Joseph Olugbenga Olowu, the Ibadan-born defender who spent 13 years at Arsenal’s Hale End Academy, is on course to join Stockport County on a free transfer. The 25 year old centre-back will sign a three year deal effective 1 July 2025, following the expiration of his contract at Doncaster Rovers.
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Olowu’s journey began in 2008 at Arsenal, where he progressed through the youth ranks before departing in summer 2021. That summer, he briefly trialled with Manchester United’s under‑23 squad. He then signed with Doncaster Rovers in September 2021, initially on a short-term deal.
At Doncaster, Olowu grew into a key player. He made 121 league appearances and scored eight goals. In March 2023, he secured a new two and a half year contract, reflecting his importance to the team . Despite missing part of the promotion-winning campaign for recovery from injury, he contributed to Doncaster’s rise back to League One as champions of League Two in 2024–25.
Although Doncaster offered him a fresh contract, Olowu opted to move on, and Stockport County seized the opportunity. The defender is expected to bring experience, aerial ability (standing at 1.84 m) and versatility to Stockport’s back line.
Editorial
We believe Joseph Olowu’s upcoming switch to Stockport County exemplifies determination and smart career strategy. Leaving Arsenal after more than a decade could have derailed his pathway, yet he chose instead to fight for recognition a decision that has paid off through consistent League football.
We note that Olowu’s rise at Doncaster, from loanee challenges to club captain, showcases both adaptability and character. His selection of Stockport over a contract renewal reveals ambition and a desire to test himself at a new level, a mindset we admire.
We think Stockport’s acquisition is astute. They’re signing a homegrown talent who training from Hale End with gritty experience gained across Ireland and the English lower leagues. That blend, at 25, means Olowu arrives both seasoned and with room to grow.
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We assert that players like Olowu are critical in tightening squads not flashy signings, but dependable professionals who form the spine of teams. If Stockport aim to climb, Olowu’s presence at centre-back could prove foundational. His career path reminds us persistence and seizing the right move at the right time can shape success.
Did You Know?
Olowu joined Arsenal’s Hale End Academy at age 8 after leaving Charlton Athletic, switching from midfield to centre-back.
He gained senior football experience via loans in 2020, making 15 appearances (1 goal) for Cork City and featuring 13 times for Wealdstone in National League.
In March 2023, he signed a contract extension with Doncaster Rovers through June 2025, but left at the season’s end.
He helped Doncaster Rovers secure the 2024–25 League Two title and was named the club’s Community Player of the Year.
Olowu is eligible to represent both Nigeria and England internationally, having moved to England as a child.