This would be fun! Why am I not doing this instead of all of the other things I’m doing which are less fun? Why am I not maximizing my fun to the maximum amount?
According to the N-number this is a Fleet 7B, built in 1936. (If you blow the picture up and squint, that seems to be what the logo on the tail and the lettering under it confirm as well.)
I’ve flown in open air cockpit aircraft, but I’ve never flowin in a biplane, and I’ve never piloted a tail-dragger or an open cockpit aircraft. But those shortfalls in my experience and licensing could be rectified with a few lessons.
This would be fun!