second area is the forest (right), then the tower (up) and the darkness (down)
to get more money either be lucky or go farther than the last run really, learning the enemies patterns and how to position yourself is 80% of the job, by the time i finished the game i got hit once every 3 rooms and i had life leech (+ health drops every once in a while) so i pretty much was full health most of the time
if you're beggining try unlocking the hokage first, it's the class that will get you the farthest since it has good base damage right out of the bat (left area in your skill tree)
also get a vampire rune, helps with the survivability a bit