AI Leadership Plan
I have the opportunity to grow into an AI leader in my team. That'd require me to upskill massively. So, I spent my day carving out a comprehensive and (mostly) practical learning plan. While it is specific to my needs, I'm sure it can be helpful to others.
In addition to this, I had Claude write me instruction prompts that I'll be feeding to my Teacher agent to learn these in depth.
AI Leadership Learning Plan
Core Technical Implementation
MCP Server Implementation for Reports
- Technical Architecture & Production Setup
- Integration Patterns with Existing REST APIs
- Cost Optimization & Security Considerations
- Query Handling & Natural Language Processing
- Customer Rollout & Documentation
LLM-Based Recommendation Systems
- System Architecture Comparison (Rule-based vs ML vs LLM)
- Embedding Strategies & Prompt Engineering
- Handling Sparse Data & External Sources
- Production Considerations & A/B Testing
- Industry Case Studies & Implementation Guidance
AI Evaluation Frameworks & Metrics
- Evaluation Framework Design for Sparse Data
- Metrics Beyond Accuracy (Trust, Explainability, Business Impact)
- Continuous Improvement & Feedback Loops
- Industry-Specific Evaluation Approaches
Product & User Experience
AI UX Design & Growth Loops
- AI UX Patterns (Quiet vs Loud AI)
- Trust-Building UI Components
- Adoption Strategies for AI-Hesitant Users
- Growth Loops Specific to AI Features
- B2B Success Stories & Design Patterns
Customer Education & Change Management
- AI Literacy Curriculum for Non-Technical Teams
- Progressive Education Pathways
- Organizational Change Management Framework
- Trust Building & Confidence Strategies
- Industry-Specific Adoption Strategies
Strategic Leadership
AI Leadership at B2B Startups
- AI Leader Competencies & Technical Depth Requirements
- Stakeholder Management (CEO, Engineering, Customers)
- Strategic Frameworks for Bootstrapped Companies
- Team Building & Culture Development
- Career Progression from PM to AI Leader
Competitive Intelligence Framework
- Key Competitors & AI Feature Tracking
- Patent Landscape Monitoring
- Customer Migration Pattern Analysis
- Technology Stack Intelligence
- Market Intelligence Operations
Innovation Pipeline Management
- Research vs Development Resource Allocation
- Proof-of-Concept to Production Frameworks
- Technology Scouting & Academic Partnerships
- Innovation Culture & Cross-Functional Teams
- Strategic Positioning & Platform Decisions
Foundation & Risk Management
Data Strategy & Infrastructure
- Data Collection Incentive Design for Sparse Environments
- Privacy-First Architecture for Multi-Tenant B2B
- Synthetic Data Generation & External Integration
- Data Quality Measurement & Cost-Effective Processing
AI Ethics & Risk Management
- Bias Detection in Resource Allocation
- Explainability Requirements for Professional Services
- Privacy Protection & Consent Frameworks
- Liability Considerations for Business Decisions
Crisis Management & Incident Response
- AI System Failure Detection & Alerts
- Graceful Degradation & Fallback Strategies
- Customer Communication During Outages
- Model Performance Monitoring & Rollback Procedures
Business Viability
Financial Modeling & Unit Economics
- AI Infrastructure Cost Modeling
- Pricing Strategy for AI-Enhanced Features
- Customer Lifetime Value Impact
- ROI Calculation Frameworks
- Risk-Adjusted Financial Planning
Regulatory & Compliance
- EU AI Act Compliance for European Customers
- GDPR Implications for Employee Data Insights
- Industry-Specific Compliance Requirements
- Audit Trail & Documentation Standards
- Cross-Border Data Transfer Considerations
Partnership & Scaling
AI Partnerships & Vendor Management
- Build vs Buy vs Partner Decision Framework
- Vendor Evaluation & Technical Assessment
- Partnership Structures & Revenue Sharing
- SLA Negotiation & Relationship Management
- Contract Templates & Exit Strategies
Industry Intelligence & Learning Systems
- Competitive Intelligence Operations
- Learning Resource Pipeline & Knowledge Management
- Trend Filtering & Rapid Application Methods
- Building Thought Leadership & External Credibility