[1] Conway has raced in motocross, legends, the World Karting Association, United States Automobile Club (USAC), American Speed Association (ASA), NASCAR's regional K&N Pro Series West, and all three of NASCAR's national touring series.

[4][5] Conway appeared on Shark Tank in 2021 as a business partner for the company “Phoozy”, which made specialized smartphone cases.

[6] Conway began his career racing at age six, running AMA motocross, go-karts, and winged midget cars.

Moving to Charlotte, North Carolina as a teenager, Conway became the youngest legends car national champion in 1994, at the age of 15.

[2] Conway moved to major-league stock car racing in 2002, when he made his debut in the ARCA RE/MAX Series.

17 Eagle One/Valvoline Chevrolet for A. J. Henriksen, Ernie Irvan, and George deBidart at Atlanta Motor Speedway, where he started fifth and finished thirteenth after a rear axle problem late in the race.

Conway also served as a test driver for NASCAR Winston Cup Series team MB2 Motorsports.

After spending the 2008 season out of NASCAR, Conway returned in 2009 with sponsorship from his male enhancement product ExtenZe.

37 ExtenZe Ford in the Sprint Cup Series for Front Row Motorsports as a teammate to Travis Kvapil and David Gilliland.

Conway's lack of superspeedway experience caused him to delay his Rookie of the Year campaign, as NASCAR would not give him approval to compete in the Daytona 500.

[16] Prior to the August race at Michigan, Conway and the ExtenZe sponsor logos were removed from the car, with Tony Raines replacing him.

For 2011, it was announced that Conway would enter the Budweiser Shootout (eligible due to winning Rookie of the Year in 2010), Daytona 500, and possibly a few more races for Joe Nemechek and NEMCO Motorsports in the No.

Over the course of the season he drove a race prepared, lightweight, four-wheel-drive, 570 horsepower version of the Lamborghini Gallardo LP 570-4[20] to win the series championship in the Pro-Am division.

[21] A native of Lynchburg, Virginia, Conway earned a marketing degree at the University of North Carolina at Charlotte.

[3] Conway's father Sam was a former team manager for Darrell Waltrip Motorsports, and a board member for Motor Racing Outreach.