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:
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Not a bad start to the week. A little chilly on Monday morning, any mist lifting quickly
Emma brings you ITV Border's Sunday Weather Forecast.
Clear start, patchy cloud at the east coast, some mist forming further west. Cool in the countryside