MacOS – How to move Keychain from Snow Leopard to Mountain Lion

I've had never any problems with upgrades and never lost any files.

You should make a backup — or better, make a bootable clone of your current hard drive:

• Buy an external hard drive
• Install Snow Leopard on the external drive.
• Reboot into the clean external Snow Leopard drive, migrate over users and apps and run all updates. Run from that external to be sure it's a workable copy of your internal drive.
• Disconnect the external drive and put it on the shelf.
• Reboot back into your regular internal hard drive and proceed with the upgrade to Lion.
• Download Lion and run the installer!

Until you're certain that Lion works perfectly, keep the clone around - several months is usually enough time. If you ever need any files from it, just attach the drive and drag-and-drop them. If something goes really horribly wrong, you can boot into the clone, and then clone it back to the internal drive (you'll lose any changes made since you installed Lion). This second drive is really valuable for when you discover three months down the road that one seldom used piece of software won't work on Lion. You can reboot into Snow Leopard where everything still works and get that one task done. It's a great lifesaver and means you can start using Lion rather than checking that every little thing works perfectly right after the upgrade.

EDIT: Thanks Trombone for editing my broken-english post, but please, never add your own ideas into my post. My solution uses pure apple tools, so why bother with SuperDuper, when you can do it with nice clean install and Migration Assistant.

I never recommend any third-party products when things can be done with default Apple SW. Of course, you can prefer SuperDuper, it is your way - but not mine. Please add another answer explaining how to use SuperDuper or other awesome tools so that people can have a choice. Let's keep this solution needing no additional tools.

Any time you have problems starting a mac with an installer - do check these three articles:

• Finding your Mac OS X version and build information
• Mac OS X versions (builds) for computers
• http://support.apple.com/manuals/# - enter your serial number on the page or in place of the # in the URL to determine the exact model of your mac.

In your case - you probably have a MacBook Pro (Early 2011) which will boot from (Mac OS X v10.6.6 Build 10J567) or later. You might see the term "retail disk" which means it has drivers for all Macs that can run that level of OS - this is different from the disks that ship with macs - you almost never can use say a MacBook Air restore disk on a MacBook Pro - they just have the drivers for that one model.

Normally, you could just buy a retail copy but the last 10.6 retail copy I've seen documented is 10.6.3 and is too old. You'll need to order a replacement disk through AppleCare online or via phone (or find someone in possession of your MacBook Pro's install media for Snow Leopard)

Most Apple Retail stores are set up to image your mac from the factory builds through the genius bar and since your mac is so new, I can't imagine the seller you bought it wouldn't bend over backwards to make sure you got a copy of the appropriate disk (they might even have a service desk that could assist you)