No it is not difficult at all. If you have your info on your storm 1 already synced to your gmail account you are all set, if not download the gmail sync app for blackberry and sync all contacts and calendars to your gmail account.
The first thing your new Dinc will do is to prompt you to activate. You just push the button and follow the instructions. The second thing it will ask you is for your gmail account and password, once you enter that, all of your gmail contacts and calendars will sync for you.
Mine was activated and completely synced to my gmail account in about 4 mins. No problems, and definately not worth going to go stand in line at a Verizon store to get someone to do it for me.
If you are activating the phone on a different line that it was purchased under then you would need to go to the store, but other than that, I don't see any reason to go.
Enjoy your Dinc when it arrives, you are in for a treat!