Product Strategist

Strategic toolkit for Head of Product to drive vision, alignment, and organizational excellence. This skill provides Python tools for OKR cascading, comprehensive frameworks for strategy development, and battle-tested templates for vision documents and strategic planning.

What This Skill Provides:

• OKR cascade generator with alignment tracking
• Strategic planning frameworks (growth, retention, revenue, innovation, operational)
• Market analysis and competitive positioning methods
• Team scaling and organizational design patterns
• North Star metric framework

Best For:

• Cascading company OKRs to product and team levels
• Strategic planning and quarterly goal-setting
• Market analysis and competitive positioning
• Team scaling and organizational design
• Aligning product strategy with business objectives

Quick Start

Generate OKR Cascade

# Growth strategy
python scripts/okr_cascade_generator.py growth

# Retention strategy
python scripts/okr_cascade_generator.py retention

# Revenue strategy
python scripts/okr_cascade_generator.py revenue

OKR Structure

Objective: Inspiring, qualitative goal (what you want to achieve) Key Results: 2-5 measurable outcomes (how you'll know you achieved it)

Objective: Become #1 platform for mid-market sales teams

Key Result 1: Increase enterprise signups from 50 to 200/month
Key Result 2: Improve NPS from 35 to 50
Key Result 3: Achieve 95% retention rate (up from 88%)

See frameworks.md for complete OKR methodology.

Core Workflows

1. Quarterly OKR Planning Process

Steps:

1. Define company strategic priorities
2. Generate OKR cascade: python scripts/okr_cascade_generator.py [strategy]
3. Review alignment scores (target: >75%)
4. Customize OKRs to your context
5. Assign owners and set tracking dashboards
6. Review weekly, grade quarterly

OKR Cascade Levels:

• Company: 3-5 objectives, 3 key results each
• Product: 2-3 objectives aligned to company
• Team: 1-2 objectives per team

Alignment Scoring:

• 90-100%: Excellent alignment
• 75-89%: Good alignment
• 60-74%: Moderate (review)
• <60%: Poor (needs revision)

Detailed Framework: See frameworks.md for OKR structure, scoring, and review cadence.

Templates: See templates.md for company, product, and team OKR templates.

2. Strategic Planning Process

Annual Planning:

1. Analyze market position (TAM/SAM/SOM)
2. Conduct competitive analysis
3. Define strategic priorities (3-5 max)
4. Create product vision document
5. Set annual OKRs and quarterly themes
6. Plan resources and hiring

Strategy Types:

• Growth: User/revenue acquisition
• Retention: LTV and churn reduction
• Revenue: Monetization optimization
• Innovation: New products/markets
• Operational: Efficiency and scale

Strategy Selection Tool:

python scripts/okr_cascade_generator.py [growth|retention|revenue|innovation|operational]

Detailed Frameworks: See frameworks.md for each strategy type, market analysis methods, and vision-setting.

Templates: See templates.md for annual strategic plan and product vision document templates.

3. Team Scaling Process

Hiring Planning:

1. Calculate team capacity needs
2. Define team structure (feature vs component teams)
3. Create hiring plan (roles, timeline, budget)
4. Design team charters
5. Set success metrics per team

Team Structure Patterns:

• Feature Teams: Own end-to-end product area (recommended)
• Platform Teams: Provide internal services
• Enabling Teams: Help others overcome obstacles

PM-to-Engineer Ratios:

• Early stage: 1 PM : 3-5 engineers
• Scaling: 1 PM : 6-10 engineers
• Enterprise: 1 PM : 8-12 engineers

Detailed Frameworks: See frameworks.md for team topologies, Spotify model, Conway's Law implications.

Templates: See templates.md for hiring plans and team charter templates.

Python Tools

okr_cascade_generator.py

Automated OKR hierarchy generator with alignment tracking.

Key Features:

• 5 pre-built strategy templates
• Three-level cascade (company → product → team)
• Alignment score calculation
• Contribution percentage tracking
• Multiple output formats (text, JSON, CSV)
• Detailed metric definitions

Usage:

# Generate growth strategy OKRs
python3 scripts/okr_cascade_generator.py growth

# With detailed metrics
python3 scripts/okr_cascade_generator.py growth --metrics

# JSON output for dashboards
python3 scripts/okr_cascade_generator.py growth -o json -f okrs.json

# CSV for spreadsheets
python3 scripts/okr_cascade_generator.py growth -o csv -f okrs.csv

# Verbose mode (detailed explanations)
python3 scripts/okr_cascade_generator.py growth -v

Available Strategies:

• growth: User acquisition and market expansion
• retention: Customer LTV and churn reduction
• revenue: Monetization and ARPU optimization
• innovation: New products and market opportunities
• operational: Efficiency, scalability, technical excellence

Output Includes:

• Company-level objectives and key results
• Product-level OKRs with alignment scores
• Team-level OKRs with contribution percentages
• Metric definitions and tracking guidance

Complete Documentation: See tools.md for full usage guide, strategy templates, and integration patterns.

Reference Documentation

Frameworks (frameworks.md)

Comprehensive strategic frameworks:

• OKR Framework: Structure, scoring, cascading, review cadence
• Strategy Cascade: Growth, retention, revenue, innovation, operational strategies
• Market Analysis: Competitive matrix, Porter's Five Forces, TAM/SAM/SOM
• Vision Setting: Vision statement format, strategy canvas, Blue Ocean strategy
• Team Scaling: Team topologies, Spotify model, Conway's Law, scaling principles
• North Star Metric: Finding your North Star, input metrics, framework template

Templates (templates.md)

Ready-to-use templates:

• OKR Templates: Company-level, product team, complete examples
• Strategic Planning: Annual strategic plan, product vision document
• Team Scaling: Hiring plan, team charter templates
• Example OKRs: Complete examples for each strategy type

Tools (tools.md)

Python tool documentation:

• okr_cascade_generator.py: Complete usage guide
• Strategy Templates: Detailed description of each strategy
• Output Formats: Text, JSON, CSV examples
• Alignment Scoring: Formula and interpretation
• Contribution Tracking: How percentages are calculated
• Integration Patterns: Dashboard, spreadsheet, Confluence, Slack
• Customization Guide: Modifying templates and alignment weights
• Troubleshooting: Common issues and solutions

Integration Points

This toolkit integrates with:

• OKR Tools: Lattice, 15Five, Workboard, Ally.io
• Analytics: Amplitude, Mixpanel, Tableau, Looker
• Documentation: Confluence, Notion, Google Docs
• Collaboration: Slack, Teams, Miro
• Project Management: Jira, Asana, Monday.com

See tools.md for detailed integration workflows.

Quick Commands

# Generate OKRs for different strategies
python scripts/okr_cascade_generator.py growth
python scripts/okr_cascade_generator.py retention
python scripts/okr_cascade_generator.py revenue
python scripts/okr_cascade_generator.py innovation
python scripts/okr_cascade_generator.py operational

# With metric definitions
python scripts/okr_cascade_generator.py growth --metrics

# Export formats
python scripts/okr_cascade_generator.py growth -o json -f okrs.json
python scripts/okr_cascade_generator.py growth -o csv -f okrs.csv

# Verbose output
python scripts/okr_cascade_generator.py growth -v