Not sure what will be gained or learned about linuxcnc by following the upgrade path with 8.04.
If your hardware works with Wheezy I would install that and 2.7.
Having said that I have different machines running on different versions, 8.04 on a mill, 10.04 on a plasma cutter, etc.
These are dedicated computers so if 8.04 is working fine I just run that.
Rick G