AI Roll-Out Playbook: From First Prompt to Org-Wide Engine
The Winnie Lou Copy Sprint
Scale Media co-founder Ben Flohr went from “what’s a prompt?” to running an AI backbone that drives 4 wellness brands, 140+ staff, and cut thousands of work-hours in 90 days. In this fast-hit session, he unpacks the exact moves:
- Lightning-Bolt Moment: The single prompt-engineering demo that flipped curiosity into obsession.
- Exec Hackathon: A two-hour workshop that turned skeptics into power users and surfaced day-one wins.
- 4-Person AI SWAT Team: Why he chose top operators (not coders) to embed in every department and hunt for time sinks.
- Phase 1: Prompt + Custom GPTs: 0-code playbook that erased repetitive work.
- Phase 2: Agentic Automations: Stacking workflows only after quick wins proved ROI.
- Stakeholder Sync: The weekly ritual that ties AI projects to KPIs and keeps leadership bought-in.
- Scorecard & Next 90 Days: The hard numbers, culture shifts, and what’s being automated next.
Why Attend
- Witness a $1B bootstrapper’s real-world rollout - no theory, all playbook.
- Rip & Deploy the champion model, buy-in tactics & phased roadmap Monday morning.
- Turbocharge non-technical teams while leaders get crisper, faster updates - no IT drag.
Walk in curious, walk out with a step-by-step plan to ignite AI across your org.
This is the prompt used in this lesson.
Click “Copy Prompt” and paste it into ChatGPT to to try it yourself.
Click “Copy Prompt” and paste it into ChatGPT to to try it yourself.
This is where you’d see the exact prompt used in this lesson, ready to copy and paste to try it yourself in ChatGPT.
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Syllabus
50% completed
The AI Adoption Blueprint: What Works, What Fails, What Spreads
AI Roll-Out Playbook: From First Prompt to Org-Wide Engine
Coming up
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Org Design for AI: Teams that Hum
Tools & Tempo: AI that Actually Fits Your Workflow
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Consultant in a Box: Ship Strategy in Seconds
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Customer & Insight Ops: Know More, Guess Less
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Brand Intelligence: Turn Ideas into Assets
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Copywriting with AI: Write emails, ads, & copy that convert fast
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AI Foundations: Become Dangerous Fast
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Making AI Make Sense
Logging In - Your 60-Second Jumpstart to ChatGPT
What the Heck Is an LLM (and Why It Matters)
Teach AI to Write for Your Brand - The Winnie Lou Copy Sprint
What Is a Brand Brain? (And Why You’ll Never Launch Without One Again)
Nail Your Customer Profile (Then Win the Campaign)
Deep Research Mode: Fire-Up Your 24/7 Consultant-in-a-Box
AI Copywriter Mode: Spin Up Your Personal Word-Wizard
The AI Adoption Blueprint: What Works, What Fails, What Spreads
Plan a Trip, Learn to Prompt : Your First AI Superpower
Why the 5-Step Process Just Works (Even When You Don’t Know What You’re Doing)
Inbox-Ready Email Campaigns, Built From a Single Prompt
Craft the Big Idea (and Watch the Rest Fall in Line)
AI Manager Mode: Manager-Approved Comms Playbook
AI Roll-Out Playbook: From First Prompt to Org-Wide Engine
Projects vs Custom GPTs: What to Use, When, and Why
High-Converting SMS Campaigns, Drafted in Seconds
Use Your Brand Brain to Architect the Launch Email Sequence
Memory, Privacy & Personalization: Making GPT Yours
Brief Influencers Like a Strategist (Not a Micromanager)
Use Your Brand Brain to Build a Campaign-Ready Shot List
GPT Showdown: 4o vs O3 (And When to Use Each)
Name the Product Like a Pro (Not a Committee)
Build a Master SKU GPT
Bullet-Proof Briefs - Turn ChatGPT into Your Onsite Team’s Favorite Teammate