In 2009 Hunter-Reay first drove for Michael Shank Racing in the #60 Westfield Insurance Riley Mk. XX-Ford 5.0L V8 at the season-opening Rolex 24 at Daytona in the DP class with Mark Patterson, Oswaldo Negri, Jr. and Colin Braun. The car started in 10th place both overall and in its class. The car completed 262 laps before having electrical problems. The car would retire to finish in 41st place overall and in 16th place in class. Hunter-Reay returned to the series for the season-ending GAINSCO Grand Prix of Miami at Homestead-Miami Speedway in the #95 Edata Solutions/Ecomm Link Riley Mk. XX-BMW 5.0L V8 with Scott Tucker and Christophe Bouchut for Supercar Life Racing and Level 5 Motorsports. The car started in 5th place both overall and in its class and finished in 10th place both overall and in its class after completing all 100 laps. The trio of drivers also dove in a second car for Supercar Life Racing and Level 5 Motorsports, the #55 Edata Solutions/Ecomm Link Riley Mk. XX-BMW 5.0L V8. The car started in 12th place both overall and in its class. The car finished in 6th place both overall and in its class. Hunter-Reay's results in the #55 car were not counted towards the championship. Hunter-Reay finished 34th in the DP drivers championship with 36 points. The #60 Michael Shank Racing entry finished 9th in the DP teams championship with 270 points. The #55 Supercar Life Racing and Level 5 Motorsports entry finished 13th in the DP teams championship with 195 points. The #95 Supercar Life Racing and Level 5 Motorsports entry finished 22nd in the DP teams championship with 22 points.