Back on the road- for how much longer

My “what’s a guy my age doing on a” 1997 ZX7R is back from the shop after 1/2 year ( most was winter so didnt care). Reason it was there is I crashed from an oil soaked rear tire after blowing a countershaft or clutch push rod seal on the freeway. Didnt know it was oil coated until leaned over to start turning after getting off freeway. Glad i had armored shoulder padded jacket, and helmet because both got scratched up. It’s the 3rd time I’ve lost an oil seal. First two were no consequence, was at idle warming up. Before latest repairs / service including new engine oil seals, replaced brake lever, new timing case cover w/ guide not broken, new rear tire installed, and new fork seals and guides while it was on the rack, I’d done a bit. In the past 1,500 miles rebuilt carbs, new fuel pump, petcock (oem- both) new tires Pirelli rosso coursa, new throttle cables, chain, sprockets, and brakes.
its kind of feeling like a bank account vampire. Should i keep riding and dropping coin into this thing? I’m pushing 60. Maybe its time for a Grom.
it’s got 33,200. If i was going to sell, what’s market like for something not perfect but well taken care of?
anyone else blowing oil seals while cruising along? I didnt get hurt, just a sore shoulder a couple days- lucky!