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Start free trial →Startup to Last · Bootstrapped & Indie SaaS · October 2026
Tyler, who runs the bootstrapped Less Annoying CRM, used an LLM to sort cancellation messages and found a new category: people leaving because they built their own tool. He says it went from about one a month to roughly daily in a few months, though some are free-trial users.
…Since then, they've almost doubled in size and they have not canceled. The other one that was the biggest one shrunk and shrunk and shrunk and shrunk. And I think the whole company went out of business. So they're gone now. Yeah. That's my quick updates before I get into my meaty topic. That's
a lot of stuff, dude. All right. What's your meaty topic?
Okay, here, let me clear out all these topics from our notion board so I don't get distracted here. I'm just knocking them out. Okay, so I gave, as you know, every six months, I and the other, like the leadership team at the company gives a six-month presentation to internally at Less Knowing Serum to the employees. Sometimes this feels like a real drag on my time. It normally takes like a week of full-time work to prepare for this. And oftentimes I'm like, I don't know if it's worth the week, but sometimes it's really valuable because like a lot of times I don't know what to say. I'm like, you know, we've got a plan. We're only halfway through the plan. So it's like, what am I going to go up there and say, let's keep doing it? Like, that's not a very rousing speech to give. So I always like have to think about what I'm going to say. And in doing so this time, I often have to go into the, I just, it's a forcing function to make you like, I'm going to go run through our numbers real quick and make sure all the…
code. We said it about no code. We said no code will never replace a CRM. But I don't know that we ever said it about.
Well, and even that, it's interesting you say that because the way I presented this in this presentation is like, I didn't say who said there. Replacing us with AI. I said, who, you know, I used an LLM to categorize all these cancellation messages and group them into categories. The category wasn't…
I would probably be the best feedback loop, too.