Your browser does not support the audio element.
In partnership with
Hello...Happy Wednesday! 👋🏻 “Every person, team, and company has AI work to do.”
Monday’s self-assessment showed where you (and ideally your squad) land on the AI-Adoption curve.
Today we answer the bigger question: How do we actually move the needle?
There is no single right way, but I've seen the most success with the concept of a sprint .
Why “Sprint” Beats “Slow & Steady” 🏃♂️⚡️ Compress learning into 2-week bursts so momentum never fades.
Clear checkpoints & KPIs let leaders see progress in real time.
Minimal disruption —90 days, 5 focused phases, proven playbook.
From Assessment to Action: Your Team's AI Upskilling Blueprint 🤝Got your AI adoption score from Monday?
Now comes the hard part: Actually doing something about it. 💪🏼
Path 1️⃣: The Bootstrap Route (Free » $20/month) Perfect for: Solo marketers, small teams, tight budgets
Use ChatGPT Plus as your personal trainer
Start with 60 minutes weekly, same time every week
Focus on one skill per month ( 4 Sessions ): prompting → content creation → automation → QA
"Daily Wins" (quick tasks)
"Content" (blog, social, newsletter)
"Research" (competitor intel, trend analysis)
“Personal” (email, calendar, time management)
Reality Check: This works if you're time-disciplined. Many aren't.
Path 2️⃣: The Evangelist Accelerator (Internal Resources) Perfect for: Mid-size teams with hidden AI talent
Find Your Champions (every team has them):
Who's already experimenting with AI?
Who asks if they can use tool X or AI Y?
Who'd volunteer for this (Hint: ask in Teams/Slack)
Days 1-30: Evangelists master core tools, create SOP’s,
Days 31-60: They train 2-3 teammates each and then are ongoing coaches
Days 61-90: Measure what's working, scale what isn't, push on clear projects
Secret Weapon: Give evangelist teams a small budget ($500-1000) for tools. Watch them become internal heroes.
Path 3️⃣: The Expert Fast-Track (Consulting Investment) Perfect for: Companies where "getting it wrong" costs more than getting help.
Annual marketing budget > $500K
Leadership demands quick wins
You're in a competitive industry where AI = survival
Discovery Call (30 min): Get your teams a plan
Team Training: 1-4 hours customized to your needs
Pilot Workshop: Follow on workshop session to identify or accelerate AI pilot projects.
Sprints: AI wins start showing up
1440: Your Weekly Business Cheat Sheet Expand your business and finance knowledge with 1440 . Get clear, conversational breakdowns of the key concepts in business and finance—no paywalls, no spin. Every Thursday, 1440 delivers deep dives, interactive charts, and rapid market rundowns trusted by 100k+ professionals.
🫡 Take Action… Pick your path and take action by Friday:
Bootstrap: Set up ChatGPT Plus and create your three folders
Evangelist: Identify 2-3 champions and schedule a planning meeting
Expert: Book a discovery call with me to get help now.
The AI divide is real. Is your team ready for ChatGPT 5?
Teams that build AI pipelines and sound process will dominate.
Teams that don't... well, they'll be explaining declining performance to leadership.
Which path are you taking?
P.S. On Friday, we are going deep on how I’m doing an AI Sprint for my agency ScaledOn .