Raiff started his first business, a student travel and tour service company, while still in college.

[5] Elevate Aviation Group has several subsidiaries, including Private Jet Services Group, Elevate Jet, Keystone Aviation (acquired in June 2022),[6] and Keystone MRO.

[7][4][3] Elevate Holdings the 15th largest aircraft management business in the United States.

[2] In July 2023, Elevate Aviation Group designated an additional $10 million annually for investment in jet card membership, on-demand charters, and brokerage services through Private Jet Service.

[9] Elevate Aviation Group offers aircraft management and maintenance services, on-demand charter, consultancy for owners and charter users, and brokerage services for buyers and sellers.