Skip to content
Follow Us:
Call or Text 239-513-1960
▣ JOIN REMOTE SESSION →

Moving to a New Computer: Transferring Your Files

Getting a new computer is exciting, but your files need to come with you. This guide covers three ways to move them, cloud sync, the built-in Windows Backup or Migration Assistant tool, and an external drive, what to have ready before you start, and what doesn’t come over automatically.

Three ways to move your files

Pick one, or use two for extra peace of mind.

Cloud sync — OneDrive or iCloud: the files are already there the moment you sign in.
Built-in transfer tool — Windows Backup, or Migration Assistant on a Mac, moves most things for you.
An external drive — Copy everything over by hand; works without the internet.

How to move your files to a new computer, step by step

Easiest

1The easiest way: OneDrive or iCloud

If your files already live in OneDrive or iCloud, sign in on the new computer, and they reappear automatically.

WHAT TO DONot signed up yet? Turn it on before moving day, and let it finish uploading first.

Transfer files new computer: The easiest way: OneDrive or iCloud

Built right in

2Windows Backup, or Migration Assistant on a Mac

Saves your files, most settings, and some apps, then offers to restore them the first time you sign in on the new one.

WHAT TO DOSome apps reinstall themselves automatically; others you’ll need to reinstall from the source yourself.

Windows Backup, or Migration Assistant on a Mac

Works offline

3Or just copy everything to a drive

Plug in an external drive, copy your folders over, then plug it into the new computer and copy them back.

WHAT TO DOBest for a huge photo or video library, or if you don’t want to wait on an upload.

Or just copy everything to a drive

Before you start

✓Before you start, have these ready

Your Wi-Fi password, your Microsoft or Apple account, the old computer nearby, and an hour or two.

WHAT TO DOBoth computers should be plugged in, and on the same Wi-Fi network.

Before you start, have these ready

Naples Computers

★Would rather we just do it?

We transfer your files, reinstall your programs, and set up the new one, so you can start using it the same day.

WHAT TO DOCall 239-513-1960 to schedule a transfer.

Would rather we just do it?

What doesn’t come over automatically

  • Installed programs — Most need to be reinstalled, or they reinstall themselves the first time you open them
  • Software license keys — Keep a note of them, or the account you bought them under, before you start
  • Saved passwords in the browser — These usually sync if you’re signed in to the same browser account

Recap: moving to a new computer

  • OneDrive or iCloud: sign in, and your files reappear
  • Windows Backup or Migration Assistant moves files, settings, and some apps
  • An external drive works without the internet
  • Programs and license keys usually need reinstalling by hand
  • Want it done for you? Call Naples Computers

Printable quick guide

Frequently asked questions

What’s the easiest way to move my files to a new computer?

If your files already live in OneDrive or iCloud, the easiest way is to just sign in on the new computer; your files reappear automatically once they finish syncing.

What does Windows Backup actually transfer to a new PC?

Windows Backup saves your files, most settings, and some apps to your Microsoft account, then offers to restore them the first time you sign in on the new Windows 11 PC. Some apps reinstall themselves automatically; others need to be reinstalled manually from the original provider.

Does Migration Assistant work the same way on a Mac?

Migration Assistant, built into macOS, moves documents, apps, user accounts, and settings from another Mac, a Time Machine backup, or a PC, without erasing anything already on the new Mac or reinstalling macOS.

What doesn’t come over automatically when I move to a new computer?

Installed programs usually need to be reinstalled, or reinstall themselves the first time you open them. Software license keys should be noted down before you start, and saved browser passwords usually sync only if you’re signed in to the same browser account on both computers.

Related guides

Source: Transfer your data with Windows Backup (Microsoft)

Windows Backup and Migration Assistant move most of your files, settings, and some apps automatically, but installed programs, license keys, and some settings usually need to be reinstalled or set up by hand on the new computer.

Still need help?

Our technicians are right here in Naples — give us a call and we’ll walk you through it or fix it for you.

Call (239) 513-1960
🔧

Need On-Site Help?

We come to you anywhere in Naples, Bonita Springs, Estero & Marco Island.

Schedule a Visit