Technology Due Diligence Archives

When an Expensive SaaS Re-Platform is Worth It

One of the common outcomes from Technology Due Diligence is this: the business is solid, but the tech isn’t. The product is selling, customers are

OTHER STORIES

When the Financial Model Doesn’t Land

Hutton Henry July 30, 2025

It still surprises me how often we get to the

What Google Gets Right (and Wrong) About Technology Due Diligence

Hutton Henry July 29, 2025

Search “technology due diligence” and you’ll find something interesting: a

Grow or Die: The Three Tech Signals That Predict Scaling Success

Hutton Henry July 28, 2025

A lot of tech due diligence is obsessed with what’s

When AI Panics: Jason Lemkin’s Dev Nightmare Shows AI Going Rogue.

Hutton Henry July 25, 2025

This week, SaaS godfather Jason Lemkin gave us a peek

Is Self-Serve Due Diligence Possible?

Hutton Henry July 24, 2025

Technically? Yes. Strategically? Not Really. Let’s cut to it.Yes —

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When an Expensive SaaS Re-Platform is Worth It

OTHER STORIES

When the Financial Model Doesn’t Land

What Google Gets Right (and Wrong) About Technology Due Diligence

Grow or Die: The Three Tech Signals That Predict Scaling Success

When AI Panics: Jason Lemkin’s Dev Nightmare Shows AI Going Rogue.

Is Self-Serve Due Diligence Possible?

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