While, granted, I was perhaps a little silly to go org (it seemed like a good idea back then!), it's mildly terrifying that my personal footprint on the web of 20+ years can now be held to ransom by a random VC firm, and to keep my own email address I might have to pay an additional $$$ annually.
And I don't see any reason to expect the annual probability that it's transitioned back to a non-profit to be a lot different in the future than it is right now, which means that if it makes sense to migrate then it doesn't make sense to wait. Especially when continued use of the domain only increases the migration cost as it gets further distributed as your active contact information.
Locking down [your-name].org for 10 years carries its own value proposition beyond the mere calculation of price today vs in the future.
For most people there aren't a lot of individual decisions that will cause you to make a life-changing profit on their own, but it's making little decisions again and again that adds up.
> Locking down [your-name].org for 10 years carries its own value proposition beyond the mere calculation of price today vs in the future.
The premise is that you're going to immediately migrate away from using the domain. Which means that any further use of the old domain just keeps you invested in it, and it's not worth a whole lot if you're not going to use it for anything.
There is also something to be said for minimizing the profits of the entity screwing you over, even if it's only by a little, because that adds up too.