Boesenberg's career began in the theatre, with his first role in the Sydney-based PACT Centre for Emerging Artists production Madagaskar Lily.

[2] On moving to New York from Australia in 1999, Boesenberg studied with the Atlantic Theater Company (a school started by David Mamet and William H.

Boesenberg has appeared in many Australian dramas including Rush, City Homicide, The Strip, Blackjack, Stingers, All Saints and Home and Away.

[6] Boesenberg is best known for his work in the Australian television miniseries Underbelly: Razor, in which he portrayed notorious psychopath and standover man John "Snowy" Cutmore.

The premiere episode made Razor the highest rating drama in Australian history, surpassing the record set by Underbelly: A Tale of Two Cities.

[7] In the September 2011 edition of FHM Australia, Matt appeared as the joker from The Dark Knight in a fashion shoot with a difference - cast members of Underbelly: Razor were asked to channel their inner screen killer.