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Sounds quite irritating. I would react like you if I had to do that often!

I am not sure what you mean by 13.5 jailbreak. Isn't that something people have been doing to iOS for a long time?

Is there some way I could go back to 12.4.1? I am unsure if that's a good idea, since everyone keeps insisting that we need the latest software!
The “latest software” imo is somewhat a hoax. Sure, new features, bug fixes. But only if those are important to you. Blindly updating to the latest version without thinking is not good. That’s why business applications don’t get updated as crazy as tech enthusiasts and maybe home users do.

Ok, back to topic. There is no way to get iOS 12.4.1 on your device that is already on iOS 13.5 as Apple no longer signs it.

When I mention 13.5 jailbreak I’m not talking about if jailbreak is still valuable or anything. I’m talking about the fact that (used to be) latest version of iOS getting jailbroken a few days after its release. Knowing iOS has so many security issues even with latest version of software, I am becoming more reluctant to “update” as soon as possible.
 
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The “latest software” imo is somewhat a hoax. Sure, new features, bug fixes. But only if those are important to you. Blindly updating to the latest version without thinking is not good. That’s why business applications don’t get updated as crazy as tech enthusiasts and maybe home users do.

Ok, back to topic. There is no way to get iOS 12.4.1 on your device that is already on iOS 13.5 as Apple no longer signs it.

When I mention 13.5 jailbreak I’m not talking about if jailbreak is still valuable or anything. I’m talking about the fact that (used to be) latest version of iOS getting jailbroken a few days after its release. Knowing iOS has so many security issues even with latest version of software, I am becoming more reluctant to “update” as soon as possible.
I see. So, you're also questioning all this talk of the inherent security of iOS versus Android (because phones rarely work on the latest version)?
Can I ask your suggested plan of how to update?
Should I completely ignore new releases?
Or, update after a few months, once the bugs have been ironed out?
 
Yeah, iOS 13 is a mess. I feel that they lacked quality control and organization when developing it. It seems they included feature after feature without making sure that it was completely stable and that it worked well with the rest of the system. iOS 12 was very good, I hope that Apple follows the same strategy with iOS 14.
 
I see. So, you're also questioning all this talk of the inherent security of iOS versus Android (because phones rarely work on the latest version)?
Can I ask your suggested plan of how to update?
Should I completely ignore new releases?
Or, update after a few months, once the bugs have been ironed out?
Not so much about “inherent security of iOS vs Android“, just purely on this “update to latest iOS“.

Since iOS does not have proper enterprise level tools like on Windows to manage the devices, the best way for me to update is waiting until the last possible second (usually a week after the release of updates within big release, like iOS 13.x.y). For iOS upgrade, I only do so when the new iOS features are good enough.

Given there is no roll-back feature for iOS update (unlike Windows 10 which at least has a roll-back feature),if new iOS release breaks your currently working stuff, you are stuck. It is always cool to have a spare device around for this purpose, but this option is not for everyone.

In conclusion, I’d hold off until the last possible second before updating and delay as long as I can for upgrading. Having a working device far outweighs having a device that no longer works, even if it has the latest security updates.

PS: for the rollback feature, someone would say “hey, one week after the newer version release you can still downgrade”. Windows 10’s roll back doesn’t care if the newer build is released 10 days ago or a whole month ago, it’s there for people to fall back to previous build or to uninstall some updates. For iOS, once that tiny grace period is gone, you are stuck. Tell me what you can do now after updating iOS 10 to iOS 13 and you don’t like it.
 
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