I may be one of the racers being referred to at the nationals held at Big Diamond in the original post. In 2008 my wife and I traveled and raced quite extensively throughout the year. I had the opportunity to race at 23 different tracks covering all three venues (road, dirt & asphalt) in 11 different states. We traveled the country as far north as Elko, MN for the asphalt nationals, east to PA for the dirt nationals and throughout the west and southwest due to our home at the time being in New Mexico.
I did this while working a full time job by taking extended weekends (using vacation days and a schedule that gave me alternating Fridays off) in addition to traditional vacation time. It was expensive to say the least, some tracks I did well, some not, however even if I would have finished first at every track the payouts would not have covered the entire tab for any of the trips!
Due to where I lived I had to travel a minimum of 200 miles one way to race. My typical "local" track race weekend entailed about 700 miles of round trip travel to race at two different tracks over the weekend. I would travel 200 miles to race dirt on Friday evening, then travel 25o more miles to race asphalt on Saturday evening and go another 225 miles on Sunday to get home. I traveled close to 2000 miles on a 4 day weekend to race three different tracks in three different states (Colorado, Wyoming & Nebraska).
Long story short, you can't make any money racing all over the country with a Legends car, but you will have one hell of great time, meet a whole bunch of terrific people, make many friends and have tons of memories with associated stories to tell. It was well worth the time, the money and effort and I hope to be able to do it all over again soon!