The first order of business is to go to to the Apple menu in the upper left corner of your screen, then select System Preferences. From there, select the Bluetooth pane under Hardware and make sure that Bluetooth is both On and Discoverable.
Once you've selected your computer, it will ask you to enter a numeric passkey. The passkey can be whatever you want -- I normally use 1234 -- and it doesn't have to be secure because it's only ever used once. Put in a number, and you'll immediately see this dialog screen on your Mac:
From BlackBerry to Mac
Once you've successfully paired the two, it's time to start transferring files. Transferring from the BlackBerry to the Mac is very simple. Open the Media manager on your BlackBerry and find a picture or song or other file you want to transfer, then open the menu and select Send Using Bluetooth.
From Mac to BlackBerry
Sending files from your Mac onto the BlackBerry is slightly trickier, but still a relatively simple process. On the BlackBerry, open your Media manager and select either Music, Ringtones, Video, or Pictures -- it does matter which, because the system will either put the file in the right place itself or ask you where to store it. Once you've selected one, open the menu and select Receive Using Bluetooth -- it's way down near the bottom of the list.
Unfortunately, this is the place where you're most likely to run into bugs. I almost never have a problem transferring files to the Mac, but transfers to the BlackBerry tend to stall about half the time, never to resume. Usually you can abort the transfer and just try again to fix it up. (Be sure to check that it didn't leave half a picture lying around somewhere.) Also, files will occasionally fail instantly with no error message. This usually means that your Berry doesn't have enough space remaining to store the file, so keep that in mind.
Troubleshooting
In addition to the above, you might run into a couple other problems. Occasionally after a transfer had stalled, you'll no longer be able to transfer files at all. The simplest solution is to turn Bluetooth off and then back on, on both the Mac and the BlackBerry; on the Mac, it's in the Bluetooth preference pane and on the BlackBerry there's an application on the home screen called Turn Bluetooth Off (or On if it's already off). If that doesn't fix it, delete the phone from the Mac and vice versa. On the Mac, simply click the little minus sign in the Bluetooth preferences while the BlackBerry is selected.
Finally, if you have troubles during the pairing process, you can try to pair them from the Mac rather than the BlackBerry. It's a very similar process. First turn Bluetooth on for both the Mac and BlackBerry, then open the Options application on your BlackBerry and select Bluetooth. Open the menu and select Options from there, then make sure your phone is set to Discoverable.
If none of the above works, trying moving any cordless phones and any other mobile phones away from your computer, or bringing your BlackBerry closer. Bluetooth is based on radio waves and it might simply be a case of interference. Other than that, your best bet is to get one or both looked at by a service technician, because their antennae might be busted.
That's all, folks! You're not able to do much else with Bluetooth and the Mac. Neither PocketMac or The Missing Sync -- the Mac replacements for the BlackBerry Desktop Manager on PCs -- supports syncing over Bluetooth yet, so you're stuck with a USB cable for transferring your address book or calendar. Still, it's pretty useful for quickly transferring over all your pictures, or for uploading a new ringtone to spice up your BlackBerry.
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