Answers

1. John Lanahan. 5 wins: 4 losses. The year was 1952.
2. Msgr. Mortimer Danaher, Msgr. Joseph James just to name a few.
3. Jerry
4. Bridge tolls were 25 cents, raised to 35 cents before they were removed.
5. The teacher was that late Frank Zappa's father, George Zappa.