I dont know if I understood you right:
1) Is your PS3 on a CFW or OFW?
2) Is his (future) PS3 on a CFW or OFW?
There are 1000 methods of doing it, here are some (noob-friendly) methods.
If he has the games and dlc bought on a legit PSN ID with a PS3-OFW, and wants to have all that on his new PS3-CFW there are several ways to go.
The most easiest way would be, to install the latest DB-CFW on the cfw-ps3. The DB (dualboot) CFW is almost identical to the official FW. the only difference is that you can install any CFW ontop of it.
Install DB-OFW (as clean as possible:no MultiMan,...)->Connect to PSN->Download your bought stuff->Activate all->Go Offline->Install any CFW you want->Profit.
If you choose the illegal way, you could just install ReactPSN on any CFW and activate everything. Even though you bought all officially, this way will be illegal.
A lot of people are using their old hacked ps3 as an offline-rockstation. For them ReactPSN is the easiest way. And since they never connect to the internet,....
Also there are some ways via two PS3s and the data-recovery option with psnStuff+ pexploit etc... (this is for a bit more advanced users, but It'll let you inject "not-official bought" pkgs into an official OFW.) ALSO ILLEGAL!
As mentioned there a lot more ways, but I think too much information could make a beginner run away
Cheers
Blade