I'm the OP - I'm doing SS this weekend, and I have now decided to do all of the 10k/HM races in 2022-2023. Then see how I feel for 2023-24. I turn 50 in 2026, and that might be when I tackle a Dopey. Right now I'm not inspired to do a full marathon. I think 13.1 is perfect.
I had a conversation with DH recently that was basically "look, I need to do these races. As many as I can, as long as I can." And he has now come around. So I plan to register for everything as it comes up (oh hi Frozen virtual summer series!), and decide closer to the race if I go solo or if some or all of my family comes with me. DD13 has expressed a real interest in running the 10ks with me. We've done non-Disney 5ks together.
The crazy part is we live in Massachusetts, and I'm not DVC - not yet at least. I won't do it until I can pay for it without financing, and right now that might be 2024, likely with the poly expansion. Or maybe sooner - it's very tempting to get in on the new round of VGF (we just rented points there for a 2 bed villa. Amazing). I plan to buy a small amount direct for the perks, and then keep an eye out for good resale deals (even at other resorts) to keep adding points over time. I need to do more research but that's my plan.
And I REALLY wish I got an AP before they stopped selling them at the end of 2021. This weekend will be my 4th trip in 9 months. Sigh.