One Baltimore source wrote that before the War, he once met future World feather champion Johnny Kilbane in a close non-title match.

[8][1] He received a three year Polytechnical education at night school, than began his coaching career as the Athletic Director of Baltimore's Westside Center from 1913–17, where he trained thousands of young men in boxing, wrestling, football, baseball, basketball, soccer, track and field.

On January 14, 1919, the Blue and Grey team of the Maryland National Guard 29th Division, coached by Webb, won every bout in a contest arranged for them with French fighters in Paris.

Tunney, who won the light heavyweight championship for the American AEF team, later said, "Spike Webb ranks as one of the two or three top men in boxing for all time, either professional or amateur.

"[3][13][14] Immediately after his service in WWI, he became an associate professor and boxing coach at the United States Naval Academy, Annapolis, Maryland, and served for 35 years until his retirement on June 30, 1954.

[citation needed] During his career as a coach, he amassed a record of wins and titles that many boxing historians consider unsurpassed in his era.

It became an inter-collegiate sport again in 1983 under Coach Emerson Smith who carefully researched to determine the safest available amateur headgear and gloves for competitions.

An Annual Brigade Boxing Championship continues today for Navy Mid-shipman, featuring head gear and three round matches.

Web also coached and worked with champions Lou Salica, Ken Overlin, Sugar Ray Robinson, Petey Sarron, and Johnny "Kid" Williams.

[6] He experienced advancing deafness as he aged, which he claimed was the result of both the pounding he received in the ring, and the anti-aircraft shellfire he endured fighting in Verdun, France in WWI.

[6][5] He died after a short illness, possibly a stroke, at the age of 74 at Anne Arundel General Hospital in Annapolis, Maryland, on July 2, 1963.