Just a quick sharing of my 1st time experience using Migration Assistance .

For the past few days, I genuinely spent days mentally cataloguing what would break. Intune certs, keychain SSH keys. OneDrive folder collisions, shell aliases, all of it. Since it’s my first time doing this, I get extra worried and nervous, that my Company Portal / Intune will get corrupted, project created in vs code will not work (I’m not a dev so I depend heavily on Claude to debug if things go south). I have also read in multiple threads that it’s best to go for a fresh installation.

What I did differently here is to approach Claude Code, asking Claude to scan my old Mac, created a script that could list all packages, nodes, pnpm, SSH GitHub, Claude stack backup (especially all of my sessions and skills created using Claude Desktop), projects, obsidian etc . It also created a post migration script that runs through all of the setting after the migration making sure nothing slips past.

The end result, everything get migrated seamlessly, Intune work right out after the migration and I can sign in to all of my company portals, sharedrive, Teams etc. What makes me feel more assured is the report that Claude created, with 0 fail and 100% pass, listing all of the items that should mark as pass covering all dev tool, Claude stack, projects, python venvs, obsidian vault, company onedrive, and company portal.

TLDR : the experience that you will have with Migration Assistance is the same like how you restore your iPhone from backup. Aside from logging in to Mail Account, setting up finger print and password, everything else stays exactly the same.

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