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Upgrade Path Testing

ASecurity

Use when a release, installer, schema, configuration, or tool must work for both new users and users upgrading from an older version.

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  • Added September 3, 2026
ai-agentstesting

Security analysis

A100/100

Scanned September 3, 2026

npx -y skills add ShugokiFable/Ultimate-AI-Starter-Bundle --skill upgrade-path-testing --agent claude-code

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SKILL.md
---
name: upgrade-path-testing
description: Use when a release, installer, schema, configuration, or tool must work for both new users and users upgrading from an older version.
---

# Upgrade Path Testing

A **fresh install** and an **upgrade** are different products. Prove both.

## Contract

Test at least:

1. empty profile → current version;
2. previous version (supported) → current version;
3. partially configured previous install → current version;
4. rerun current installer over current version.

For upgrades, preserve user-owned configuration, credentials, caches worth retaining, project data, and unrelated files. Replace only bundle-owned state. Validate migrations before deleting old data and keep rollback/backup material until the new state passes its doctor.

Compare the post-upgrade effective configuration with a fresh install plus the user's intentional customizations. A successful fresh install does not prove the upgrade path.

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