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Insights from the experience of 300+ Tech Founders running sales. Founder-led sales works. Until it doesn't.

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100founders.ai
Artwork for 100 Founders

Latest Issues

Your Next Sales Hire Will Fail for the Same Reason the Last One Did

She called me last week. Her company sells AI into a traditional industry, the kind where buyers still meet vendors at trade shows. Around 20 paying customers. Deal sizes from four figures to six. Real product, real buyers.

She was calling...

4 days ago

The Objection You Never Heard

The call went great. They leaned in. They asked smart questions. They brought in a colleague for the second meeting. You walked out thinking, this one’s real.

Then nothing. A rescheduled meeting. A “circling back internally.” Then silence....

11 days ago
1

A Great Demo Isn’t a Sales Motion.

I just wrapped a SPRINT Reset with a founder who had everything most of us want.

A product that works.
A demo that makes people lean in.
Buyers saying they wished they’d had this at every sales job they’d ever held.

And deals that wen...

18 days ago
1

The Best Interviewer I’ve Ever Coached Was Losing Every Deal

He might be the most talented interviewer I’ve worked with. The kind of founder who can walk into a room, ask a few careful questions, and have you explaining your own business back to yourself in a way you’d never quite managed on your own...

25 days ago
3

Top AEs Are Interviewing You Back

I talk to founding AEs every week. The sellers founders are trying to recruit.

These are the people you’re trying to recruit. The ones with options. The ones who’ve been promoted four times at a company that went from $1M to $10M ARR. The...

a month ago
3

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  • 100 Founders
  • Dave Rubinstein

    300+ founder conversations. 41 countries. One pattern: founder-led sales works until it doesn't. Field notes and frameworks on the messy middle of B2B SaaS. Featured in HBR. daverubinstein.com.

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