The AI Replacement Reality Check: What You Can Actually Automate in Your SaaS Today The question isn’t whether AI will transform your SaaS business. It already has or will soon. The question is: which roles can you actually replace today, and which ones are still firmly in human territory? Here’s the unvarnished truth about what’s...
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Dear SaaStr: Growth Has Slowed for 2 Years Now. What Can I Do To Reignite The Energy? If growth has been slowing down constantly and linearly for two years, you’re in a tough spot, but it’s not hopeless. The key is to break out of the inertia and make bold, decisive moves. Here’s what I’d do: Be Brutally Honest...
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Unlock Continuous Access to the World’s Highest-Value B2B Decision Makers Stop wasting budget on generic B2B audiences. While your competitors fight for attention among mid-level managers and individual contributors, SaaStr delivers direct access to the 68% VP+ executives and 36% CEO/Founders who control enterprise budgets and make final purchasing decisions. The Elite Executive Advantage Why...
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The last 72 hours in AI coding have been nothing short of extraordinary. What started as a potential $3 billion OpenAI acquisition of Windsurf ended with Google poaching Windsurf’s CEO and co-founders for $2.4 billion, while Cognition swooped in to acquire the remaining company. With Windsurf generating $82 million in ARR with enterprise revenue doubling...
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Where does your CMO sit in the org chart? It’s a question that reveals more about your company’s growth stage and strategic priorities than you might think. New data from Pave reveals the latest patterns in how marketing leaders report across company sizes. We analyzed Pave’s latest data on reporting structures for over 3,000 CMOs...
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Two of the most misunderstood concepts in AI for B2B and SaaS aren’t technical—they’re human. “Human-in-the-loop” and “AI orchestration” have been watered down into feel-good phrases that make AI adoption sound effortless. The reality? They represent some of the most demanding, complex work your organization will ever take on. Human-in-the-Loop: More Than a Safety Net...
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It's not a flag when a founder picks new VCs for the next one Many reasons for this It's a pretty big flag when none of a founder's last VCs want to invest in the next one Are exceptions, but usually a sign — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) May 4, 2025...
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Dear SaaStr: How Do I Know If My New VP of Sales is Working Out? This is one of the most discussed topics on SaaStr, and a deep dive here: The 30-Day Test: How to Know if Your VP of Sales Will Succeed In a nutshell, you’ll know if your VP of Sales is working...
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“This is the most stressed I’ve ever been. And that’s actually a good sign.” — Aaron Levie, CEO Box “Right now we’re in an environment where nobody can take any of their position for granted,” Levie shared during our conversation. “My stress is absolutely a corollary to how interesting the technology industry is. So it’s...
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Dear SaaStr: How Do I Know If My New VP of Marketing Is Working Out? It’s tough.  Way too many senior marketers today just want to be strategists.  Or just manage a few agencies and work on brand. That’s not what you need. You’ll know if your VP of Marketing is working out by looking...
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