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Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start?
Mar 11, 2026
Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start? First, get clear on what you're actually buying — and what it actually does. We've now been running AI SDRs at SaaStr for over a year. Multiple platforms. Real data. Real pipeline. And the honest answer is: it...
The 4 Levels of Prompt Portability: Why Some AI Agents Will Hold Retention and Most Won’t
Mar 10, 2026
We published a piece the other day -- "The Wave of AI Agent Churn To Come: Prompts Are Portable" -- and the responses were sharp and fierce. Especially: "OK, I get it. But is MY AI category actually at risk?" Every AI agent founder hopes they're the exception. That...
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work?
Mar 10, 2026
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work? Honest answer: it helps. A lot. But it's not the thing that determines whether you succeed or fail. Let me explain what brand actually does — and doesn't — do for AI SDR...
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Blog Posts, Q&A
Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start?
By Jason Lemkin | March 11, 2026
Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start? First, get clear on what you’re actually buying — and what it actually does. We’ve now been running AI SDRs at SaaStr for over a year. Multiple platforms. Real data. Real pipeline. And the honest answer is: it works. But it…
Continue Reading
Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
The 4 Levels of Prompt Portability: Why Some AI Agents Will Hold Retention and Most Won’t
By Jason Lemkin | March 10, 2026
We published a piece the other day — “The Wave of AI Agent Churn To Come: Prompts Are Portable” — and the responses were sharp and fierce. Especially: “OK, I get it. But is MY AI category actually at risk?” Every AI agent founder hopes they’re the exception. That their AI B2B product has the…
Continue Reading
Blog Posts, Q&A
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work?
By Jason Lemkin | March 10, 2026
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work? Honest answer: it helps. A lot. But it’s not the thing that determines whether you succeed or fail. Let me explain what brand actually does — and doesn’t — do for AI SDR performance, because I…
Continue Reading
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