The Mackay is a master hatter and owner of Captain Jack’s Pirate Hats and Captain Jack’s Trading company, purveyor of handcrafted authentic hats, flags, and accouterments. He has made over 5000 pirate hats and has been deemed the Ralph Lauren of Pirate Haberdashery. In 2009, he wrote a feature film titled The Buccaneer. He served the Order as Grand Leviathan for the first 4 years, and in 2015 was honored with Mutiny Magazine’s “Pirate of the Year.” He is married to fellow Leviathan Rebecca MacKay, and along with their son Wilde the RedBeard-less, make up the MacKay Pirate Family. The MacKay now serves as a Master Leviathan advising the Order’s Steering Committee.