Hoboken Sports Trivia

There is no doubt that the first family in Hoboken Sports history would be the Lisas. Let’s see if you can answer 37 Hoboken Sports Trivia questions with more to come.

1. What former Hoboken head coach was awarded a Purple Heart and Bronze Star in Vietnam?
2. What Red Wing football star lineman won a full academic scholarship to Stevens and graduated with honors?
3. What three Red Wing players were named New Jersey Gatorade Players of the Year in the ‘90’s?
4. Who is the only Red Wing to have played in a major league baseball World Series and all-star game?
5. What Group 4 first team all -state lineman was recruited by Columbia University in the late ‘60’s under Vince Ascolese?
6. What Demarest High School pitcher made the cover of Sports Illustrated Magazine while pitching back- to-back no hitters at FDU?
7. What Hoboken High School star played in the former ABA?
8. What Hoboken native pitched for the New York Yankees and also was a professional NBA referee?
9. What professional baseball team signed Charles Hennessy and David Little to a minor league contract?
10. Who was the only player, assistant and head coach to win a Hudson County baseball championship?
11. Who graduated number one in his academic class at Demarest and made All State in two sports as well?
12. What lefty basketball player at Hoboken High School scored fifty points in an away game?
13. Who held the college national consecutive foul shooting record for many years?
14. Can you name the three baseball coaches who took a Hoboken team to play in the Soviet Union in 1988?
15. Who was Buddy Matthews’ assistant coach in baseball when winning numerous county and state titles?
16. Hoboken native Mike Granelli and Jim Jacobson went on to coach what sport at St. Peter’s University?
17. Can you name the three brothers from the Fourth Ward who made All County honors in the ‘60’s?
18. What two female athletes made Hoboken High school track and field team a success under Jerry Smith?
19. What husband and wife team at Hoboken High School were a vital part of the success in swimming, track, and field?
20. What was the final record of the Hoboken High School Red Wing County baseball championship team in 1967?
21. Other than successful coaches what did Frank Chiocco and Peter Vecchio have in common?
22. Who was the outstanding basketball referee from the Mile Square City and listed in many papers as one of the best basketball coaches from New Jersey?
23. What brothers of the 60’s were accepted to Holy Cross University?
24. A field in Secaucus was named after what three sport-athlete from Hoboken High School?
25. What baseball star of the 60’s made All County in two different positions in consecutive years?
26. The late Mike Rubino was accepted to what Catholic High School before returning to Hoboken High School making All County in football?
27. Name the three Red Wings who went on to play outstanding baseball at FDU?
28. Maureen Wendelken was the ground breaker in women’s college basketball in the 70’s. In which college did she coach?
29. What Demarest High School running back the 50’s was named to the All- American High School Football magazine?
30. Hoboken High graduate Derrick Alston played for what NBA teams?
31. Name the Hoboken basketball star who played for Holy Family in Union City and went to Holy Cross University.
32. Can you name four brothers in the 60’s who played varsity baseball at Hoboken High?
33. Name the Yellow Flat athletes from Hoboken who played for St. Joe’s of West New York?
34. What recent school administrator was a basketball and volleyball coach?
35. Name two Hoboken High School athletes in basketball and swimming in the 60’s who served years as Navy Veterans.
36. What freshman played varsity football and wore number 37, honoring the Lisa family signature number?
37. In 1986 what quarterback at Hoboken High threw 66 passes for 40O yards for a win against Union Hill High School AND who was his football coach?

Visiting and reclaiming glimpses of the impactful coaches and players who came before Vecchio, Chiocco, Totaro, Ascolese, Sparta, Granelli, Smith, and Taglieri, and reaching back even further to Walsh, Kane and Marino, let’s fast forward to 2025:

Final Bonus Question: What two coaches would be hard to match in Hudson County – possibly New Jersey - in the number of titles, awards and accomplishments they achieved?

CONGRATULATIONS TO 2025 HOBOKEN HIGH SCHOOL FOOTBALL TEAM ON THEIR 9-1 SEASON

Happy Holidays and Greetings for Peace in 2026!

Dennis Sevano was born and raised in Hoboken. He writes frequently about sports figures and notables in the Mile Square City. He currently resides in Teaneck.