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Ask HN: Those making $500/month on side projects in 2025 – Show and tell

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421–430 of 575 posts

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#421

Right about $500 now, down from $5K at peak AI assistant in your iMessage group chats https://olly.bot

How did you make a bot that can send iMessages? I want to make a service on my Mac that can send notifications through iMessage. (preferable multiple chats, different topics for different notification types)

seems to be a few apps that can do this, but you need a mac to do it

https://github.com/linjunpop/imessage https://github.com/danikhan632/iMessage-API

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#422
post #408
post #393

Earlier quoted context omitted.

Hey, thanks for asking! I used those Facebook and Google ad credits you always get when you sign-up for something, ran two postcard campaigns sent directly to HOA presidents, paid to rank higher on Capterra, hired an SEO firm for 2 years, was in a Valpak insert, and ran an ad in The Chicago Cooperator for 6 months. The Capterra campaign was by far the best ROI, but still too expensive to make sense in the long term.

That seems like a lot! My assumption would be the best marketing, given you are a team of 1, would be demand capture campaigns. And it seems that your Capterra results bear that out. But, your SEO agency would probably have focused on high intent keywords for demand capture, and presumably that didn’t work so well. Anyway, seems like an interesting marketing challenge targeting a niche market that frankly I don’t kno…

This is great, thank you! I had to look up "demand capture campaigns" and that makes a lot of sense. Yes, I totally agree that property managers can be a source of growth. I'm very lucky to have a property manager user out of Michigan helping guide me with what she would need from a property management perspective. Their needs are just different enough that it will require some serious dev work and I'm "so very tired", haha. Everyone wants the equivalent of QuickBooks built-in to the software. I need something to bring back my enthusiasm from years ago.

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#423
post #385

kitecourier.com - the end-to-end certified mail platform that makes sending legal notices as easy as sending email. Revenue is very spiky. Some months ~$10k, some ~$100. Inspired by this Patrick McKenzie thread: https://news.ycombinator.com/item?id=7135833 Certified mail is weirdly powerful leverage. I decided to productize that.

How do you handle the logistics? I presume you aren't printing and mailing everything manually...

https://lob.com handles printing/mailing

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#424

A friend and I host a monthly dinner club for people interested in ethnic cuisine. We work with a single restaurant each month to create an 8-12 course all inclusive price fixe menu. The food is served family style and is authentic to the region we are hosting. We typically host the dinners on a Tues or Wed when the restaurants in our region aren’t too busy and could use the extra business. Since 2023 we’ve been to 4…

This is a great project! I'm thinking about doing something similar. Do you have any bad experiences, things you would have done different, or are thinking about improving now?

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#425
post #396

Earlier quoted context omitted.

I love your website. I stumble upon it again every other year and I'm always amazed by the quality of the content and writing. I was reading your articles on my Windows Mobile phone, ages ago! Have you also had a decline in traffic in the last 18 months? It seems like the entire independent web is getting strangled out.

Thanks! We had our 20th birthday earlier this year, so we've certainly been around for some vintage devices. Over the years our primary audience moved from desktop web browsers to mostly mobile readers, and now our largest audience is podcast listeners. Site traffic is indeed down in recent years. The largest decline was when Facebook introduced "boosting," and stopped showing our posts to 90%+ of our Facebook follow…

This is how I fear my own website will be if the trend continues. Platforms gave, and now they're taking away.

At least what you have built will endure. Even if your invested just enough to keep the lights on, you would still have a trove of fascinating content. It's something to be proud of.

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#426
post #404

https://cluesbysam.com I started making a daily logic puzzle called Clues by Sam in May and it's been stadily growing since. The number one thing people were asking for was more puzzles, so I started selling puzzle packs instead of monetizing with ads. The reception has been great, and the revenue has been enough for me to decline some consulting gigs and instead focus on improving the game.

I love it, just purchased a pack. I've also found that it is a very great tool to test LLM, like take a screenshot of a half resolved game and feed it to ChatGPT with the rules and ask him to select the next target

Thank you so much! Also, you might find this interesting regarding testing LLMs: https://www.nicksypteras.com/blog/cbs-benchmark.html

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#427
post #370

https://www.condoally.com/ and https://www.hoaally.org/ - Simple yet powerful tools for running small/self-managed HOAs. The site is 15 years old now and pretty solid. I dreamed much more for it, but I still can't figure out the marketing. The front-end is open-source: https://github.com/CommunityAlly/CommunityAllyWebApp

Reddit marketing to relevant subreddits might help!

That's a good idea, thanks. I always wanted to help folks unite to defeat corrupt boards so maybe r/fuc*HOAs would be a good subreddit to advertise for that.

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#428

A friend and I host a monthly dinner club for people interested in ethnic cuisine. We work with a single restaurant each month to create an 8-12 course all inclusive price fixe menu. The food is served family style and is authentic to the region we are hosting. We typically host the dinners on a Tues or Wed when the restaurants in our region aren’t too busy and could use the extra business. Since 2023 we’ve been to 4…

This is a great project! I'm thinking about doing something similar. Do you have any bad experiences, things you would have done different, or are thinking about improving now?

Honestly, I can’t think of anything I would have done differently. Each stage of our growth came with some challenges and lessons. I think we did a pretty good job of internalizing and adapting. We definitely made some mistakes along the way, but nothing I regret doing and wouldn’t do again. Every mistake and lesson taught us something.

Feel free to email me if you run into any challenges. We might have already been through it!

Re: Ask HN: Those making $500/month on side projects in 2025 – Show and tell

#429

Here’s my own side project that’s been earning a bit on the side: I built DedupX, a macOS app for finding duplicate and visually similar files fast - especially useful for photographers and anyone with big local storage collections. What it does - Exact duplicate detection using incremental hashing so it doesn’t have to fully load huge files. - Perceptual image matching finds similar images even if they’re resized or…

Please double your prices, at minimum. (And port to Linux, so I can use it. Just CLI would be great.)

Making this cross-platform is definitely a goal I wanna work on, but I lack knowledge of desktop app development on Windows and Linux.

I'm glad you think the app is cheap. Honestly I think the pricing is decent for the current set of features. I might revisit the price if I sneak in more features worthy of a higher price tag, but for now, it's good enough.

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