Sinclair, now assistant manager of Lancaster City, was an instant hero to Hammers fans after scoring both goals in a 2-2 draw with Everton on his debut in 1998 following a move from Queens Park Rangers.
In a career spanning five years at Upton Park, Tricky Trev - as he affectionately became known on the terraces - scored another 35 goals in 177 appearances, the most he made at any one club throughout his career.
And it seems he would be keen on a return to Upton Park to work alongside Bilic as part of his revolution.
The former England winger took to social networking site Twitter on transfer deadline day to reveal his delight at West Ham's dealings after his old team brought in Alex Song, Victor Moses, Nikica Jelavic and Michail Antonio to make it 13 signings this summer.
He said: "Song and Moses to West Ham is very good news, think Moses will be an outstanding addition."
He followed up that tweet by responding to a Hammers fan who was urging him to come back to the Boleyn Ground by revealing his desire to get involved in Bilic's regime.
He added: "Slav knows where I am."
Bilic and a legend-ary entourage
Speaking on West Ham's official website back in June, co-owner David Sullivan revealed that the former Hammers defender-turned boss Bilic was hoping to bring in some Upton Park legends to his coaching staff to enhance the bond between the club and its supporters.
He said: "It is very good for the club and the supporters. We have taken a man who understands the West Ham Way. It is important how we play and that the players play with passion.
"I think he will bring a few of the West Ham legends to be part of his entourage and I think that is very good because it strengthens the bond with the supporters."
Sinclair's experience could prove invaluable for wing men
So far Bilic has only appointed Julian Dicks as one of his first team coaches.
But if Sinclair has his way he could well be next, and appointing him as a coach could well pay dividends for the likes of Moses, Antonio, Aaron Cresswell, Carl Jenkinson and Manuel Lanzini.
Sinclair was one of West Ham's best ever wingers and even spent some time as a wing-back for club and country.
His quality on the ball was revered by fans and he had an eye for goal, too.
And now his experience could prove invaluable to a young player making a big jump up to the Premier League like Antonio, while even the likes of the more established Moses and Lanzini – as well as Cresswell and Jenkinson who get forward as much as most wingers – could also pick up some vital tips from the popular character.
Hammers should be wary of 'doing a Tottenham', though, and bringing in too many former players like Harry Redknapp did during his time at White Hart Lane.