The Scottish Football Association (Scottish FA) has announced that its chief executive will stand down from his role.
Stewart Regan has been in the post for eight years but said it is “now time for further change”.
He said despite facing up to “extremely challenging headwinds” during his tenure as chief executive he had committed himself to “modernising, protecting, developing and promoting the game”.
The organisation said it will now begin searching for a new chief executive.
Chief operating officer of the Scottish FA Andrew McKinlay will take control of the day to day business during the interim period.
Scotland did not qualify for the 2018 World Cup and are still seeking a new manager following the departure of Gordon Strachan.
Mr Regan said: “I have devoted my time in Scotland to modernising, protecting, developing and promoting the game, whilst facing into some extremely challenging head winds during my time in the job.
“While it has been tough, I am proud to leave having overseen a period of significant change and substantial growth following the McLeish Report in 2010.
“We are now at another staging point and I recognise that it is now time for further change. I have decided to step aside to allow new leadership to take the organisation forward.
“I would like to thank the staff for their energy, hard work and support during my tenure. Their love of the game mirrors Scotland’s passion for football and I am proud to have served the association.”
President of the Scottish FA Alan McRae said: “I would like to place on record my thanks and appreciation to Stewart for his commitment to Scottish football.
“He has worked tirelessly and has helped drive through a number of improvements to the governance of the game in the country.
“The search for a new chief executive will begin immediately as we will continue to drive Scottish football forward on and off the pitch.”