He presented the primetime ITV series Let Me Entertain You in 2014 and was a reporter for Real Stories with Ranvir Singh.

Underwood attended Weston Favell Academy in Northampton; he later graduated from the University of Plymouth's Rolle College, Exmouth with a BEd (Hons) in Drama & Performance.

Before winning a six-week CBBC presenting contract on the BBC television gameshow Whatever You Want (broadcast on Saturday 24th April 1999), Underwood had previously made it to the last four in interviews for the Blue Peter vacancy subsequently filled by Simon Thomas.

In 2006, Underwood duetted with The X Factor contestant Andy Abraham on the Christmas single, "December Brings Me Back To You".

[2] As of September 2024, Michael announce on LinkIn that he was happy to starting a new full-time position as a Key Stage (KS)2 Form Teacher, at King’s College School, Wimbledon.