AI Advanced
"I've gone deep — in strategy, building, or both."
What this level looks like
You've moved beyond daily AI usage into genuinely advanced territory. What that looks like varies — some people go deep on strategy (thinking about how AI reshapes teams, business models, and competitive dynamics), others go deep on building (creating automations, applications, or tools with AI), and some do both. What unites everyone at this level is that AI hasn't just changed *how* you work — it's changed *what's possible*. You redesign workflows, coach others, build reusable systems, or rethink what your role or organization can achieve. The old model of "strategist then builder" was wrong — these are parallel paths, not sequential steps. You got here your own way.
Two paths, not a sequence
At this level, people specialize. The quiz detects which direction you lean — but both paths are equally advanced.
Strategist
Your advanced skills lean toward strategy — you think about AI at the systems level for your team and business. You evaluate tools for team deployment, consider governance and data management, and see the bigger picture of how AI reshapes competitive dynamics.
Builder
Your advanced skills lean toward building — you create things with AI. Whether you write code with AI assistance, build automations, or create tools for your team, you're in the creative act of making something new. The "vibe coder" building apps with Lovable is just as much a builder as the developer using Claude Code.
What to do next
- ✓ Build a Company AI OS for your team — structured knowledge that makes AI smarter about your specific context
- ✓ Share what you've learned — document your approach, write about it, or help others in your organization get started
- ✓ Explore the path you haven't taken yet: if you're a strategist, try building something; if you're a builder, think about the bigger organizational picture
Recommended guides
The Anthropic Ecosystem: A Complete Guide to Claude's Products and Models
Everything you need to know about Anthropic's Claude — from the model family (Haiku, Sonnet, Opus) to the web app, connectors, Claude Code, and Claude Cowork. A practical guide from someone who uses these tools daily.
15 min readGiving Everyone Copilot Isn't an AI Strategy
Most companies treat AI like a software rollout. Buy licenses, run a training, move on. That's not a strategy — it's a purchase order. Here's what actually works.
12 min readHow We Built an AI That Knows Our Company
Individual AI tools only scratch the surface. At Carewell, we built a shared knowledge system that gives AI permanent memory about our business — and it gets smarter every day. Here's the practical blueprint.
18 min readCode vs. Automation vs. AI: Picking the Right Tool for Each Job
Not everything needs AI. Not everything needs custom code. Here's the framework I use to decide what goes where — and why getting this wrong wastes more time than not using AI at all.
11 min readExplore these categories
Worth checking out
AI Explained — YouTube
Deep dives into AI capabilities and benchmarks. Great for understanding what models can actually do and how they compare.
(opens in a new tab)Stratechery
Strategic analysis of how AI reshapes business and technology. Essential reading for anyone thinking about AI at the organizational level.
(opens in a new tab)Simon Willison's Weblog
Hands-on exploration of AI tools and APIs from a developer perspective. Incredibly practical and always interesting.
(opens in a new tab)Lenny's Podcast
Product and growth podcast that frequently covers AI adoption in teams and companies. Great interviews with leaders who are actually implementing AI.
(opens in a new tab)Is this your level?
Take the free 2-minute AI Fluency Quiz to find out where you actually are — you might surprise yourself.
Take the Quiz