Road Trippin’s FUNNIEST Guest Moments This Season: Rondo, Tracy Morgan & Boogie

Road Trippin’ looks back at the funniest guest moments from the 2025–26 season. AJ Dybantsa takes on ’90s nostalgia, DeMarcus “Boogie” Cousins remembers trash-talking and recruiting Channing at the same time, Iman Shumpert revisits his forgotten Cavaliers playoff song, and Andre Miller casually explains how he could have scored 70.

Malika Andrews turns the questions on Richard Jefferson, Grant Hill confronts RJ’s lifelong Duke hatred, Danny Green shares his championship-parade survival rules, and Tracy Morgan explains what the Knicks mean to New York. Carter Bryant also joins the crew for unforgettable Gilbert Arenas and Keldon Johnson stories, with appearances from Rajon Rondo, Dillon Brooks, Chris Finch, French Montana, Max B, James Worthy, Robert Horry, John Wall, Q-Rich, Jeremiah Fears and more.

Chapters
0:00 - Intro
8:10 - Dillon Brooks, Finch & Malika
15:11 - Boogie’s Trash Talk
19:20 - French Montana & RT Origins
24:49 - Grant Hill & Parade Stories
34:58 - Worthy, Tracy & Playoffs
42:44 - AJ Dybantsa’s ’90s Quiz
47:36 - John Wall, Wemby & Rookies
55:08 - Q-Rich, Carter & Gilbert

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