Why Salesforce Acquiring Qualified is Maybe the Smartest AI GTM Deal of 2025
The news just broke: Salesforce has signed a definitive agreement to acquire Qualified, and this might be the smartest AI GTM deal we’ve seen so far in 2025. We use both Qualified and Agentforce for our AI GTM Agents at SaaStr. So we’ve got some real and...
The Present and Future of AI in Sales and GTM A Deep Dive with Jason Lemkin and Kyle Norton, CRO at Owner
Jason Lemkin led the seed round via SaaStr Fund in unicorn Owner.com, an AI solution revolutionizing how small restaurants manage their business. Kyle Norton joined shortly thereafter, and after a slow few months, Kyle rocketed the org to almost $100m ARR in just a...
Notion at $11 Billion: The Art of Growing Into Your Valuation — And After 14 Years, Into One Of The Next Great B2B IPOs
The numbers tell one of the most important stories in B2B right now. Notion just kicked off an employee share sale at an $11 billion valuation. That’s just 10% above their October 2021 price—after four years. But here’s what changed: revenue grew ~20x....
Databricks vs. Snowflake at $5B ARR: Same Revenue, 2x Valuation Gap. Here’s Why.
Two Giants, Same Revenue, Completely Different Trajectories This is one of those moments in enterprise software history worth pausing on. Databricks and Snowflake — the two companies that have defined the modern data stack — are now both at just about $5 billion in...
We Deployed 20+ AI Agents and Replaced Our Entire Human SDR Team. Here’s What Actually Works. (Video + Pod)
At SaaStr AI London, Amelia and I went deep on our AI SDR journey. We shared all our data, all the emails we’ve sent, all the performance metrics—everything. And the response was overwhelming. But here’s the thing: the #1 objection we kept hearing was...
The $7,500 Migration Fee That Just Cost a Vendor $80,000 ARR. Really, $240,000.
I almost switched vendors today. After many, many years with our current solution, I was ready to make the jump. New vendor lined up. Budget approved. $80,000 a year contract ready to sign. Then I saw it: $7,500 migration fee. And just like that, the deal died....
Klaviyo Adds Co-CEO To Get Back To Product. The Dream, But Does It Work?
So Andrew Bialecki, co-founder and CEO of Klaviyo, just made the announcement every technical founder dreams about: He’s bringing in Chano Fernandez (the ex co-CEO of Workday) as co-CEO so he can go back to product. Chano will run GTM, operations, and G&A....
Dear SaaStr: I’m New to B2B Sales. How Do I Create Urgency?
Dear SaaStr: I’m New to B2B Sales. How Do I Create Urgency? Closing your first B2B deals is about hustle, persistence, and creating urgency where there often really isn’t any. Early on, you’re not just selling your product—you’re selling yourself, your vision,...
OpenAI Has Gone From a 6-Month Cliff to… No Cliff At All. And Will “Spend” $6 Billion This Year On Employee Equity. Even at OpenAI, The War for Talent Never Ends.
Per @WSJ, OpenAI has gone from just a 6 month cliff for equity vesting now to … no cliff at all And will “spend” $6 Billion this year on employee equity Even at OpenAI, the war for talent never ends pic.twitter.com/uOw6ReBXCF — Jason ✨👾SaaStr.Ai✨ Lemkin...
Why The Greatest Sales Teams Just Kill It On Dec 31. When Everyone Else Has Gone Home. (Updated)
So with the end of the year coming up again, it’s time to once update a classic SaaStr post. It may even be our official SaaStr Holiday post, really. On why the best sales teams just close so much on the last day of the year (be it Dec 31 for many of you, Jan...
Dear SaaStr: Should Both Founders Come to VC Pitches?
Dear SaaStr: Should both founders be at investor pitches, or just one is one? Both own 50% BTW. The CEO should always be at every VC pitch. The other founder? It is nice to have them there, especially if she or he can answer certain questions (e.g., product,...
Even A Slightly Too High Burn Rate Can Get Out of Control
There’s a pattern I see again and again, probably with 30% of venture-backed start-ups, maybe 40%. Their burn rate sneaks up on them, and becomes a bit out of control — without feeling like it. This usually doesn’t happen in the very early days,...
SaaStr AI App of the Week: Kintsugi — The AI That Puts Sales Tax on Autopilot
Every week, we highlight an AI-powered app that’s actually solving real problems for B2B and Cloud companies. This week: Kintsugi. The next generation AI agent for B2B tax compliance. The Problem Nobody Wants to Talk About One dirty little secret of scaling a...
Dear SaaStr: How Can I Make My Sales Team More Effective?
Dear SaaStr: How do I make my sales team more effective? I get this question constantly. And there’s no shortage of frameworks, sales methodologies, tech stacks, and coaching programs promising to fix your underperforming team. But after investing in hundreds of...
Founder SaaStr
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