There are 24 tracks in Pro-Am 2.
As long as you don't finish in 4th place, you will progress. Continues are limited but will move you to the next race when used so don't burn them on easy races.Take advantage of the rewind feature to correct mistakes, improve on corners and grab pickups when possible. Use your cash to upgrade between races.
I found PA2 much more forgiving than the original but you still want to try and grab as many upgrades and cash as you can to upgrade your car, otherwise the last 4-5 races are going to be tough.