After my initial betta bug where I had to have every tail type and color I could find, I just decided to focus on my favorite tail type, hmpk, and hmpk giants. Then I picked pairs I know would be good breeding pairs, set an allowance (turns out that part was irrelevant!,) and carefully picked each female and then looked for a good male counterpart.
I wanted to try a sorority, as I felt comfortable enough with bettas and behaviors to establish one. That went beautifully, and so I've moved onto my ultimate goal of being a breeder in the US. It makes it really easy not to buy any thinking about the water changes that will come with fry! So for me, I guess it's just having a plan or goal with my flock. Otherwise it's easy for me to get distracted and what if, you know?
It kind of does sound you have the time, money, resources and desire to care for him, but getting a breeding pair next summer would be amazing! And who knows, maybe there's someone new in your area you've never met that's crazy about bettas too and will give him a great life, or even a decent one, one better than dying in a cup. I know how hard it is to stop obsessing though, especially when you find one you adore!
~Ask me about discounts on beautiful aquabid fish! ~