Episode
Landing a $30K Retainer BRAND NEW to AI (Case Study)
- Podcast
- Build With AI
- Published
- Aug 26, 2026
- Duration seconds
- 1669
- Processing state
not_requested- Canonical source
- https://share.transistor.fm/s/191e6ecd
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Summary
Join our AI Operator Academy Community where we help entrepreneurs start and scale a profitable AI services business: https://www.skool.com/aioperatoracademy/about In this episode, I sat down with Dino Watt, an orthodontics industry consultant with zero technical background, who used the exact AI Operator Academy playbook to land a $30,000 consulting deal in under three months. Dino walks through his entire funnel live: a $97 workshop that pre-sold assessments before he ever taught it, a $797–$997 paid AI assessment, and a standout add-on nobody else is doing, an AI-generated explainer video that turns his report into a seven-minute video his clients can forward straight to a business partner or spouse. He breaks down the actual numbers: $5,734 collected before a single sales call, a 44% close rate, and a $5,000-a-month, six-month AI Concierge retainer closed off the back of an assessment he got paid to deliver. By the end of this episode, you'll have a full blueprint for turning a paid workshop into a five-figure retainer, even if you've never written a line of code. Timestamps: 00:00 - Intro: meet Dino Watt 00:50 - Not technical, dyslexic, no coding background 01:35 - Joining AI Operator Academy with his wife Shannon 02:39 - The $30K AI Concierge retainer overview 03:09 - Using Claude to build his podcast slides live 04:55 - The filter: effectiveness, efficiency, quality 05:27 - Pricing the $97 workshop and early bird upsells 06:20 - Upselling the $997 paid assessment 07:20 - Doing the assessments and giving one testimonial freebie 08:29 - Booking the follow-up call off the explainer video 09:30 - Why he charges $5K/month over six months, not $2K 11:45 - Solve rich people problems 12:48 - Walking through the full deliverable package 13:19 - The one-pager and proof ki…