A Strategic 90-Day Roadmap
Executive Mastery in Three Phases
01 · Phase One · Days 1–30
High-Signal Consumption and the "Pulse" of the Ecosystem
Habit Stack: Morning AI News Briefing
Start your morning with a 5-minute news briefing. Use your preferred frontier model to scan what shifted overnight in AI.
Get a "Pulse" Account
Pay for at least one Pro account to access frontier models — specifically Gemini Pro or Claude.
Hitting your usage quota is a success metric. It signals you are doing ambitious, high-leverage work.
Test Drive: The Strategy Audit
Upload a 50-page PDF (market report) to NotebookLM. Request a 3-bullet executive summary focused strictly on "unforeseen operational risks."
The PRD Prompting Method
Move beyond simple questions. Define the Problem, Role, and Deliverable. Add an Example of Success — explicitly tell the AI what "good" looks like and how to know when the task is complete.
Continuous Learning
Explore foundational courses to build durable AI literacy alongside your daily practice.
02 · Phase Two · Days 31–60
Personal Knowledge Bases and Creative Presence
Deploy a Custom Assistant
Create a "Strategic Knowledge Base" in ChatGPT GPTs, Google Gemini Gems, or Claude Projects. Ingest a year's worth of your own public articles, memos, and industry transcripts to build an assistant that drafts content in your specific executive voice.
Visual Prototyping
Turn a napkin sketch into a functional web interface. No engineering background required.
Creative & Video Automation
Automate your standard updates using AI-generated video and voice.
Gemini is the premier choice for high-fidelity image and video generation. Try it for your next visual prototype.
Must-Have Tool: Voice-to-Text
Install Wispr Flow for seamless, high-accuracy voice-to-text across all your desktop applications. It removes the friction of switching between thinking and typing.
03 · Phase Three · Days 61–90
Scaling Outcomes as a Hands-On Builder
The WAT Framework
Transition from chatbots to agents. Define your Workflows (instructions), empower the Agent (coordinator), and provide the Tools (workers). This is the architecture behind every production AI system.
Momentum Demo: Collaborative Intelligence
Use Claude Cowork to act as a real-time partner in your workspace. This is the industry momentum — shifting from "asking a bot" to "working alongside an agent" that shares your context and files.
Accelerated Delivery
Use Claude Code or Cursor to oversee projects. Describe a solution and review the execution — removing the line between technical and non-technical leadership.
Computer Use
Experiment with AI agents that navigate complex browser tasks on your behalf. Delegate the repetitive; direct the consequential.
04 · Tier 1 Resources
Workflow & Productivity
Claude Cowork ·
n8n ·
Cursor ·
Lovable ·
Replit
Wispr Flow ·
Otter.ai ·
Fireflies.ai
Thought Leaders
Andrej Karpathy · Andrew Ng · Ethan Mollick · Dr. Fei-Fei Li · Connor Grennan · Joy Buolamwini
Newsletters & Podcasts
The Rundown AI · Ben's Bites · TLDR AI · AI Exchange · TWIML · Latent Space · The Best One Yet
Essential Reading
Prediction Machines · AI Superpowers · Life 3.0 · Thinking, Fast and Slow · Invisible Women
Social Media Educators
Nate B. Jones · Greg Isenberg · Sabrina Ramonov · Nate Herk · Allie K. Miller
Additional Resources by Level
| Level | Focus | Recommended Tools |
|---|---|---|
| Level 1 | Foundations | Claude, Gemini, NotebookLM, ChatGPT, Wispr Flow, Perplexity, Grok, Ollama, Gemma, LM Studio |
| Level 2 | Context | Claude + MCP, Google Drive / Gmail / Calendar, Slack, Notion, Figma, Canva, Asana, Pinecone, LangChain |
| Level 3 | Multimodal | Gemini, ElevenLabs, Suno, HeyGen, Veo 3.1, Midjourney, Ideogram, Kling 3.0, Runway Gen-4, Flux |
| Level 4 | Agents & Workflows | n8n, Make.com, Zapier, Claude Cowork, Claude in Chrome |
| Level 5 | Vibe Coding | Claude Code, OpenAI Codex, Gemini, Bolt.new, Lovable, Replit, Cursor, Copilot |