What is the primary workflow of this skill?

It follows a 6-phase interview pattern: Domain Selection, Year-in-Review Reflection, Strategic Direction, Priority Goals, Cross-Domain Integration, and Finalization.

Does this skill work with external productivity apps?

Yes, it includes scripts to generate formatted markdown files in Obsidian and create projects and tasks in OmniFocus via JavaScript automation.

Can I use this for organizational planning?

This skill is optimized for personal and individual professional planning. For K-12 or organizational strategic planning, the 'strategic-planning-manager' skill is recommended.

How are goals measured within the skill?

The skill enforces a maximum of 3 goals per domain, each requiring 2-3 success indicators with baselines, targets, and quarterly milestones.

Personal Strategic Planner

Name: Personal Strategic Planner
Author: krishagel

bykrishagel

•

Productivity & Workflow

Facilitates comprehensive annual strategic reviews and quarterly goal-setting through structured AI-guided interviews.

The Personal Strategic Planning skill transforms Claude into a sophisticated life-and-work advisor, guiding users through a rigorous six-phase interview process to align daily actions with long-term vision. It covers domain-specific reflection, strategic direction setting, and the creation of measurable success indicators across professional roles, side ventures, and financial planning. By integrating directly with Obsidian for documentation and OmniFocus for task management, it ensures that high-level strategy is translated into a functional, evidence-based execution system.

Key Features

01Direct synchronization with OmniFocus projects and tasks

02Automated Obsidian markdown report generation

03Evidence-based quarterly progress check-ins

04Guided 6-phase annual strategic review interview

05Multi-domain tracking for work, finance, and personal projects

063 GitHub stars

Use Cases

01Bridging the gap between high-level strategic thinking and daily task execution

02Conducting a deep-dive 'Year in Review' to set measurable targets for the coming year

03Maintaining alignment between personal identity, core values, and professional output

What are Skills?·How to Install

Install with 🐟 Skill.Fish

npx skillfish add krishagel/geoffrey personal-strategic-planning

For use in Claude.ai and ChatGPT

Key Features

01Direct synchronization with OmniFocus projects and tasks

02Automated Obsidian markdown report generation

03Evidence-based quarterly progress check-ins

04Guided 6-phase annual strategic review interview

05Multi-domain tracking for work, finance, and personal projects

063 GitHub stars

Use Cases

01Bridging the gap between high-level strategic thinking and daily task execution

02Conducting a deep-dive 'Year in Review' to set measurable targets for the coming year

03Maintaining alignment between personal identity, core values, and professional output

What are Skills?·How to Install

Install with 🐟 Skill.Fish

npx skillfish add krishagel/geoffrey personal-strategic-planning

For use in Claude.ai and ChatGPT