Oddly, PocketMac is the current leader on search hits for the site so I thought I’d give an update for anyone following along.
I’ve half given up.
It’s worth mentioning that PocketMac’s support has been very helpful; while they haven’t been quick, they’ve given me some good stuff to try. The last round was detailed instructions on how to uninstall PocketMac and reinstall it, which I did. That actually felt like it made things worse: some of the key components got buried into \library\pocketmac instead of \applications\pocketmac and I had a hell of a time getting it discover the PocketPC.
One of he symptoms I noticed before is the device name of the PocketPC would sometimes change in PocketMac (usually it would see the Axim as PocketPCPocketPCDellAximX54Vx). However, sometimes on connect it would see it as PocketPCPocketPCDellAximX51. If it saw it as a different device name, I was guaranteed to get duplicate tasks on sync. After the re-install I got duplicate tasks on just about every sync.
Since Calendar and Address Book info isn’t duplicating, which is the main reason I got the program, I’ve just started using ListPro for all my task management. It’s not quite as clean as doing it natively, but I can break the tasks down a little better so it’s a wash.