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Caleb Montour has a diverse work experience spanning over a decade, with their most recent role as Chief Operations Officer at LiquidAcre. Prior to that, they were Head of Business Development at Web3 NYC Gallery. Caleb began their career with the United States Air Force, where they held multiple roles over the years, including Intelligence Officer, Personnel Recovery Superintendent, Operations Supervisor, Training Supervisor, and Personnel Recovery Apprentice. In 2020, Caleb founded FIFth Accord LLC and served as its Chief Executive Officer.

Caleb Montour obtained their Associate's degree in Survival Instruction from the Community College of the Air Force in 2015. Later, they earned their Bachelor's degree in Business Administration and Management in 2018 and their first Master's degree in International Business/Trade/Commerce from Trident University International between 2018 and 2020. Caleb also obtained a second Master's degree in Strategic Negotiations from the same university, but the timing for this degree is not specified.