Abbi grew up in Plymouth, Massachusetts, and despite living right by the ocean, she was never interested in boating. She moved to Boston for college and had ambitions to become a lawyer. After putting herself through college as an independent student, and simultaneously working for the Governor of Massachusetts; she graduated with a perfect GPA, full scholarship to law school, and a job at a Boston law firm.

As a celebration for her success, Abbi went on a Greek sailing vacation that completely changed her perspective on life and working. She quit her job and dedicated the next year...