Montgomery continued to attend Phillies games as a college student with future governor Ed Rendell, where he recalled "[trying] to eat all the food that $5 could buy... as they shared their thoughts with the players".

[11] In 2013, the Phillies opened a $4 million facility at their Carpenter Complex as the first indoor climate-controlled training center at a major-league spring-training site.

"[12] Montgomery received the Allan H. (Bud) Selig Executive Leadership Award from the Professional Baseball Scouts Foundation, the Ed Snider Lifetime Distinguished Humanitarian Award from the Philadelphia Sports Writers Association, and has been recognized by the Mural Arts Program, the Boys & Girls Clubs of Philadelphia and the Schuylkill Center for Environmental Education [Wikidata].

Daisy Field, where he grew up playing baseball, was re-named for him in 2018, and in May 2019, he was honored by the Fairmount Park Conservancy as the recipient of the Centennial Award for Civic Leadership.

[13] On March 5, 2020, Montgomery was named the fifth winner of the Buck O'Neil Lifetime Achievement Award by the National Baseball Hall of Fame.

A section of the wall now reads "Monty's Angle"[17] Montgomery was a trustee of the University of Pennsylvania, served community action organizations, and was a member of Major League Baseball Enterprise's board of directors.