I also went through all the pain described, with pocketmac, missing sync, etc. I quit when I had a contact in florida, with the phone numbers of friend in India, mixed up with my FAE in Taiwan, all courtesy of Missing Sync. With PocketMac, I got random triplicate contacts. (I have a new 15 Mac Pro.)
There are only 2 solutions I am aware of, neither include the BB Bold:
1) Move to a Nokia E61i (if you can still get one) and install BB Connect.
This syncs well to MacBook Pro - plus you can tether it as well. (I tried this out; but a coffee incident stopped this being an ongoing option for me.) The newer Nokia's do not have BB Connect, so they are pretty useless unless you want more MS issues. I did not consider them for this reason.
The E61i IT security is formidable with built in IP Sec, et.. Should be OK for most IT security folks. Also has a QWERTY k/bd.
2) Change to iPhone. (This is what I did)
This makes life much easier, though not as nice as BB Bold that could actually sync ...