Originally from Yonkers, New York, Cliff came to Alaska in 1943 as a pilot. He has been a major force in Alaska's aviation industry ever since. Much of his experience has been on the North Slope and in the Brooks Range. He flew for Wien Airlines and Arctic Contractors hauling supplies to Barrow and for the oil exploration program in the Naval Petroleum Reserve Alaska. He's also delivered supplies throughout the Brooks Range to places such as Chandler, Schrader, and Chandalar Lakes and Anaktuvuk Pass. He eventually started his own commercial freight hauling business, currently called Everts Air Cargo, which remains a dominant competitor in the field.