An alumnus of Georgetown University and St. Peter's Graduate School, Grygiel was recognized along with three other teachers throughout the entire state.

[17] The Hoboken High School Redwings[4] compete in the Hudson County Interscholastic League, which is comprised of public and private high schools in Hudson County, operating under the supervision of the New Jersey State Interscholastic Athletic Association (NJSIAA).

Interscholastic sports offered at the school include:[4] Fall: Winter: Spring: In 1924, the boys' basketball team won the Group IV (then known as Class A) state championship, defeating Trenton Central High School by a score of 24–14 in the tournament final in front of 3,000 fans at the Jersey City Armory.

[26] The team won the program's first state title in 1980 with a 10–0 win in the North I Group III championship game played at Giants Stadium against Ramsey High School.

[28][29] The 1995 team finished the season 11-0 after winning the North I Group III state sectional title by defeating Sparta High School by a score of 37–6 in the championship game.

[33] The 2005 football team won the North II, Group I state sectional championship with a 21–6 win over Verona High School.

[36] The boys soccer team won the Group III state championship in 1991, defeating Scotch Plains-Fanwood High School in the tournament final.

[37] The softball team won the North II, Group I sectional title in 2007, edging Secaucus High School by a score of 8–7 in 14 innings in the tournament final.

[38][39] The baseball team matched the feat, earning the North II, Group I title with a 5–4 win against Lyndhurst High School.