Jeff makes some good points.
If your nephew is good with only 357, 44 and other pistol calibers, then it might be ok. Personally, as long as he is looking to straight wall pistol rounds the square deal is not a bad system at all, better than most and the Dillon Dies are good too.

Personally, I have a RockChucker I use with RCBS dies for all my rifle reloading and I have a Dillon 550B and have put more than 200k of competition load 357s through. While it is versitile, I set up my 550 from day one for competition loads and the only thing that moves on it is to take the seating/crimping die out every 1000 rounds or so to clean all the old lube out, otherwise it builds up and changes the oal.

Dillon makes great stuff,and whilethe Square Deal system is limited, it is still a great deal on a progressive press.

Another option, along the lines that Jeff mentions, would be topay him fair $ for the hours he works and help him get a Lee's Challenger Reloading kit. That way he gets everything but the dies in an excellent starter kit with money left over for brass, powder and primers. Let him cut his teeth on that for a year or so and then move on to more complex machines for bulk pistol reloads and keep the single stage for rifle. Just an idea.

Hank