February 11 -- New Smyrna Speedway -- World Series of Asphalt Racing
Sportsman Finish with Kyle Casper: 6th

February 12 -- New Smyrna Speedway -- World Series of Asphalt Racing
Sportsman Finish with Kyle Casper: 3rd

​February 14 -- New Smyrna Speedway -- World Series of Asphalt Racing
Pro Late Model Finish with Bryan Kruczek: 5th

February 15 -- New Smyrna Speedway -- World Series of Asphalt Racing
Pro Late Model Finish with Bryan Kruczek: DNF, accident

February 16 -- New Smyrna Speedway -- World Series of Asphalt Racing
Pro Late Model Finish with Bryan Kruczek: WINNER!

February 17 -- New Smyrna Speedway -- World Series of Asphalt Racing
Pro Late Model Finish with Bryan Kruczek: DNF, mechanical

April 11-12 -- Syracuse Indoor TQ Midget Race  -- Indoor Auto Racing Series
TQ Midget Finish with Joey Payne: 8th

April 9 -- Greenville-Pickens Speedway  -- CARS Tour
Pro Late Model Finish with Bryan Kruczek:  6th

May 7 -- Star Speedway  -- Granite State Pro Stocks
Super Late Model Finish with Bryan Kruczek:  WINNER!

May 21 -- Lee USA Speedway -- Granite State Pro Stocks
Super Late Model Finish with Bryan Kruczek:  2nd

July 1 -- Lee USA Speedway -- Weekly Pro Stocks
Super Late Model Finish with Bryan Kruczek:  10th, 3rd (Double Features) 

July 15 -- Lee USA Speedway  -- Granite State Pro Stocks
Super Late Model Finish with Bryan Kruczek:  15th, DNF

August 12 -- Claremont Motorsports Park  -- Granite State Pro Stocks
Super Late Model Finish with Bryan Kruczek:  5th

September 4 -- Hudson Speedway  -- Granite State Pro Stock Series
Super Late Model Finish with Bryan Kruczek:  5th

September 11 -- Lee USA Speedway -- Freedom 150
Super Late Model Finish with Bryan Kruczek:  2nd

September 16 -- Star Speedway  -- Granite State Pro Stocks
Super Late Model Finish with Bryan Kruczek:  WINNER!

In 2021, Bobby Webber Racing had success in the following race divisions:

Lee USA Speedway's Rodfather Late Model Sportsman (10 victories, multiple podium finishes)
Granite State Pro Stock Series (One victory at Star Speedway on May 8, multiple podium finishes)