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I love (sarcasm) how I started my newsletter on the eve of one of the most chaotic periods of my life (moving, family health scares, business trips, etc). Please bear with me as I figure it all out, and thank you for being a subscriber 💜. Let’s get into it.
👩💻 5 Practical Strategies for Upskilling Marketing Teams in AI
🎥 If You’re Going to Watch ONE Video On AI Prompting - Pick This One
🧩 Project Playground - Personal Brand Makeover Step 5
📣 Word of the Week
👩💻 5 Practical Strategies for Upskilling Marketing Teams in AI
Everyone’s talking about AI in marketing, but “just use ChatGPT” isn’t a strategy. If marketing orgs want their people to really level up, they need to build AI fluency into daily workflows, not bolt it on as an afterthought.
Here are five ways smart teams are doing it right:
1. Role-Specific AI Training
Generic AI courses don’t stick. The best learning is tailored to roles—SEO managers practicing AI-powered keyword research, content marketers testing AI writing prompts, analysts using AI for faster reporting. When training mirrors actual tasks, it becomes muscle memory, not just theory.
2. Collaborative AI Communities
Some orgs form AI guilds or cross-functional squads where marketers, strategists, and data folks swap experiments, share prompts, and tackle real problems together. Think of it as peer-to-peer learning, but with AI as the common language.
3. Personalized AI Learning Paths
AI can also help employees learn AI. Platforms like IBM’s skill-gap tools personalize training to each person’s strengths, recommending what to try next. It’s like a built-in career coach nudging marketers toward growth.
4. Change Management With Measurable Wins
Adoption is just as much about mindset as skill. The best orgs:
Start with clear goals (e.g., cut campaign build time by 20%).
Phase in tools gradually with pilot projects.
Collect feedback to refine along the way.
This keeps AI from feeling overwhelming—and proves it’s actually helping, not just hype.
5. Marketing AI Hackathons
I saved the best for last: short, creative hackathons. Picture your team taking a day to build mini-projects—prompt libraries, campaign idea generators, UTM builders—then sharing the results. Hackathons turn learning into play, lower the barrier to trying AI, and create quick wins that stick.
🎥 If You’re Going to Watch ONE Video On AI Prompting - Pick This One
I’ve watched videos featuring Jeremy Utley (Stanford) before, and he always provides top-tier insights into using AI as a team member (not a tech tool). This video is the best I’ve seen when it comes to understanding the types of prompting that exist and the contexts in which to apply them. Worth a watch, I promise!
🧩 Project Playground - Personal Brand Makeover
Step 5: Define Your Messaging Pillars
Try this prompt:
I want to define my personal brand’s messaging pillars.
Act as my brand strategist and guide me through the process.
Here’s what you need to know about me:
My strengths: [list your strengths here]
My passions/what energizes me: [list passions here]
The audience I want to serve: [describe your audience here]
The change or impact I want to create: [describe your WHY here]
Please help me:
Suggest 3 clear messaging pillars that tie together my strengths, passions, and audience needs.
For each pillar, outline:
The core theme
Why it matters to my audience
Proof points I can use (examples, stories, frameworks, results)
A simple call-to-action for my audience
Make the output easy to scan, in a structured format, so I can drop it into my brand strategy doc.
Next week will be the last step in our Personal Brand Makeover project, don’t miss it!
📣 Word of the Week
Context Engineering
In his Stanford Practical Guide to 10× Your AI Productivity talk, Jeremy Utley puts it plainly:
“Context engineering is prompt engineering on steroids. It’s not just asking the AI to do something—it’s giving it everything it needs to actually perform.”
Watch the talk here
Instead of just prompting, “Write me a sales email,” context engineering means adding brand voice guidelines, customer call transcripts, and product details—so the AI writes something that’s not only correct, but also on-brand and useful.
Takeaway: Prompt engineering is the command. Context engineering is the environment that makes the command succeed.
Thanks for reading my newsletter all the way through :)
As always, stay curious and have fun!
Best,
Skyler Neal
