This isn't accurate.
> So I feel pressure to always, always, start by info dumping the problem description to AI and gamble for a one-shot. Voice transcription for 10 minutes, hit send, hope I get something first try, if not hope I can iterate until something works.
These things have planning modes - you can iterate on a plan all you want, make changes when ready, make changes one at a time etc. I don't know if the "pressure" is your own psychological block or you just haven't considered that you can use these tools differently.
Whether it feels satisfying or not - that's a personal thing, some people will like it, some won't. But what you're describing is just not using your tools correctly.