It's no easy job making it as a manager, even if you're a Premier League legend - just ask Steven Gerrard, Wayne Rooney and Frank Lampard.
That, though, has not put off Jermain Defoe. The former England striker, who retired from playing last year as the Premier League's ninth highest-ever goalscorer, is embarking on a similar path towards becoming a boss.
A new fly-on-the-wall BBC Radio 5 Live podcast, Jermain Defoe: Outside The Box, follows him as he explores his options - he now works at Tottenham's academy - and seeks advice from others in the business.