Initially, Riley Aviation served as the airport manager for the City of Sturgis and operated a flight school. The entire family got involved, with Kay managing administration and accounting while the kids helped with scheduling flight instruction, ran the office, and handled the rental car desk. All three siblings learned to fly, with Brian earning his pilot’s license at just 16. His passion for aviation, fueled by childhood memories of building model planes and dreams inspired by his father, led him to join the U.S. Army, where he trained as a helicopter pilot.

David pursued a degree in aviation at Western Michigan University while managing KIRS, and Becky graduated from the University of Mississippi with a business management degree. After six years in the Army, Brian returned to support the family business. Tragically, Ronald Riley passed away in 1990, marking a new chapter for the company that Brian, David, and Becky were determined to navigate.

Donnie passed away in 2005, leaving the business entirely in the hands of the siblings. This period coincided with a downturn in the aviation industry, as fewer people pursued flight training or booked charter flights.

Recognizing the need for change, the trio envisioned a new direction for the company, focusing on aircraft management, maintenance, and charter services. As a Part 135 Operator, RAI Jets would provide a faster, more luxurious travel option while assisting jet owners in managing and maintaining their aircraft. Jet owners can collaborate with RAI Jets to ensure their aircraft meet all FAA regulatory requirements and approvals. Once approved, the aircraft can be added to RAI Jets’ FAA-approved Part 135 Air Carrier Certificate, enabling it to fly charter missions.

RAI Jets officially launched in 2009, introducing innovative programs like the RAI Jet Card to enhance air charter sales. The company continued to thrive, retaining its original location at KIRS while expanding to a new facility at the Kalamazoo/Battle Creek International Airport in 2016. Both locations offer hangar space, charter flights, and maintenance services, with the RAI fleet managed from KAZO.

Today, the original owners – alongside their mother, Kay, and Brian’s daughter, Christina, who once had a crib in her father’s office – remain active in the company. The twin desks of the founders still stand at KIRS, serving as a testament to their legacy. RAI Jets continues to be driven by a family tradition, a passion for aviation, and a commitment to treating every customer like a member of their own family.