Street graduated from the University of Tasmania in 2001 with a Bachelor of Commerce degree, and then operated his family's business, an IGA supermarket in Blackmans Bay.
[1] In February 2015 and again in February 2016, Street apologised for a post on Twitter made in November 2014 in which he called a fellow passenger on a flight from Hobart to Melbourne a "bitch" for reclining her seat, and included a hashtag "#shouldhavegotasmacktothehead".
[2] Street contested the Legislative Council seat of Nelson for the Liberals at the 2019 periodic election.
He received the highest number of first-preference votes (23.7 per cent), but was defeated on preferences by third-placed independent candidate Meg Webb.
[3] On 6 February 2020, Street was re-elected to Franklin in a countback to fill the vacancy caused by the resignation of Will Hodgman.