The right-back was down the pecking order at White Hart Lane.
Tottenham Hotspur have recently earned a reputation for bringing through some top young talent. The likes of Nabil Bentaleb, Ryan Mason and Harry Kane are testament to that fact.
However, they can’t all make it, and sometimes players must move on.
One such player was Ryan Fredericks.
The right-back joined Bristol City this week after seven years at Spurs. He was behind Kyle Walker, Kieran Trippier and De Andre Yedlin in the pecking order at White Hart Lane – so a move away made sense for the lad.
Fredericks, who had a great spell at Middlesbrough on loan last term, has now admitted that leaving Tottenham was hard, but that he is looking forward to a Championship challenge.
"It's always hard to leave a club you have been with for years, but the time has come to leave the nest and start my career properly.
"I was at Millwall when they were in the Championship the season before last and I was at Middlesbrough last season, so I have a bit of experience.
"It's a tough league and there is never an easy game. Hopefully, I can come in and help the squad."
The Robins impressed in League One last season and are being tipped to be a surprise side in the Championship next season.
Fredericks, who started his career as a right-winger, should fit in perfectly to the wing-back system that Steve Cotterill enjoys his side to play in.
Tottenham fans are probably understanding that Fredericks was not going to make it at the club. A move to a team like Bristol City, full of ambition and going up in the world, is undoubtedly a good one from the 22-year-old.
He will now hope to push City beyond survival next season.