rollover

Roll over AI sessions to fresh workspaces while preserving context via episodic memory.

1|Updated Jan 15, 2026

Search Tags:#session-management #context-switching #AI-workflow #episodic-memory #rollover #continuation-prompt

Ready to run

npx skills add https://github.com/jimhester/work --skill rollover

💬 Prompt for ChatGPT / Claude Chat▼

Please help me install this Agent Skill.
Skill: rollover
Source: https://github.com/jimhester/work/tree/main/skills/rollover
Command: npx skills add https://github.com/jimhester/work --skill rollover

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

This skill enables you to reset or rollover a heavy-context AI session to a fresh workspace while preserving continuity through episodic memory, preventing loss of important context across sessions.

Core Features & Use Cases

Rollover: Save the current session state, archive it with episodic memory, and start a new session with continuity.
Continuation prompts: Generate prompts for the new session to pick up where the previous left off.
Handoff summaries: Create a BRIEF handoff summary to be loaded into the new session.

Quick Start

Use the rollover workflow to generate a handoff summary and execute the rollover command with a summary file. Then start the new session using the command printed by the system.

Frequently Asked Questions about rollover

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

FAQPage Schema

How do I preserve context when switching AI sessions?▼

To preserve context when switching AI sessions, you can use a session rollover technique that archives the current state into an episodic memory file, generating a handoff summary that seeds the new workspace with prior continuity.

What is episodic memory in AI workflow context switching?▼

Episodic memory in AI workflow context switching is a summary file that captures the current state and intent of a heavy-context session. It ensures important context is retained across iterations when starting a fresh workspace.

How do I generate continuation prompts for a new AI session?▼

You generate continuation prompts by creating a brief handoff summary file that captures the current session state. This summary is then loaded to seed the new session so it picks up where the previous one left off.

Do I need the work CLI to manage long-running AI session handoffs?▼

Yes, you need the work CLI to execute the rollover process. It performs the context switch to a fresh workspace while using a summary file to preserve episodic memory and continuity across the handoff.

When should I reset my AI workspace context to prevent memory loss?▼

You should reset your AI workspace context when a heavy-context session becomes unmanageable. Rollover archives the current state into episodic memory, preventing memory loss while starting a new session with clean context.