• Manager of the Year Award from Pro Wrestling Illustrated (PWI) Magazine in 1992
• Best Booker Award from the Wrestling Observer Newsletter (WON) in years 1994, 1995, 1996, 1997, 2002
• Best Non-Wrestler Award from the Wrestling Observer Newsletter (WON) in years 2001, 2002, 2004, 2012, 2013, 2014, 2018, 2019, 2021, 2022
• Wrestling Observer Newsletter Hall of Fame Inductee (Class of 2005)
• Best Non-Wrestler of the Decade from the Wrestling Observer Newsletter (WON) in 2010s
• Best on Interviews of the Decade from the Wrestling Observer Newsletter (WON) in 2010s
• Most Disgusting Promotional Tactic Award from the Wrestling Observer Newsletter (WON) in 2012
• Best on Interviews Award from the Wrestling Observer Newsletter (WON) in years 2013, 2014
• Best on the Mic WWE Year-end Award in 2018
• Manager of the Year Award from Inside The Ropes (professional wrestling news) Magazine in 2020
• Faction of the Year Award (with the Bloodline) from Pro Wrestling Illustrated (PWI) Magazine in 2022
• Feud of the Year from the Wrestling Observer Newsletter (WON) in 2023
• World Wrestling Entertainment (WWE) Hall of Fame Inductee (Class of 2024)
• Mic Drop of the Year – Slammy Award from WWE in 2024