Agent Skills: The Seasonal Planning Protocol

Use in rapidly evolving industries like AI where 6-month plans become obsolete, when needing to balance direction with agility, or when traditional annual roadmaps fail

UncategorizedID: coowoolf/insighthunt-skills/seasonal-planning

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strategy-planning/seasonal-planning/SKILL.md

Skill Metadata

Name
seasonal-planning
Description
Use in rapidly evolving industries like AI where 6-month plans become obsolete, when needing to balance direction with agility, or when traditional annual roadmaps fail

The Seasonal Planning Protocol

Overview

A planning framework for the high-velocity AI era where traditional annual or rigid roadmaps fail. It replaces fixed timelines with "Seasons" defined by secular industry changes.

Core principle: Build for the slope, not the snapshot.

The Framework

┌─────────────────────────────────────────────────────────────────┐
│  1. DEFINE THE SEASON                                           │
│     Based on secular trend (e.g., "Season of Agents")           │
│     Not calendar-based                                          │
├─────────────────────────────────────────────────────────────────┤
│  2. SET LOOSE QUARTERLY OKRS                                    │
│     Directionalize, don't lock down                             │
│     Allow for capability changes                                │
├─────────────────────────────────────────────────────────────────┤
│  3. EXECUTE 4-6 WEEK SQUAD SPRINTS                              │
│     Tight execution loops                                       │
│     Concrete deliverables                                       │
├─────────────────────────────────────────────────────────────────┤
│  4. LEAVE SLACK FOR DISRUPTION                                  │
│     Don't fill capacity to 100%                                 │
│     Room for new model capabilities                             │
└─────────────────────────────────────────────────────────────────┘

Key Principles

| Principle | Description | |-----------|-------------| | Season-based | Secular changes define seasons, not calendar | | Loose OKRs | Direction, not destination | | Short sprints | 4-6 weeks, concrete outcomes | | Built-in slack | Reserve capacity for the unexpected |

Common Mistakes

  • Adhering to rigid annual plans
  • Filling capacity to 100% without innovation buffer
  • Treating all quarters the same despite industry shifts

Source: Asha Sharma (Microsoft AI Platform VP) via Lenny's Podcast