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TK Tyler King Co-founder and CEO of Less Annoying CRM, a bootstrapped CRM for small businesses he started with his brother Bracken in 2009.

“We previously paid for a tool that would draft emails in front for us, and then a CRM coach would review it and hit send… the reality is we do customer service in such a unique way. No off-the-shelf tool is built for us. Michael, a non-programmer in one week, vibe coded something that works quite a bit better.”

Startup to Last · Bootstrapped & Indie SaaS · October 2026

“We previously paid for a tool that would draft emails in front for us, and then a CRM coach would review it and hit send… the reality is we do customer service in such a unique way. No off-the-shelf tool is built for us. Michael, a non-programmer in one week, vibe coded something that works quite a bit better.” — Tyler King, Startup to Last

Context

Discussing the hedges Less Annoying CRM could build and how hard it is to find a moat, Tyler offers this example: his head of customer service replaced a paid AI support-drafting tool in a week. Tyler calls it cool but scary.

Transcript

Startup to Last Around 28:23 into the episode
Tyler King

…just a big financial weakness in the company is we're paying a team of eight people really good money when we we could get away with a team of four. A team of six would be fine. We have eight. So what do we do with that excess capacity? So, these are the two thoughts. We need to cross. And, well,

Rick Lindquist

and if you invested more aggressively in AI support, potentially you need even fewer CRM coaches. Great

Tyler King

point. So, we already have this. So, one of the God, I have so many things I didn't even have time to say. Michael, the head of customer service, built this thing we're calling Scribe during Cupholder Week. We previously paid for a tool that would draft emails in front for us, and then a CRM coach would review it and hit send. The tool was resolved 24-7. I have good things to say about it. I liked it, but the reality is we do customer service in such a unique way. No off-the-shelf tool is built for us. Michael, a non-programmer in one week, vibe coded something that works quite a bit better. I'm not saying it would be a better product to sell to someone else, but for the way we work, how personalized, how tailored it is, it's the CRM coaches. Like, this is much, much better.

Rick Lindquist

That's so cool.

Tyler King

Yeah. It's cool, but it's that's scary. Yeah,

Rick Lindquist

it's, it's, it's a, it's a, it's, it's the threat to less anointing CRM in a box. Yeah. But it's also very cool. But

Speaker names come from our own diarization. The position is estimated from where the line sits in the episode.

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