Tyler King

Tyler King

@tylerking.app

Professional hater. Co-founder / CEO of Less Annoying CRM. I talk about bootstrapping, tech, entrepreneurship, and business practices that annoy me. Podcast: startuptolast.com 📍St. Louis, MO, USA

1K followers137 following882 posts

I've never understood why they spend so much time building these beautiful thin phones that basically require a case, so no one ever sees the phone or benefits from the thinness. Just make the phone slightly thicker/sturdier so it doesn't require a separate case.

I know this is nothing new, but I vibe coded a Mac utility that lets me select which input/output source to use and set defaults so my Mac stops overriding everything just because I have airpods in. I tried this a year ago and it didn't really work. A single prompt got a working prototype this time.

When users cancel, I get an email showing when they signed up, and their reason for cancelling. A shocking number of times it's like: Signed up: 1 month ago Reason for cancelling: I'm retiring Who is setting up a CRM one month before retirement?

Is every company that makes a coding agent just going to continue acting like most prompts are single-line? Let me press enter to make a line break!

It drives me crazy that so many of our competitors lie and say they have a $14/user/month tier ($1 cheaper than ours) when in fact it's $168/year, or ~$20/user/month. It's just a straight up lie. How did this become the norm? It's super hard to explain this to potential customers.

To the people saying "No one is going to vibe code their own CRM", you're 100% wrong. We are seeing that as a cancellation reason a few times per month, and we have extremely low-tech customers. Not saying SaaS is going away, but to act like AI won't replace some of it is silly.

Are these cold emails that are like "Here's a sentence describing a random fact about your business followed by a sales pitch" actually effective? Side note: The fact that Gmail doesn't let you filter out cold email like that is such a shame. Do I really have to vibe code my own spam filter?

We recently started getting tons of unsolicited job applications (we aren't hiring). Not sure if we got added to some list or AI just makes it easy for people to spam applications to every company on earth. Either way, it makes me very nervous for the next time we do try hire.

AI companies are building very cool stuff insanely fast, but it's not lost on me how bad it all is. I've started using Amp Orbs this week. Total game changer *and* I run into a "pull my hair out" lack of polish at every turn. Will it be possible to move that fast without compromising quality?

People complain that because Uber and streaming services cost the same as taxis and cable subscriptions used to, we're no better off. Do you remember trying to hail a ride without an app? Do you remember having to watch whatever is on tv + commercials?Price was never the primary benefit.

Having said that, I have cancelled my Netflix subscription because everything they make is absolute shit. But Hulu, HBO, and Apple TV are all well worth the money for me.

A few years ago, we passed 25,000 paying users and threw a huge party to celebrate. Over the last 24 hours, we've gone below and above 25k multiple times. Does this mean we get a few more parties?

fwiw we're now more focused on the number of accounts than the number of users. Users maps to revenue which is important, but our recent decline is mostly just one giant account shrinking. Long-term business health is about getting more accounts in the door and ignoring fluctuating users.

We're about to add an AI chatbot as a support option. This is the warning we're showing users before starting the chat. It's pretty minor, but I love injecting a bit of humor and personality into the app like this.

We had a dev team meeting to share how people feel since switching from Claude to any harness of their choice with GPT models. The main feeling people shared: Claude's writing had gotten super annoying and GPT is much more pleasant to work with. What a dumb failure from anthropic.

As a former programmer that's now mostly a manager, it's tough to decide when to weigh in on tech stuff. 90% of the time, my ideas don't work, and I'm just a distraction. 10% of the time I suggest something way simpler than what the team would otherwise do and it saves a bunch of time.

I know there are a bunch of third-party AI coding harnesses (Amp, OpenCode, etc.) but does anyone have a recommendation for that type of thing as an alternative to Claude Cowork? Like, non-coding workflows that still require file manipulation and ongoing projects vs on-off chats?

It was adorable how so many people thought the new Apple CEO might stop Apple's enshittification. His job is to maximize shareholder value! That's why they put him in charge! Not sure if this specific news is true, but it's definitely true that Apple is going to keep capturing every $ they can.

Sigh, we had a good run with the new Apple CEO I guess… 😐 9to5mac.com/2026/09/06/a...

If you want to buy stuff from a non-enshittified company, there are two options: 1) Buy from a company that's young enough to still be in the "capture market share" part of the journey, pre-enshittification 2) Buy from a privately owned company that has decided to make less profit than they could.

There are very few companies like #2, and they rarely have dominant tech offerings due to economies of scale. So #1 is probably the more realistic option. Just hop from startup to startup letting VCs subsidize your consumption. I wish it didn't work this way, but this is the system we live in.

Our team of ~8 devs is switching from entirely Claude Code to a mix of different agents with a ChatGPT subscription providing the inference. No idea if this is better or worse, but I *love* what this says about Anthropic/OpenAI's future. Neither one will ever be able to charge a premium.

I'd never give money to Grok for other reasons, but all the people excited about them are just saying "they're subsidizing my subscription even more than Anthropic/OpenAI". Price is the *only* differentiator right now. What do Sam and Dario say in internal meetings? What is their plan?

It's neat the Bluesky has a way for accounts to label themselves as bots, but the natural next step is to let me block bots from replying to my posts. Why would I ever want a reply from a bot? If my post is meant as a question for AI, I would have just asked it to an AI directly.

