Wycherley was born in the Castlefields neighbourhood of Shrewsbury and made his fortune in vending machines.[2] He founded the Midshires Group in 1972 and sold it to Bunzl in 2006.[3]
In July 1996, Wycherley bought Football League club Shrewsbury Town. The club was £750,000 in debt, and in October 1997 sold defender Dave Walton to Crewe Alexandra for £500,000; Wycherley reflected in 2012 that this decision saved the club from extinction.[4] In 2003, the club was relegated to the Conference and Wycherley offered his resignation; he remained and the club was promoted back to the Football League a year later.[4]
Under Wycherley's ownership, the club moved from Gay Meadow to the New Meadow in July 2007. That November, the east stand of the new stadium was named after him.[5] The new 10,000-seater stadium saw a rise in attendance and avoided the flood risk of the previous ground.[6]
Wycherley was named a Member of the Order of the British Empire (MBE) in the 2021 New Year Honours, for services to the community in Shrewsbury.[7] He received his award from Queen Elizabeth II in December 2021.[8]
In October 2021, after turning 80, Wycherley announced he was searching for a successor.[9] Several approaches to buy the club off him fell through, and by October 2025 he was the oldest and longest-serving owner in the league.[10] He said that month that he and his autistic grandson had been harassed over the club's relegation and poor start in EFL League Two.[10]