For reference, part of where the thought exercises are for is in terms of replicating what might have been a traditional BBS message net, but a massive hub for such activity on Cloudflare hosting. Some pieces burrowed from FTN (Fidonet technology) but some rethinking in terms of more modern capabilities in practice.
On availability, Cloudflare is the gold standard, no argument. We get a lot more control with this setup, including the failure path. With a DO you're at the mercy of the platform's placement and migration. With ours, when a host or region goes sideways, we can deliberately reroute and rehydrate the org elsewhere instead of waiting on the platform. That doesn't beat CF's raw availability and uptime, but it's a recovery lever we didn't have before.
It also unlocks something DO structurally couldn't: running the whole stack in a customer's own cloud (BYOC). For the regulated teams we're building for, that requirement alone was worth the trade.