5-Year Roadmap
Where the road goes next
The same route as the Resume tab, continuing forward — filled where the work is done, hollow and dashed where it isn't yet.
Overview
| Year | Title Target | Core Focus |
|---|---|---|
| Y1 | Strategy & Ops Analyst II → AI-adjacent owner | Build credibility with hands-on AI/ML ownership at Akamai |
| Y2 | AI Product Manager / AI Platform PM | Title + scope shift, internal or external move |
| Y3 | Senior AI Product Manager | Specialize in AI infra/platform |
| Y4 | Staff PM / Group PM | Own a P&L-adjacent area |
| Y5 | Director, Product Strategy (AI) | Leadership + business ownership |
The Route
Scroll to reveal each step. Tap a waypoint to expand its detail. The pulsing marker is "you are here."
Operating Rhythm
| Day | Focus |
|---|---|
| Monday | Product strategy reading/frameworks |
| Tuesday | Technical build time (coding, tools, APIs) |
| Wednesday | AI papers / industry news |
| Thursday | Product design & case-study writing |
| Friday | Networking (coffee chats, LinkedIn) |
| Saturday | Project work (longer build sessions) |
| Sunday | Reading (books) + weekly reflection |
Target: 15–20 hrs/week total.
Project Ladder
- Beginner
- Executive AI Assistant, Meeting Summarizer, Product KPI Dashboard, AI Research Assistant, Resume/Career Optimizer
- Intermediate
- Customer Support AI Agent, PRD Generator, AI-powered Product Analytics tool, AI Sales/Support Copilot, Migration Intelligence Agent
- Advanced (Year 3+)
- Multi-Agent Product Manager, AI Operations Platform, AI Incident Commander, AI Capacity Planner, AI Revenue/Forecasting Platform
Reading List
| Category | Titles |
|---|---|
| Product | Inspired; Empowered; Continuous Discovery Habits; Good Strategy/Bad Strategy |
| AI | AI Engineering (Chip Huyen); Designing Machine Learning Systems (Chip Huyen); Co-Intelligence (Ethan Mollick) |
| Leadership (Y3+) | High Output Management; The First 90 Days; Radical Candor; Measure What Matters |
| Communication | The Pyramid Principle; Made to Stick; Never Split the Difference |
Quarterly KPI Targets
- books_read2-3 per quarter
- courses_completed1-2 per quarter
- projects_shipped1 per quarter
- github_repos_updated1-2 per quarter
- linkedin_posts4-12 per quarter
- pm_coffee_chats2-4 per quarter
- conference_talks1 per year
Optional Stretch
- Year 3+: monthly newsletter or occasional long-form post (not weekly)
- Year 4+: informal mentoring; occasional outside project work on weekends, capped hours, treated as bonus not target
- Any side income is a bonus metric, never a required KPI