Raheem Sterling tipped for shock Tottenham move as pundit claims he would boost Spurs.

Former Chelsea, Arsenal and Manchester City winger Raheem Sterling has surprisingly emerged as a potential target for Tottenham Hotspur, with ex-Spurs midfielder Jamie O’Hara encouraging the club to take a low-risk chance on the seasoned attacker.

Sterling became a free agent earlier this week after Chelsea confirmed his contract had been terminated by mutual agreement, ending a mixed three-and-a-half-year spell at Stamford Bridge following his high-profile move from Manchester City in 2022.

He arrived in west London as one of Chelsea’s marquee signings, fresh from multiple Premier League triumphs under Pep Guardiola and tipped to play a key role in the club’s rebuild. Although the England international showed flashes of brilliance, his time at Chelsea was hampered by inconsistency, managerial instability and constant squad changes.

In confirming his departure, Chelsea expressed gratitude for his contribution and wished him success in the next phase of his career.

Last season, Sterling attempted to revive his form with a loan move to Arsenal in search of regular playing time under Mikel Arteta. However, opportunities were limited. Despite featuring 27 times in all competitions, he started just seven Premier League matches and was often used as a substitute, prompting Arsenal to decline a permanent move.

He later returned to Chelsea but was deemed surplus to requirements under Enzo Maresca, becoming one of several senior players sidelined during a squad overhaul. Consequently, Sterling has gone nearly eight months without competitive football—a stark contrast to his previous status at the top level of English and European football.

Now 30, Sterling faces a crucial decision about his future, weighing the option of a move abroad against the chance to rebuild his career in England. O’Hara believes a return to the Premier League, particularly with Tottenham, would be a logical step.

Speaking on talkSPORT, O’Hara argued that Spurs should seriously consider signing Sterling, claiming he would bring quality and experience to their wide attacking options. He suggested a short-term contract until the end of the season would reduce risk for Tottenham while giving Sterling the opportunity to prove his value.

O’Hara also brushed aside concerns about Sterling’s motivation, noting that the winger chose to leave Chelsea in pursuit of playing time rather than remain on the sidelines, which he sees as evidence of his desire to compete at the highest level.

According to O’Hara, Tottenham’s need for a left winger, combined with Sterling’s availability on a free transfer, makes the move a calculated gamble. He added that in the right environment, with renewed confidence, Sterling could still produce decisive moments, drawing on his proven pedigree at Liverpool and Manchester City.
From Tottenham’s perspective, the idea is appealing. Injuries and a demanding fixture list have highlighted inconsistency on the left flank, and Sterling’s speed, movement and big-match experience could provide valuable depth, either as a starter or impact substitute.

A move would also add another chapter to Sterling’s London journey after spells at Chelsea and Arsenal, offering him the chance to prove he still belongs among the Premier League elite. Although no formal approach has been made, O’Hara’s comments have sparked debate among fans about the balance between risk and reward.

For Sterling, the objective is clear:

regular football, renewed confidence and a platform to showcase his ability once again. Whether that opportunity comes at Tottenham remains uncertain, but the prospect of a north London revival is now firmly in focus.