TV presenter Shephard, who was actually released by Everton as a teenager, channelled his energy into a TV career instead.
He first started going to matches in the famous 1985/6 season, when West Ham finished third but should have won the title.
Shephard was dragged along to a game by West Ham mad school mates when he was just 12 and has never looked back.
Shephard dismisses any concerns over big move
Supporters have proved they are ready for the move by selling a record 52,000 season tickets, second only to the Red Devils in the Premier League.
But there is still trepidation from some West Ham fans about leaving their home of 112 years.
However, speaking to the club's official website, Shephard has moved to reassure those with concerns about what the future holds in Stratford.
“The one thing that is placating my emotions of leaving the Boleyn Ground is that we are moving to the new stadium, and I was lucky enough to work there during the Olympics and went to the Rugby World Cup," Shephard told whufc.com.
"It is an extraordinary venue and was blown away by it.”
Ironically Shephard's TV status actually landed him the dream job of presenting the club's memorable closing ceremony, footage of which was beamed live all around the world.
The historic occasion will live long in the memory of all Hammers fans and none more so than Shephard, whose insight carries a lot of weight given his intimate first hand experience of their new home.