I love the whiplash of SaaS companies going from "pay us double to use AI" to "please please please use this free AI feature".

I spent all yesterday alone in the office upgrading our wifi and rearranging the desks. It was a lot of fun and reminded me of the old days. But it also reminded me that in the old days, I spent way too much time on crap like that. I was so excited to "build a business" that I let it distract me.

Back then, we spent hours coming up with the perfect floorplan, and shift desks around every quarter to mix up who sits next to who. We over-thought policies, wrote detailed wiki docs, and discussed "company culture" a lot. In retrospect, 90% of that time should have been spent building and selling

As tech people, when designing features, we tend to get overly clever. But then when you talk to normal people using the software, the things they actually care about tend to be way more basic than you'd ever expect. Keep it simple.

I really with Bluesky had a "location" field on user profiles the way Twitter does. So many posts are directly or indirectly tied to a person's region (weather, traveling, taxes, regulation, etc.) and it's nice to be able to quickly see where they are so I can contextualize the post.

We set up Ring cameras at the office after there was a break-in, and wow is the admin panel terrible. So many things are straight-up broken. Redirects pointing to redirects. I can't even subscribe to a plan because it redirects me back to my dashboard every time I hit the billing page.

Fuck making money, this is what it's about: "As a long time user of LACRM I couldn't be more impressed with how you do business. What other company in America has customer support that actually answers the phone with a real live person. You are always improving an already great product"

Airtable is getting acquired by PE and presumably many employees will get laid off. Sad, but this is inevitable when you raise a billion dollars. Best case is employees get to cash out before the company enshitifies, but enshitification is coming one way or another. That's the deal when you raise $

Anil Dash@anildash.com

Terrible news, especially for their workers. Just a deeply disappointing ending for such a promising company. I hate this.

I don't understand people who *must* have dark mode for every minor site/app. I prefer light mode, but when a site defaults to dark mode it's totally fine. Not even important enough to switch if that's an option. Such a weird thing for so many people to care about.

"Dark mode is easier on the eyes" - Research has been done about this and aside from people with rare conditions, light mode is easier on the eyes. Neither are problematic enough to make it a big deal about it. This is not a pro-light mode post, it's a "why do we care so much" post.

I'm at a conference in Minnesota and I'm learning that everyone in Minnesota thinks St Louis is "the south". St Louis thinks that both places are the Midwest.

We just launched HIPAA compliance! Super tedious to implement, and maybe I'll regret it, but I'm cautiously optimistic. Our #1 industry is health insurance (about ~15% of customers) and now that we're the cheapest HIPAA-compliant CRM in the world (that I can find), I'm hoping we can do even better.

We're getting hit with a signup spam bot that caused us to send a few thousand emails to random addresses before we caught it. Very annoying, but more annoying is that this must be profitable. Who is falling for these scams where the name field in a transactional email says "call this number"

Internally, we use the term "CarPlay" for this. I would never buy a car that doesn't have Apple CarPlay. We try to identify the CarPlay features (the things our competitors have that ICPs can't live with out). Once we've satisfied that, then we ignore the competition and do our own thing.

Jason Cohen@asmartbear.com

Should you ignore the competition? Yes, in that you need your own voice & product, leveraging your strengths and goals, not someone else's. No, too, because customers compare you to the competition. How you position and compare, is relevant. Ignorance is not strength.

Life in 2026: - Get an email from my bank saying my account is suspended, and to call them - Call and spend ~5 minutes navigating worthless AI support - Finally talk to a person who tells me they don't know why it's on hold, the algorithm just decided it. There's nothing to be done for now.

My least favorite type of post is when someone is like "oh god, no, please no" with no additional context and then it turns out they were just watching a baseball game and didnt like the outcome

Really doesn't feel like we're living in the future when a Stripe-issued credit card expires and every SaaS company I use has Stripe send me an email asking me to go to Stripe to tell them about my new credit card that I got from Stripe.

I love Mercury as a simple online business bank, but every new feature they add is so wildly useless to me. It's obvious they're targeting a totally different type of customer (high-growth VC-backed startup) and I just happen to like a small part of what that other customer wants.

This is exactly how I feel. If you'd told me I'd be able to work for myself and make an upper middle class income for 14+ years, I'd have been thrilled. And also, looking back, it seems like we could have achieved so much more. I guess it's healthy to feel a balance of content + ambitious?

Benedikt Deicke@benediktdeicke.com

We're in year 9 of working on @userlist.com and some days it feels like we're way behind on our goals and ambitions 🥵 However, if you'd told my old self from back when we're started about where we're at now, my mind would've be blown 🤯

Tyler King reposted

It's 2026. The most powerful technology ever is in our hands. Getting recommended by AI tools represents the next great frontier in marketing. And the key to it all, distilled but very true, remains getting listed in a bunch of crappy listicles. What a time to be alive.

The biggest benefit of airpods is that I now have headphones with me at all times. Wired headphones constantly got tangled in my pocket, so I only brought them with me if I knew I'd need them.

lauren@lauren.rotatingsandwiches.com

i don't miss the headphone jack because wireless headphones are great and i don't miss earbuds getting violently ripped out of my head several times a day because i have the motor controls of a violently drunk chimpanzee