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🧠 From Assessment to Action: AI Upskilling Blueprint

Which Path Are You Taking?

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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?

Great.

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

Your AI Coach Setup:

  • 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

Week 1 Action: Get SetUp properly with AI then build folders with custom instructions so you 10X your prompting:

  • "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)

The 90-Day Sprint:

  1. Days 1-30: Evangelists master core tools, create SOP’s, 

  2. Days 31-60: They train 2-3 teammates each and then are ongoing coaches

  3. 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.

When to Choose This:

  • Annual marketing budget > $500K

  • Leadership demands quick wins

  • You're in a competitive industry where AI = survival

The Process:

  1. Discovery Call (30 min): Get your teams a plan

  2. Team Training: 1-4 hours customized to your needs

  3. Pilot Workshop: Follow on workshop session to identify or accelerate AI pilot projects.

  4. Sprints: AI wins start showing up

1440: Your Weekly Business Cheat Sheet

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🫡 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?

Cheers, 

Alec

P.S. On Friday, we are going deep on how I’m doing an AI Sprint for my agency ScaledOn.