 He first appeared in their 1–0 win against Charlton Athletic in the Kent Senior Cup on 17 October 2013, and then, after making his Dartford league debut as a late substitute in their 1–0 home defeat against Forest Green on 12 April 2014, Akinwande was promoted to Dartford's first-team squad ahead of the 2014–15 season.During the summer of 2014, Akinwande had trials with Brentford and Crystal Palace.He first lined up for Brentford a pre-season friendly in late July, and played a part in their 2–1 victory over Maidenhead United for the club's Development Squad.