Overlooked way to sell $2,500 AI workshops to SMBs (full breakdown)

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In this episode, I sit down with Dennis Morales, an AI Operator Academy member who landed his first paid AI workshop using a free coworking office hours method. Dennis breaks down the exact three-part playbook, landing the venue, running the session, and converting attendees, that turned a single free lunch and learn into a $2,500 paid workshop and multiple ongoing AI concierge clients. By the end, you'll have a real, replicable system for turning free local workshops into paid AI services clients.

Timestamps:

(00:00) Intro: Dennis's First Paid AI Workshop

(00:30) The Problem: No Referral Network Or Pipeline

(01:14) Cold Calling Local Coworking Spaces

(02:10) Who To Pitch: Community Manager Or Owner

(03:35) The Free Lunch And Learn Pitch Script

(04:15) AI Operator Academy's Office Hours Course

(05:13) Part 1: Landing The Venue Workflow

(06:20) Using A Survey To Pick The Session Topic

(08:08) The Three-Part Framework Overview

(08:37) Conversion Rate On Cold Calls (50%)

(09:21) Aiming For Consistency And Repeat Bookings

(09:53) Sitting In The Coworking Space For Walk-Ups

(11:02) The First $2,500 Paid Workshop Result

(11:56) Landing AI Concierge Engagements

(13:02) Charging $3-5K For AI Policy Work

(13:58) Part 2: Running The Session

(16:02) Handling AI-Forward, Technical Attendees

(17:59) Part 3: Converting Attendees Into Clients

(19:10) Pitching The Paid Assessment At The End

(19:57) Free Vs. Paid Assessment Decision

(21:07) Corey's Advice: Add Real Scarcity To The Offer

(23:32) Why Dennis Recommends AI Operator Academy

(25:14) Where To Find And Work With Dennis

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