The Top 10 Learnings from Launching SaaStr’s Own AI: What Every B2B Founder Needs to Know
Our AI just: – helped walk a prospect through the various sponsor options at SaaStr Annual 2025– explained the benefits in perfect detail– and then routed them to a meeting with the partner team Honestly better than any human And at 6:41 pm PST The...
Dear SaaStr: How Does a First Time Founder Identify 10x Hires?
Dear SaaStr: How does a First Time Founder Identify 10x Hires? How do you hire a great CTO, a great VP of Product, a great VP of Sales … if you’ve never worked with one? It’s hard. If you haven't worked with one before, then, yes, 10x engineers...
Dear SaaStr: How Do I Convince My Customers with Monthly plans to Upgrade to Annual Plans?
Dear SaaStr: How Do I Convince My Customers with Monthly plans to Upgrade to Annual Plans? My advice: Don’t. It’s too many calories expended for not enough benefit. Let me explain what I mean … Large customers only pay via invoices, especially for any deal of any...
Dear SaaStr: One of Our Most Respected Team Members Quit and Folks Are Leaving. What Do I Do?
Dear SaaStr: One of Our Most Respected Team Members Quit and Folks Are Leaving. What Do I Do? Promote someone great that everyone respects into a leadership role. Right now. This is really the only answer I’ve seen to this situation. We’ve all been in it at least to...
Dear SaaStr: How Long Should You Give a New Sales Rep?
Dear SaaStr: How Long Should You Give a New Sales Rep? The tough truth is from 0.5–1.5 sales cycles. Sales is tough. It’s a lot of Nos to get to a Yes. And while sales is pretty similar in SaaS at a given price point / ACV, different products are still different to...
Thoma Bravo: Software Spend Will Grow 19% a Year Through 2028. AI is The Accelerant.
No one has a true crystal ball when it comes to Cloud spend in the coming years, but the leaders have a lot of data. Thoma Bravo is one of them. It’s the #1 Private Equity firm for B2B and SaaS companies and it surveyed 501 Cloud and SaaS buyers. Here’s...
The #1 Thing That Makes Enterprise Customers See Value: A Great Dashboard
At the heart of almost every great piece of software with an ACV of >$50k is a great dashboard How good is yours? — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) March 30, 2025 Sales still gets all the attention in SaaS, but the best investment you can...
Dear SaaStr: What’s The Toughest Skill to Learn to Scale in B2B?
Dear SaaStr: What’s The Toughest Skill to Learn to Scale in B2B? You need to learn to become a parallel recruiter. To constantly, painfully, boring-ly be recruiting the next level of management and managers — all the time. Doing 30+ interviews a month — minimum....
AI is Driving Up Churn Across The Board. Because It Puts Every Renewal Into Play.
AI is driving up churn all across the board. Why? In many cases, it’s not because vendors fail their customers, or that the solution wasn’t good enough. In previous years, customers might have just renewed out of intertia. But things are different now. Today churn...
OpenAI to Hit $12.7 Billion in Revenue This Year. But Won’t Be Profitable Until $125 Billion in Revenue, Per Bloomberg
So Bloomberg has the latest financials and data on OpenAI and it’s pretty interesting — and a tale of two worlds. One where growth is beyond jaw dropping. But also where profitability is almost out at infinity. Bloomberg reports: Open AI did $3.7 Billion...
The Secrets Inside Google Cloud’s Unstoppable Growth with Sarah Kennedy, Vice President Google Cloud Marketing
In our latest episode of the SaaStr What’s New series, SaaStr CEO and founder Jason Lemkin spoke with Sarah Kennedy, VP of Google Cloud Marketing. The conversation explored Google Cloud’s rapid growth, its AI-first approach, and what the future holds for the cloud ecosystem.
From 0 to 1 Billion Meetings: How Otter.ai Built a Bottom-Up AI SaaS Without a Single Sales Rep
Sam Liang is the co-founder and CEO of Otter.ai. Before Otter.ai, Sam was the founding CEO of Location Labs (acquired for $220M), and the architect behind Google’s blue dot you see every time you open Google Maps. He has a classic Silicon Valley background:...
AI is Already Remaking SaaS. 10 Trends To Watch Right Now. And Not Fall Behind On.
the chatgpt launch 26 months ago was one of the craziest viral moments i'd ever seen, and we added one million users in five days. we added one million users in the last hour. — Sam Altman (@sama) March 31, 2025 AI is already reshaping B2B SaaS, and it’s...
We’re Back. Q1 Was a Record for Tech Acquisitions in Dollars. But Deal Count? It’s Doubled But Isn’t Close to 2021.
So Bloomberg and CB Insights have the latest data out on start-ups getting acquired, and 2025 is off to a record start: Wiz’s record $32 Billion acquisition by Google pushes the dollar value to a record, but you may have also missed there were 11 VC-backed $1B+...
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