemkin and SaaStr Fan Fave Dave Kellogg share their insights on what’s coming up in SaaS in 2025. Including IPO markets, private equity interest in SaaS businesses, customer success strategies, and the impact of AI on B2B companies.
What are the most common mistakes I see first time SaaS founders make? Second-time SaaS founders make plenty of mistakes. But often different mistakes. They think they know more than they do. They spend too much. They often struggle to do things a new way....
Dear SaaStr: What Percentage Owership Do Venture Capitalists Want in Start-Ups? Roughly, it varies by stage, and how big the firm is. The earlier the stage, the more they want to own. And the bigger the firm, the more they want to own: Most Big VC Firms ($600-$2b+...
BILL CEO and Founder René Lacerte chats with SaaStr CEO and founder Jason Lemkin about how BILL has reached half a million customers and $1.3B in revenue through SMBs.
I've never seen a great VP of Sales hide from a miss — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) August 26, 2023 We’ve talked a lot on SaaStr over the years about how to hire a great VP of Sales — and how to course-correct if you’ve made a...
Dear SaaStr: What Happens When a VC Fund Invests in a Startup? Answer: The clock starts ticking. As soon as a VC invests, the follow calculation begins: Can the company grow fast enough, and accomplish enough, before running out of money, to raise the Next Round at...
Dear SaaStr: Why did Jason M. Lemkin Change his Point of View on The Value of a COO for Earlier Stage Startups? I try to work with (and invest in) CEOs that are better than me. I found, when I was a SaaS CEO, that the CEOs that complained about needing a COO early,...
We’ve talked a lot on SaaStr about the challenges in getting from nothing to that first $1m-$1.5m in ARR, “Initial Traction”. That it takes longer than you think. That if you get 10 customers, you can get another 10, 100, and so on. There’s a...
Dear SaaStr: How Many Options Should I Give to the First Non-Founder Employees of they are making below market but non-zero salaries? Here’s the tough part. It’s really hard. What you should do is give them say 3x their forgone salary in stock — 3x to account for...
In today’s dynamic SaaS landscape of hyperfuncational SaaS, the journey of building a product that customers adore, while simultaneously scaling revenue to nearly $1B, is still quite a feat. During a conversation at SaaStr Annual with Jason Lemkin, founder, and...
Dear SaaStr: Which Mistakes Have You Learned the Most From as an Entrepreneur? The top mistakes I’ve learned from: You can do OK with a so-so founding team, but you can’t do great. And great individuals do not necessarily make great co-founders. So slow this part...
Dear SaaStr: My startup is nearing the end of its runway – and I found out my CEO has been taking money from the company. What should I do? Unfortunately, this is a little more common than you think. Maybe even more common today than a few years back, as VC...
At least up until $10m-$20m ARR or so, If you haven't gotten your investor updates out by the 10th of the month, VCs assume it's not good If you haven't gotten your investor updates out by the 15th of the month, VCs assume there's trouble — Jason...