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fernando-bertholdo
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generate-session-prompt

Generate structured prompts to resume work in a new Claude Code session.

2|Updated Apr 9, 2026
Search Tags:#planning#productivity#handoff#generate#ai-tools#session-prompt
One-click install
npx skills add https://github.com/fernando-bertholdo/4-successful-AI-life --skill generate-session-prompt
Or copy as Structured Prompt for Agent▼
Please help me install this Agent Skill.
Skill: generate-session-prompt
Source: https://github.com/fernando-bertholdo/4-successful-AI-life/tree/main/plugins/generate-session-prompt/upstream
Command: npx skills add https://github.com/fernando-bertholdo/4-successful-AI-life --skill generate-session-prompt

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

This Skill generates structured, ready-to-use prompts to resume work in a new AI session, reducing cognitive load and setup time.

Core Features & Use Cases

  • Auto-detects mode (opinionated vs generic) based on project structure (.planning at root)
  • Infers detail level automatically or uses explicit input
  • Provides templates for milestones, detours, and ad hoc work to streamline handoffs
  • Useful for onboarding, handoffs between tools, and restarting work after pauses

Quick Start

Provide a ready-to-use session prompt to resume work in a new session.

Frequently Asked Questions about generate-session-prompt

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I generate a session prompt to resume work in a new Claude Code session?▼

You generate a session prompt by providing your project context, which the Skill uses to create a structured prompt for resuming work. It auto-detects opinionated mode via a .planning file and infers the detail level automatically.

What is a structured handoff prompt and when do I need one for my project?▼

A structured handoff prompt is a formatted text block that captures project state to resume work in a new AI session. You need one for long-running projects, pauses, tool changes, or context shifts to ensure continuity.

Can I use this to generate prompts for an opinionated project with a .planning directory?▼

Yes, the Skill auto-detects opinionated mode by checking for a .planning file at the project root. It then applies frontmatter-driven configuration with name and description to tailor the generated handoff prompt accordingly.

What's the best way to create handoff prompts for different types of work like milestones and detours?▼

The best way to create handoff prompts is using the Skill's built-in templates for milestones, detours, and ad hoc work. These templates streamline handoffs by structuring the specific context needed for each work type.

Are there limitations when generating session prompts for generic projects without a .planning file?▼

For generic projects without a .planning file, the Skill defaults to generic mode rather than opinionated mode. It still generates structured handoff prompts but without the frontmatter-driven configuration specific to opinionated project structures.

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