Newb here amd NEED help!
 

This is my first visit to this site and hope to become a helpful and active member. I have a 1955 New Yorker. Just bought it. Unfortunately it has a sbc 350. My issue is, when i hit the brakes it goes straight to the floor twice and on the 3rd time, I have brakes. I bled the brale booster (the way i know how too) and no changes. Any advice? My second issue is i am leaking serious tranny fluid but no always. Only when its running and i believe in gear. When I was pulling it off the trailer, it hit something pretty hard ( because I had no brakes). Truly and advice would be helpful. Or if im on the wrong forum, let me know. Thank all of you!