In his teens, Brand began playing the drums in church bands around Colac and Geelong where he was introduced to gospel and developed his lifelong love of rhythm.

In January 2000, Brand won his fourth CMAA Award for Vocal Collaboration of the Year with Melinda Schneider for "Love Away the Night".

[8] In March 2000, Brand released his second studio album Good Friends which peaked at number 26 on the ARIA charts.

In January 2002, Brand released his third studio album Built for Speed which peaked at number 24 ARIA charts[4] and was certified platinum in Australia.

[3] In 2003, Brand contributed the tracks "Sicilian Born" and "Menindee" to the compilation album Australian Storytellers.

In July 2006, Brand released his sixth studio album What a Life which peaked at number 28 on the ARIA charts[4] and was certified Gold.

[10] In January 2008, Brand won three more CMA Awards for his song "Spirit of the Bush" with Lee Kernaghan and Steve Forde.

[3] In March 2009 Brand released his eighth studio album Hell of a Ride, which peaked at number 19 on ARIA charts.

[13][1] In January 2010 Brand won his fourth consecutive CMC Oz Artist of the Year Award.

In August 2010, Brand released his ninth studio album It's Gonna Be OK which peaked at number 11 on the ARIA charts.

[4] The Track "Ready for Loving" was released in the United States and reached the Top 40 in the US Country charts.

In May 2011, Brand released a compilation album titled You're a Revhead before supporting Taylor Swift on her North American tour.

Upon release, Brand said "I have decided to re-record some of these diary entries acoustically, the way they were first written… I've chosen songs that represent pivotal points in my life, and my growth as a songwriter and as an artist trying to find my own voice.

[4] In September 2018 Brand joined Scott Darlow, Sarah McLeod, Jack Jones and Todd Hunter to re-record the Dragon song "Rain" with all net proceeds from the sale to go towards to the Buy-a-bale program in support of Australian farmers suffering from the Australian drought.

[15] In late 2019, Brand appeared in the first season of The Masked Singer Australia as the 'Dragon' and was the sixth contestant voted out.

[16] In August 2019 Brand released a new single "Life's Been Good to Me" after taking 12 months off to start a family with the birth of his first child, a baby girl named Pepper.

Matt Cornell and Mike Carr were previously members of Adam Brand and the Outlaws.

They went on to win the competition despite a lower score compared to their competitor, Today Tonight presenter Matt White.

[citation needed] In 2019, Brand became a father for the first time, after his partner gave birth to daughter Pepper.