Career before NASCAR

Montgomery began racing go-karts at the age of 13. He began rising through the ranks very quickly and by 2000, he was a regular weekly driver at Nashville Speedway USA. In 2002, he joined the ARCA RE/MAX Series, posting four top-fives and finishing 4th in points, runner-up in the Rookie of the Year points. That year, rock singer Alice Cooper came on board as a co-owner and marketing partner of his race team. The next season, he won the season opening-race at Daytona International Speedway. In 2004, he became the youngest driver to win the pole for an ARCA race.

NASCAR career

Montgomery began his NASCAR career in 2003 with 15 starts in the Busch Series with Brewco Motorsports, posting a top-ten in his series debut at the Koolerz 300. After that season came to a close, he signed to drive the #8 Dodge for Bobby Hamilton Racing. He finished 21st in points that year, and 23rd in 2005 in the #18. In 2006, he was to drive part-time for Curry Racing, however, after finishing the season opener at Daytona 19th, the deal fell through and Montgomery left the team.

[ Source: Wikipedia ]