[1] Prior to entering politics he was a small business owner and served as Chair of the Financial Department for the Royal Botanical Gardens.

In 2003, Flynn ran for the seat again and this time defeated Progressive Conservative candidate Kurt Franklin by about 3500 votes.

[8] In the 2007 election, Flynn ran for re-election and increased his margin of victory to 7096 votes over the Progressive Conservative challenger, Rick Byers.

In November 2004, he was applauded by the local media for his work in reserving 1286 acres (5 km²) of land in North Oakville as public greenspace.

[12] Following the election, Flynn unsuccessfully ran to become Speaker of the Legislative Assembly of Ontario, losing to fellow Liberal Dave Levac, MPP for Brant.