Depends.
First year a new system is out it is important especially when said system is lacking variety/great titles. When I bought my 360 I was still playing original XBox games the first two years the system was out, but over time I never played any again except Halo 2.
The difference this time around is I spent money on DLC and XBLA titles. The original XBox had very little good DLC (mainly just PGR2 and the KOTOR DLC) so it wasn't a big deal. This time around theres a lot of DLC and XBLA titles to be had.
It's not a huge deal as long as MS keeps the servers up for DLC. But XBLA titles should be a no-brainer.
The other issue is long term reliability. Will the license transfer tool always be available? What if my 360 breaks? I've already bought 3 360's (launch, falcon chip and then later the slim. the launch one finally broke after 6 years and then I upgraded to a slim). I guess as long as I can re-download my content and 360's are readily available to buy It's not a huge deal. I don't mind keeping two systems plugged in.
It's just that simple.
