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The Objection You Never Heard

Oct 6, 2026

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6 min read

The Objection You Never Heard

Why late-stage deals die quietly, and what to do about the conversation that never happens.

Dave Rubinstein
Dave Rubinstein
A Great Demo Isn't a Sales Motion

Sep 29, 2026

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4 min read

A Great Demo Isn't a Sales Motion

Why buyers who love what you show them still don't buy, and what has to happen before you share your screen.

Dave Rubinstein
Dave Rubinstein
You Can't Outwork a Role That Isn't Set Up for Success

Sep 22, 2026

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4 min read

You Can't Outwork a Role That Isn't Set Up for Success

When a founding AE role stalls, most AEs answer with more effort. First find out whether the problem is you or the seat.

Dave Rubinstein
Dave Rubinstein
Two Things I Keep Telling Founding AEs

Sep 15, 2026

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2 min read

Two Things I Keep Telling Founding AEs

Not how to get the job. What the job demands once you're in it.

Dave Rubinstein
Dave Rubinstein
The One Question That Tells You Everything About a Startup

Sep 8, 2026

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3 min read

The One Question That Tells You Everything About a Startup

How to evaluate a founder before you bet your career on their company.

Dave Rubinstein
Dave Rubinstein
Qualify the Company Like You'd Qualify a Deal

Sep 1, 2026

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4 min read

Qualify the Company Like You'd Qualify a Deal

You'd never close a deal without qualifying the buyer.

Dave Rubinstein
Dave Rubinstein
Same Title. Different Jobs. How to Tell If a Founding AE Role Is Worth Taking.

Aug 25, 2026

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4 min read

Same Title. Different Jobs. How to Tell If a Founding AE Role Is Worth Taking.

Most founding AE roles look the same on paper. The ones that work look nothing alike underneath. Here's how to tell the difference before you sign.

Dave Rubinstein
Dave Rubinstein
Getting paid is not the same as winning

Aug 18, 2026

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3 min read

Getting paid is not the same as winning

He's at 140 percent, the company went from $2M to $50M, and he's still closing 25K deals.

Dave Rubinstein
Dave Rubinstein

B2B Sales

+1

When I Hear 'Busy,' I Cringe

Aug 11, 2026

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3 min read

When I Hear 'Busy,' I Cringe

Busy measures your effort. Productive measures your result. At a startup, nobody separates the two for you

Dave Rubinstein
Dave Rubinstein
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