Harry Cairney's been in charge at Galabank twice, having taken over for the second time in 2006.
He led Annan into the Scottish Football League but now he's decided to step down.
Harry released a statement explaining the pressure of balancing football with his family life and his day job as a teacher was affecting his health.
The Chairman for Annan Athletic, Henry McClelland, paid tribute to the former manager:
Harry Cairney has resigned as manager of Annan Athletic, after six years with the south of Scotland club.
The 51-year-old said that family and health matters, along with a recent spell of bad results were contributing factors in his decision to leave.