| 2020 In The Groove Racing League Picks/Results/Standings | |||||
| Date | Race | Winner | Picks | Results | Standings |
| 2/16/2020 | Daytona 500 | Freedom Motorsports | Picks | Results | Standings |
| 2/23/2020 | Las Vegas 400 | MadDog Racing | Picks | Results | Standings |
| 3/1/2020 | California 400 | Miller Motorsports | Picks | Results | Standings |
| 3/8/2020 | Joe Tenpenny 500(k) | Texan88 Racing | Picks | Results | Standings |
| 5/17/2020 | Darlington 400 | Miller Motorsports | Picks | Results | Standings |
| 5/20/2020 | Donald Hardison Jr 500K | Top Gun Racing | Picks | Results | Standings |
| 5/24/2020 | Charlotte 600 | Blackman Racing | Picks | Results | Standings |
| 5/27/2020 | Dozer Charlotte 500 | Brownfudgy Racing | Picks | Results | Standings |
| 5/31/2020 | Bristol 500 | Knolhoff Enterprises | Picks | Results | Standings |
| 6/7/2020 | Atlanta 500 | AA Team | Picks | Results | Standings |
| 6/10/2020 | Martinsville 500 | Kruep Motorsports | Picks | Results | Standings |
| 6/14/2020 | Roxy's Shoppe 400 | Brownfudgy Racing | Picks | Results | Standings |
| 6/21/2020 | Talladega 499 | Mackenzie Performance | Picks | Results | Standings |
| 6/27/2020 | Pocono 325 | Fortnite Motorsports | Picks | Results | Standings |
| 6/28/2020 | Pennsylvania 350 | Kurtiskraft Racing | Picks | Results | Standings |
| 7/5/2020 | Brickyard 400 | Texan88 Racing | Picks | Results | Standings |
| 7/12/2020 | Kentucky 400 | Fortnite Motorsports | Picks | Results | Standings |
| 7/15/2020 | Sprint All-Star Open* | Van Motorsports | Picks | Results | N/A |
| 7/15/2020 | Sprint All-Star Race* | Texan88 Racing | Picks | Results | N/A |
| 7/19/2020 | Todd Oliver Texas 500 | Kruep Motorsports | Picks | Results | Standings |
| 7/23/2020 | Kansas 400 | Helton Motorsports | Picks | Results | Standings |
| 8/2/2020 | New Hampshire 300 | Charlotte Racing | Picks | Results | Standings |
| 8/8/2020 | Michigan 312 | Outlaw Racing | Picks | Results | Standings |
| 8/9/2020 | Detroit 312 | Mackenzie Performance | Picks | Results | Standings |
| 8/16/2020 | Daytona 235 | MadDog Racing | Picks | Results | Standings |
| 8/22/2020 | Nick Hagen 311 | Freedom Motorsports | Picks | Results | Standings |
| 8/23/2020 | Delaware 311 | Blue42 Racing | Picks | Results | Standings |
| 8/29/2020 | Daytona Firecracker 400 | HotRod Todd | Picks | Results | Standings |
| Playoff Standings Reset | |||||
| Monster Cup Playoffs Begins | |||||
| 9/6/2020 | Southern 500 | Seburner | Picks | Results | Standings |
| 9/12/2020 | Kathryn Hardison 400 | Top Gun Racing | Picks | Results | Standings |
| 9/19/2020 | Bristol Night Race | Blue42 Racing | Picks | Results | Standings |
| Playoff Standings Reset | |||||
| 9/27/2020 | Nevada 400 | Team MotoRacers | Picks | Results | Standings |
| 10/4/2020 | Alabama 500 | Bud Racing | Picks | Results | Standings |
| 10/11/2020 | Roval 400 | Chowdahead Racing | Picks | Results | Standings |
| Playoff Standings Reset | |||||
| 10/18/2020 | Ben & Scooter 400 | Miller Motorsports | Picks | Results | Standings |
| 10/25/2020 | Semper Fi USMC 500 | HotRod Todd | Picks | Results | Standings |
| 11/1/2020 | Old Dominion 500 | AA Team | Picks | Results | Standings |
| Playoff Standings Reset | |||||
| 11/8/2020 | Arizona 500(k) | Hemann Motorsports | Picks | Results | Standings |
| * Indicates a non-points race | |||||