The 2013–14 season would be the darkest time for MacDonald, as Hearts entered administration and were deducted 15 points ahead of the new season. As a result of entering administration, MacDonald took a pay-cut in an effort to help the club survive its administration battle. At the end of the season, McDonald was awarded the Fans' Player of the Year and Players' Player of the Year Award, although the club was relegated. Despite his good personal performances, MacDonald was released by Hearts at the end of the season.