Like anything, the first time seems probably more complicated than it actually is.

Agreed above - in summary, the best advice I can give you is to not try to figure it out yourself the first time. The internet is full of good information, but is also filled full of outdated or plain bad info, and it's not always clear which is which.
Either 1) find a good, well-recommended shop, 2) find a good, well-recommended home-based dealer, or 3) call silencer shop.
Also make sure you understand your trust, either by talking to the lawyer who wrote it or making sure you're 100% solid with where you copied it from/created it from. It seems like in the last year I've had more guys than usual come in for suppressor transfers with trusts they don't understand.

Once you're done with the paperwork for the first one, immediately start on #2, otherwise when #1 comes in you will be kicking yourself for not starting sooner...