I did my ATP/CE500 type on the same check and found it to be quite easy, but then again Dick Goethe (my instructor) was my SIC for the ride and I had a lot of Level C/D sim experience so I understood the "training game". Having flown with your colleague previously will help you IMO, but as long as you train together and study together once there you should be fine.

You'll get all the boxes you need checked during training there, but you'll fly the checkride profile almost EVERY.DAY. The hardest part of the check is the circle at JFK because the sim visual isn't great, but its not difficult at all. You're a paying client and the instructors want their record to be good, so they'll get you ready for the ride.

If you've never been in a full-flight simulator you'll likely find the sim is WAY more pitch/roll responsive than the actual airplane, which makes flying it precisely more difficult than the actual plane but will make your skills sharp for the type ride.

Pay attention in class, work hard in sim, ask questions when you don't know something and you'll be fine...but don't stress, don't over-think things, get a workout in at least every other day, and enjoy a brew or two with your dinner every night.