I agree with this. Any time I make a plan I have to go back and fill it in, fill it in, what did we miss, tdd, yada yada. And yes, I have all this stuff in CLAUDE.md.
You start to get a sense for what size plan (in kilobytes) corresponds to what level of effort. Verification adds effort, and there's a sort of ... Rocket equation? in that the more infrastructure you put in to handle like ... the logistics of the plan, the less you have for actual plan content, which puts a cap on the size of an actionable plan. If you can hit the sweet spot though... GTFO.
I also like to iterate several times in plan mode with Claude before just handing the whole plan to Codex to melt with a superlaser. Claude is a lot more ... fun/personable to work with? Codex is a force of nature.
Another important thing I will do is now that launching plans clear context, it's good to get out of planning mode early, hit an underspecified bit, go back into planning mode and say something like "As you can see the plan was underspecified, what will the next agent actually need to succeed?" and iterate that way before we actually start making moves. This is made possible by lots of explicit instructions in CLAUDE.md for Claude to tell me what it's planning/thinking before it acts. Suppressing the toolcall reflex and getting actual thought out helps so much.