Try a plymouth superbird (meep meep) for the Hist. Car Champ. and an X2010 for the all stars.
I left the Historic Race until I could enter the Indy 500. You win the Jag X13 Race Car which does the job very nicely.
You have to manage your Bob carefully in B spec in the Toyota - he's got a habit of clipping the barrier into the Swimming Pool and spinning.I used Toyota 7 for A and B.