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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We Can Never Go Back to Working Without AI Agents
Amelia, our Chief AI Officer, and I had a conversation the other day that felt like stating the obvious. But maybe it’s worth saying out loud. We literally could not go back to running SaaStr without our AI agents. Not “wouldn’t want to.” Could not. Would not. Never. The Numbers First In 2020, SaaStr had…
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Blog Posts, Career Growth & Advice, Q&A
Dear SaaStr: What Was The Best Advice You Ever Got From an Angel Investor
Dear SaaStr: What Was The Best Advice You Ever Got From an Angel Investor The best advice I ever got from one of my angel investors: Stop feeling sorry for yourself. I went to meet with one of my angels and mentors when things were probably toughest at my last start-up. My co-founder had walked…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
What CIOs Are Most Looking to Replace with AI Today
The question every B2B exec should be asking right now is not whether CIOs are looking to replace software with AI. They are. The question is which software, and how fast. Redpoint surveyed 141 CIOs in March 2026 and asked a direct question: in which software categories have you seriously considered replacing your current vendor…
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