Meet Matthew Santonastaso – Helicopter Flight Instructor
Matthew Santonastaso has been passionate about helicopters since childhood, fulfilling his dream of flight as soon as he could afford lessons. His aviation journey began after serving in the 82nd Airborne Division, where he developed a deep respect for aviation and airborne operations. Starting in Robinson R22s, he has since gained experience flying a wide range of helicopters, from the Mosquito XE to the Sikorsky S-58.
In addition to being a helicopter flight instructor (CFI-H), Matthew is also a fixed-wing pilot and a skydiving coach. His diverse background in aviation allows him to bring a unique perspective to flight instruction, blending safety, precision, and real-world operational knowledge.
Matt’s first year flying as a CFI in the Hughes 269.
Matt is also a licensed skydiving coach.
Unique Experience in Emergency Situations
Matthew is no stranger to high-pressure situations. He has been awarded commendations from the U.S. Army for running through machine-gun fire in combat, demonstrating his ability to perform under extreme stress. In aviation, he has piloted helicopters to a safe landing after an emergency and has successfully managed a skydiving parachute malfunction, further proving his calm and decisive problem-solving skills in life-threatening situations. His experience in handling emergencies translates directly to his teaching, ensuring students are well-prepared for any scenario they may face in the air.
Teaching Style & Philosophy
Matthew believes in high-energy helicopter flying, always keeping the aircraft moving to maximize performance and enhance safety. He teaches students to be proactive pilots, constantly anticipating and adapting to conditions rather than reacting too late. His approach ensures pilots develop the confidence and skill to handle real-world flying beyond just passing a checkride.
Matt is always excited to fly new helicopters.
Matt walking through the Enstrom pre-flight and start-up checklist with his student.
Matt and one of his brand new Private Pilot Students.
Additional Services
Beyond standard flight instruction, Matthew offers discovery flights, advanced proficiency training, and mentorship for students pursuing aviation careers. He is passionate about helping aspiring pilots navigate their training efficiently and cost-effectively, making aviation more accessible to those with the drive to succeed.
More Than Just a Pilot
Outside of aviation, Matthew is a business owner in the Monadnock region, managing rental properties, developing medical billing software, and delivering heating fuel part-time in winter. He is also a former two-term New Hampshire State Representative, committed to serving his community in various capacities.
Matthew lives in Jaffrey, NH, with his wife, who moved from Peru to the U.S., and their four children. He takes great pride in his family and enjoys sharing his passion for aviation with them, hoping to inspire the next generation of pilots and adventurers.
Whether you're looking to earn your helicopter rating, improve your skills, or simply experience the thrill of rotary-wing flight, Matthew is committed to providing top-quality instruction tailored to each student's needs.
Matt is most proud of his family. This family picture was taken in front of the iconic Sikorsky S-58.
Matt frequently picks his kids up in the helicopter, earning the title of coolest dad ever!
