Every day. Almost everything is automatic, but I have a few manual things like my PC check for updates every day and I always install all of them after review.

I trust my crap to update itself. Is that wrong?

I check and update them whenever I can. There is no reason not to.

Immediately and constantly apply updates.

Very, very, rarely have I ever had to roll anything back. Newpipe I rolled back once.

— After some thinking

• MacOS - Minor changes Number.minor I update ASAP, Major Changes Number+1.1… I wait until Number+1.3… Apple has a history of breaking the ecosystem on major changes, give them a month or two to sort it out

I’m still on DOS.

more and more apps (primarily Google services, Social Media, …) get shitty updates

Don’t use them and switch to alternatives then!

Android: I keep Graphene updated always. Apps maybe once a month.

Linux: I have my environment set up to alert me when new package versions are released, so I’m always up to date. Well, as up to date as stable repos and any manually added sources go.

Windows: I have a Win 10 rig solely for gaming. I stay updated on drivers and games, pretty much weekly.

Every time there is a new version available for the most part.

I go to the changelog of the app or software to see what has changed, since I only use FOSS I also have a broad glance at the code. If I know that what I am updating won’t cause trouble for what I am currently doing (ie. A depency update that is used during a time I need to compile a big project), I go ahead and update.

In the case of new features I am not keen on, I usually keep the current version I have (and make any self-update impossible for said app/software), see if there is any reputable forks or fork it myself to remove said features.

I have a minimal amount of apps and software and I handpicked all of them specifically so that they follow what I want them to do. If for whatever reason they stray and become something I’d rather not use at all, I remove/purge them.

Security is also very important (to me at least). Not updating because a feature is unpleasant is fine as long as the app is fairly recent and has no way of communicating to any other apps or have any internet access.

I update everything automatically except for Google Messages. Nothing has RCS so I can’t kick this last bastion of google in my life yet. I set Google Messages to never update and uninstall all updates because if I dont it eventually can’t read Google own work profile and my work contacts won’t show an ID. I had to wipe the app data daily before I just said fuck it we won’t have updates. Fucken garbage app by a so called tech giant who can’t even work their own shit. Its been like this for at least 4 months.

You should update your phone appa every day for security reasons. At least the ones with internet connectivity.

On your computer, do the same for your system and for your web browser and other web-focused apps.

Pretty much as soon as a stable release happens for software on my phone. On my PC it mostly depends (for not-games) how annoyingly the update popup is placed. If it tells me on startup “Now (including a restart of the program) or we’ll remind you on next startup” I usually pick later because I want to work on that, e.g. PDF, immediately. By the time I did the work, I either forgot about updating (repeat cycle next time I use it) or the manual update option is somewhere too obscurely placed and I’m too lazy to find out where.

One of my programs - I think it’s Foxit PDF reader - offers an option to run the update when I close it. That’s so lovely, because it allows me to do my work now and when I’m done, I can let it update in peace while I start something different.

Edit: Because I read Win10 in the comments: For OS updates, I carefully vet the major releases. I stayed on my XP until Win 7 released and was actually an improvement. Then I only upgraded to Win 10 when I acknowledged it as good and because Sea of Thieves wouldn’t run on Win 7. Currently I’m trying to stay as far away from Win 11 as I can. We use it at work and I wouldn’t want to bring this peril into my home.

Laptop and phone: nearly every day.

Daily, with 256gb internal storage and SD card support, I have plenty of space

Multiple times a day. It’s a bit of a dopamine addiction.

Only when I feel like it. And OS updates that require a reboot maybe four times a year. And I run pro audio software that takes a long time to catch up, so never the new whiz bang version of macOS. And never the N.0.0 version for any of my other devices. I used to work / dogfood development software for work. Never again. It’s begging for your existence to be hell.