I'd probably do a 2-phase pitch. Phase 1: Flat fee, $2,500 - $3,500. Basically an "audit" of existing structure and things, then build a 90-day roadmap with a realistic path to the revenue goal he has. Phase 2: the actual retainer, which I'd land on between $2,500 - $4,500/month depending on the scope of the engagement. If I'm just consulting on strategy, probably towards the lower end, if I'm doing a lot of the hands-on work (even with the assitance of AI, I'm towards the higher end.