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He was given a starting position in the third round of the FA Cup match against Exeter City, where he scored his first goal for the club in the 12th minute.
However, shortly afterwards, he declared his intention to leave at the end of the season, expressing a desire to play overseas.
Jerome Sinclair before a Liverpool game at Anfield(Image: (John Powell/Liverpool FC via Getty Images))
Despite Sinclair's wish to play abroad, Watford made a £1.5m bid for him at the end of that month, which Liverpool rejected.
In April, Bournemouth approached with a £4m offer, which Liverpool accepted, but this time it was Sinclair who declined.
As soon as the season ended, and with Sinclair's contract due to expire, he agreed to a four-year deal with Watford.
Reflecting on his departure from Anfield back in January 2017, Sinclair revealed that his Liverpool exit was a strategic choice for the benefit of his career and justified his decision to move to Vicarage Road.
Jerome Sinclair of Watford celebrates(Image: Getty Images Europe)
"To me, it was an exciting opportunity to further my career at a club that's growing," he said.
It's revealed that Sinclair's agent, believed to be Ward, had told the club that the player was en route to Sheffield to wrap up the transfer.
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However, by early afternoon, there was still no sign of Sinclair, leading to a concerned Wilder texting the agent to find out what was happening.
Don't believe everything you read or watch!".
However, after merely five appearances for Watford that season, Sinclair was sent on loan to Sunderland the following campaign, where he played 13 games before his loan spell was terminated prematurely.
"He is such a great boy, but it just hasn't clicked for him here, and that's a shame not only for us but also for him," then-Sunderland manager Jack Ross commented on Sinclair.
"He'll go back to Watford and then take stock and see where he goes next.
I can't speak highly of him, his attitude, how he has trained even when out of the team - he has not been one bit of bother."
After his stint with Sunderland, he quickly moved on to Oxford for the latter part of the 2018/19 season, impressing with four goals in 16 appearances and swiftly becoming a crowd pleaser.
He then secured a loan spell at Dutch side VVV-Venlo, where he contributed three goals and one assist across 29 matches in all competitions.
Former Liverpool forward Jerome Sinclair(Image: Photo by Giuseppe Maffia/NurPhoto via Getty Images)
Following a brief return to Watford which saw him make two League Cup outings in the 2020/21 season, Sinclair was off to join CSKA Sofia on loan.