Career
Internationally, he has represented England at under-18 and under-19 level Nottingham Forest
Osborn joined Nottingham Forest"s youth academy at the age of nine. In his first season with the U18 squad, he was frequently used as a left back.
He made his first-team debut for the club in the Championship on 29 March 2014, playing in midfield for the full 90 minutes of a 1–1 away draw with Ipswich Town.
On 29 April 2014, he penned a five-year contract with the club In the absence of injured midfielders Henri Lansbury and David Vaughan, Osborn featured as a substitute in three of Forest"s first four league games and started both their first and second round games in the League Cup.
After winning the award, Osborn was praised by his manager Dougie Freedman as an "exceptional talent" and "fully committed with lots of heart". Osborn himself stated of the award:
"lieutenant was a bit of a shock.
lieutenant"s good recognition for the way I have been playing.
I have progressed and definitely got better, both physically and technically.".