Agreed with JohnBiz, the moment flagging is interesting and unusual, and a nice contrast to passive transcription. I only recently learned about MacWhisper (I'm Windows primarily) and was floored to learn how expensive the Pro option is. Nowadays it's not so hard to have some-level of DIY transcription, so crazy that it's priced with a premium.
What's your diarization pipeline? Pyannote?
I'd taken a different approach that used a LLM clean-up pass to summarize and progressively compress the transcript for ultra-long content, but I like the idea of targeted "pay attention here" flags.