Use when a release, installer, schema, configuration, or tool must work for both new users and users upgrading from an older version.
Scanned 9/3/2026
Install to Claude Code
Skills Directorynpx -y skills add ShugokiFable/Ultimate-AI-Starter-Bundle --skill upgrade-path-testing --agent claude-codeInstalls into .claude/skills of the current project.
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---
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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Adversarial multi-agent planning skill. Self-orchestrates 5 hostile category members (unspecified-low, unspecified-high, deep, ultrabrain, artistry) via team-mode for ruthless cross-critique debate, distills only the defensible insights, then MANDATORILY hands the distilled insight bundle to the `plan` agent for executable plan formalization. Use when planning needs maximum rigor and surfacing of weak assumptions, blind spots, and over-engineering. Triggers: 'hyperplan', 'hpp', '/hyperplan', ...
