An interesting thread
I have been developing software since the 1980s and while I agree about the challenge of software that keeps updating and also agree that not everything does what is claimed on the package, the reality is that huge amounts of software are just so much more intuitive and easy to use now than 5 / 10 / 20 years ago... little examples such as uploading photos on this forum - so much easier than a forum on PHPBB3.0 or similar where you have to find an external photo hosting provider and upload first to then link etc. so I disagree that it is all negative. My business builds process based systems for our clients and we do so based on a simple premise of intuitive, easy to use, systems that give small businesses the tools normally reserved for larger businesses - software advances are great, every year there is stuff we can deliver cheaper, easier and better... Sure, not everyone needs those changes, but generally progress is good - and as mentioned above even subscription approaches such as Adobe are cheaper than the previous upgrading of each piece of software - we have several full suite licences and I have been using photoshop since version 0.98!
regarding photo storage, I think there is a lot of poor recommendations on here for the majority of people - yes, running numerous computers and software to sync files etc. or rotating disks when you remember can all work - but for the vast majority of people it is un-necessary and as likely to cause issues - pick an online data storage system and just let it get on with what it does... It is ridiculously cheap for what is offered and builds in large amounts of redundancy - we use Dropbox at a professional level which syncs bi-directionally with a Synology NAS in the office and it is superb, takes less than 5 minutes maintenance p/a and just works - it has superb built in redundancy and if something is accidentally deleted it can be easily retrieved. It is a no-brainer.
and for reference I have been a professional photographer for decades and have multiple terrabytes of photos - I also used to own the largest private collection of glass plate photos in the world (over 100,000 of them) and while it was phenomenal seeing the detail from a decent glass photo from the 1800s they were an expensive nightmare to own and preserve - digital all the way and a 3rd party back up provider - easy.