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Grit Podcast #75 - Notable Domain Sales Q4 2025 - Q1 2026
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Infinite Designs, Inc.
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NotRenewing.com
AI Made These Things Easier and These Other Things More Challenging

AI Made These Things Easier and These Other Things More Challenging

A while back I had a name I was ready to drop. Average name, niche I half understood, and I couldn't talk myself into the renewal. So I did the lazy thing. I asked AI to make the case for keeping it.

It made a great case. Buyer types I hadn't thought of, a couple of adjacent markets, a clean little story about where the niche was heading. I read it, nodded, renewed the name.

It's still sitting there. No buyer ever showed up, because there was never really a buyer. There was just a machine that's very good at sounding sure.

That's the whole thing with AI in this business, as far as I can tell. It's not that it made everyone a better domainer. It didn't replace experience and it didn't turn bad names into good ones. What it did was speed up all the work that sits around the actual decision. Some of that is genuinely useful. Some of it is a trap, and the trap is that it feels like progress.

Research is where the benefit is most obvious. It used to take real time to understand a niche you didn't live in. You'd dig through company sites, funding news, job posts, slowly piecing together how people in that world actually talked. Now you get a running start in a few minutes. Point it at something like senior care tech or fractional CFO services and it'll map the terms, the buyer types, the business models, faster than you could.

You still have to verify all of it. It will state things with total confidence that fall apart the second you look at real companies. But getting moving is the hard part, and it helps you get moving. For someone with experience, that's the right use. You're not asking it to decide. You're using it to find the better questions sooner.

Brainstorming works the same way, with the same catch. I don't mean asking for a hundred names and registering the list. That might be the fastest way ever invented to build a bad portfolio. But if you already have a concept, it's good at stretching the language around it. Related verbs, buyer phrasing, angles you didn't think of. Half of it goes nowhere. Once in a while it shows you a better version of the idea you walked in with.

It can generate ideas forever. It just can't tell you which ones have a buyer, because that's taste, and taste isn't in there.

Outbound is where I go back and forth. Yes, AI can tighten an email, customize it, make a pitch sound professional instead of desperate. That's real. But here's what nobody planned for. Everyone has that now. The SEO guy, the lead gen guy, the recruiter, the software tool. A bad pitch used to look bad. Now a bad pitch has clean grammar and a couple of lines that seem personalized.

So the floor went up and trust went down at the same time. A buyer reads your polished email and assumes a robot wrote it, because one probably did write the last five they got. Which means the plain, slightly awkward, obviously-a-human message might be the one that lands now. I'm not fully sure about this yet, but I've started writing more outbound the way I'd actually talk, and it hasn't hurt.

Presentation is the change I like most. For years domain landing pages were just a name, a price, maybe a form. Now you can put a simple logo on a name and it starts to feel like a brand instead of a listing. A short concept page can help a buyer picture the thing as an actual business. That matters more than people admit, because buyers aren't sitting there imagining hard. They're busy, they're comparing a handful of names, and if yours is on a plain for-sale page they have to do all the work in their head. A little visual help just gets a good name a fairer look.

The line is easy to cross, though. The logo is supposed to make the name easier to picture, not pretend the company already exists. A short concept helps. A fake business plan stapled to every mediocre domain is just more noise, and noise is the other thing AI made worse.

There's more of everything now. More names, more pitches, more AI-written listings, more concept pages dressing up ordinary names. Whole marketplaces start to read like they came out of the same prompt. Some of it's fine. A lot of it isn't, and the cost lands on the good names, which now have to fight through all of it to get noticed. A domain can have a sharp logo and a clean page and a great description and still leave the only question that matters sitting right there unanswered. Is the name actually good. That part didn't change at all.

Competition got faster too. A signal shows up in startup language or product copy, more people catch it sooner, the tools surface the variations, and the gap between "interesting" and "every decent version is already taken" feels like it shrank to nothing. We watched it happen with AI names. The genuinely good ones have real value, no argument. But a lot of folks just started bolting "AI" onto random words and calling it a strategy. AI didn't invent that kind of speculation. It just greased it.

And it made bad buys easier to rationalize, which brings me back to my renewed-and-regretted name. Ask it why a domain could be valuable and it will always find a reason. Possible buyers, possible uses, possible angles. The word doing all the damage there is possible. A name can have ten possible uses and zero likely ones. It can sound brandable and still be the kind of thing nobody remembers an hour later. The tool will help you think it through. It will not feel the market for you.

Pricing is the same story. It's useful for looking at a name from a few angles instead of pricing blind, but if you ask flat out what something is worth, you'll get a number that sounds far more precise than anything in this business actually is. Valuation isn't a formula. It's data and timing and who wants it and how bad, plus a pile of mistakes you only learn by making. Anyone who's been at this has priced too low, priced too high, dropped names they wanted back, and renewed names they should've walked away from. You can't shortcut your way to those.

Where it actually earns its keep is renewals. This is maybe the best practical use I've found, even after the story I opened with. Before you renew, make it argue the other side. Who really buys this. Is the phrase natural or did I talk myself into it. Are there real companies here. Is the extension helping or quietly killing it. Am I keeping this because it has commercial value, or because I'm attached to it. The trick, and I clearly didn't always manage it, is to actually listen when the honest answer is no.

It's good for organizing too. Group the portfolio by niche or buyer or quality tier, figure out which names deserve a real landing page, which are worth outbound, which are just paying rent. The tool sorts. You still decide.

Social's gotten easier in the obvious way and harder in the same way as everything else. You can spin up posts about available names or sold names or some lesson you learned, and if you're promoting inventory that saves time. But if it sounds like every other AI post in the feed, people scroll right past it. The posts that still work sound like a person with an actual opinion, not a calendar getting filled.

Which is probably the real theme, if there is one. AI made the easy parts easier. Writing, research, logos, landing pages, all faster. But making the easy parts easier just makes the hard parts count for more. Discipline counts for more. Taste counts for more. Knowing what not to buy, knowing when a slick presentation is hiding a weak name, knowing when a trend has legs and when it's just everybody copying everybody. None of that got automated.

The thing to watch out for is mistaking motion for movement. Generating five hundred names feels productive. Registering the best two, or honestly none of them, is the actual skill, and it doesn't feel like much while you're doing it.

I still use these tools every day. Research, then verify. Brainstorm, then delete most of it. Draft the pitch, then make it sound like me. I just try to keep my hands on the wheel, and I don't always manage that either, which is how I ended up renewing a name on a robot's say-so.

The name's up again in a few months. We'll see if I've learned anything or if it ends up as an opportunity for someone else on NotRenewing.com.

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