Welcome to Startup to Last, a podcast about building profitable software businesses that are meant to last.

Latest Episodes

Claude Design

As if Claude, Claude Cowork, and Claude Code weren’t enough, today we talk about Claude Design which is a completely different thing.

Correcting AI when it gets something wrong

In this episode, we talk about using AI to answer questions based on content in a knowledge base. It’s easy to get a proof of concept working, but how do you continuou...

HIPAA

In this episode, we dive into one of the most exciting topics imaginable: HIPAA compliance

It’s a Tyler episode

In this episode, we dive deep into Less Annoying CRM’s new marketing strategy.

Where do the humans fit in?

In this episode, we talk about how one of the new business challenges is to figure out what skills are uniquely human, and leaning into those things as your differenti...

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