You admit this, but yeah, it's a big headache that has its own trade-offs.
By design, you'll have users spread across any number of versions. And you have to decide how far back you're going to issue updates. And instead of having nice in-app updates and a policy of "just upgrade to the latest version", you have a system that's complicated for you and your users. And you have to decide if you're okay letting users use (by design) releases with issues that have long been fixed.
I can see how Adobe and Jetbrains have the manpower to do it, but a solo dev or a small team, you should spend your time building the dang product rather than appeasing people who don't think your product is worth $9/mo.