How do I transfer my information on my iMac to a new Macbook Pro

When you buy a new Mac the easiest, quickest and most reliable method to migrate from the old Mac to the new Mac is to simply connect the old Mac's Time Machine External Hard Disk to the new Mac using a USB cable before you turn on the new Mac. You will likely need a USB A to USB C adapter, you can find them on Amazon for $10 or less. When you start the new Mac for the first time it will startup Setup Assistant (SA), SA will get to a point where it asks if you are migrating from another computer, select Yes  and follow the on-screen prompts and it's done! It is THAT simple.

If you have already done SA on the new computer then simply connect the Time Machine External Hard Disk using a USB cable and launch Migration Assistant (MA) which is located in Applications - Utilities - MA. Then follow the on-screen prompts. 

The ONLY difference between MA and SA is MA will create a new user account that you need to log into.

Both SA and MA migrate applications (not 32 bit apps), data files & settings. They do not migrate Mac OS itself. Some professional apps such as Adobe and Microsoft apps may require re-installing their apps as they will not allow them to be migrated. As long as you kept the security keys for installing their apps, it is not an issue. 

Finally, never EVER use Wi-Fi when doing Setup Assistant or Migration Assistant. Why, it simply fails in most cases. Please read and follow the directions in Setup Assistant and Migration Assistant. If you do not have a Time Machine backup of the older Mac then create one! If you are not aware of Time Machine, please read Back up your Mac with Time Machine and finally if you need an External Hard Disk to use as a Time Machine External Hard Disk then many experience users on these forums prefer the OWC Mercury Elite Pro due to it's reasonable price, high level of quality and ease of use. 

You'll be given the option to migrate it when setting up the new computer; this can be from a Time Machine backup.

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You can also migrate from a bootable clone backup. You might have one of those if you've been using Carbon Copy Cloner or SuperDuper! instead of, or in addition to, Time Machine.