Aircraft Management &
Pilot Services
Serving owners and operators of premium piston, turboprop, and light jet aircraft — from management and compliance to qualified PIC services and type-specific instruction.
What We Do
Aircraft Management
Comprehensive management for privately owned premium piston, turboprop, and light jet aircraft. We coordinate maintenance, manage vendor relationships, handle compliance, and keep your aircraft operationally ready.
- Maintenance coordination & tracking
- Regulatory compliance & airworthiness
- Pilot sourcing & scheduling
- Cost reporting & budget management
- Insurance liaison
Pilot Services
ATP-rated PIC services for owner trips, ferry flights, and ongoing operations across the premium piston, turboprop, and light jet categories. Focused on standards, owner communication, and operational continuity.
- Pilot-in-command for owner trips
- Ferry & repositioning flights
- Currency & proficiency support
- New aircraft delivery flights
- Cirrus SF-50 Vision Jet & SR22 type experience
Flight Instruction
Type-specific instruction from an FAA Gold Seal, NAFI Master CFI. Structured for pilots in the premium piston, turboprop, and light jet space — whether pursuing a rating, completing a transition, or satisfying insurance requirements.
- Instrument & multi-engine ratings
- High-performance & complex endorsements
- Turboprop & light jet transitions
- IPC & checkride preparation
- Insurance-required & recurrent training
Premium Piston · Turboprop · Light Jet
FlyHdg360 works with owners across the high-performance piston, turboprop, and light jet segments. Primary type experience includes the Cirrus SF-50 Vision Jet and SR22.
Very Light JetCirrus SF-50 Vision Jet
Single-engine turbofan with a Williams FJ33 engine, Cirrus Airframe Parachute System, and an integrated Garmin avionics suite. FlyHdg360 has direct management and PIC experience in the SF-50, including operational planning, maintenance coordination, and owner training.
High-Performance SingleCirrus SR22
The most popular high-performance piston aircraft in production. FlyHdg360 has managed and instructed in the SR22 across multiple configurations, including TN and G6 variants, FIKI-equipped aircraft, and owner transitions from other platforms.
General Single-Engine Piston
Instruction and pilot services across the general single-engine piston category, including Cessna, Piper, Beechcraft, and similar platforms. Applicable to primary training, currency, and owner proficiency.
- Primary and instrument instruction
- Owner proficiency & currency flights
- Rental and club aircraft operations
- Cross-country and IFR trip support
Tailwheel
Tailwheel endorsement instruction and proficiency training across a range of conventional-gear aircraft. Emphasis on ground handling, crosswind technique, and soft/short field operations.
- Tailwheel endorsements
- Proficiency and recurrent training
- Soft & short field operations
- Crosswind technique
Grayson Bertaina
ATP · CFII/MEI · Gold Seal · Master CFI
Grayson Bertaina holds a B.S. in Aerospace Engineering and a Minor in Entrepreneurship from MIT, along with the MIT Engineering Entrepreneurship Certificate. He is currently attending USAF Undergraduate Pilot Training as a U.S. Air Force Reserve pilot. He holds an Airline Transport Pilot certificate with Airbus A-320 and Cirrus SF-50 type ratings, along with Gold Seal CFII and MEI ratings and NAFI Master CFI recognition.
He founded FlyHdg360 LLC to provide aircraft management, qualified pilot-in-command services, and specialized flight instruction across the premium piston, turboprop, and light jet segments. He has managed and flown the Cirrus SF-50 Vision Jet and SR22, and has operational experience in the King Air and Piper Navajo.
The combination of an engineering background, military flight training, and real-world aircraft management experience means clients get someone who understands both the technical side and what it actually takes to operate and enjoy a high-performance aircraft.
Background
- B.S. Aerospace Engineering · Minor in Entrepreneurship, MIT — Class of 2025
- MIT Engineering Entrepreneurship Certificate
- U.S. Air Force Reserve pilot — currently attending USAF Undergraduate Pilot Training
- ATP · Airbus A-320 type rating · Cirrus SF-50 type rating
- Gold Seal CFII / MEI — NAFI Master CFI
- Cirrus SF-50 Vision Jet & SR22 — managed and instructed
- Multi-engine experience: King Air, Piper Navajo
- AOPA 2026 Best Flight Instructor — Eastern Region
- Founder, FlyHdg360 LLC
Experience You Can Trust
FlyHdg360 is operated by Grayson Bertaina, an ATP-rated pilot and career aviation professional serving owners and operators in the premium piston, turboprop, and light jet categories.
Whether coordinating a scheduled inspection, sourcing a qualified pilot for a trip, or conducting a type transition, the same level of preparation and professional rigor applies across every engagement.
Selected by AOPA through a competitive nomination and review process among active flight instructors across the Eastern U.S.
100+ Client Trips
Pilot-in-command for owner trips across premium piston, turboprop, and light jet aircraft — including the Cirrus SF-50 Vision Jet and SR22.
Aircraft Acquisition
Coordinated pre-buy evaluations and acquisition of multi-million dollar aircraft for private owners, from initial search through closing.
Aircraft Sales
Transaction experience across the high-performance piston and turbine market — representing buyers and sellers through the full sales process.
Gold Seal CFII · Master CFI
FAA Gold Seal for sustained high checkride pass rates. NAFI Master CFI — the highest voluntary instructor recognition in the U.S. AOPA 2026 Best CFI, Eastern Region.
USAF Undergraduate Pilot Training · T-6 Texan II
What Clients Say
Grayson is great and his remote training method has a lot of merit. We did a mock oral for my upcoming checkride and it was time and money well spent. He's knowledgeable and personable — it was fun and I learned from it. I flat out told him he needs to raise his prices and I'm back for more.
Mr. Bertaina consistently sends me well trained applicants, whose logbooks are neat and concise. There are typically no surprises during the oral portion of the evaluation. His applicants are very confident in the airplane and consistently meet or exceed the standards during the flight portion of the evaluation.
Grayson has guided me from my very first flight to the final stages of my Commercial Pilot License. At each phase, he knew how to build my confidence while challenging me to become a better, more precise pilot. His mentorship hasn't ended as he leaves to fly jets for the Air Force — he has continued to check in to ensure my training was on track. He has been more than an instructor; he has been a teacher, a mentor, and a friend.
Built for Part 91 Operators
powered by Aloft360
Aloft360's Professional Module is built for Part 91 operators running contract or employed pilots. Trip dispatch, per-aircraft access control, operating cost tracking, and live weather — all in one platform. FlyHdg360 runs client operations on Aloft360, giving owners the same infrastructure used by professional operators without building a flight department from scratch.
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Get in Touch
For management inquiries, pilot services, or flight instruction — reach out directly or use the form below.
FlyHdg360 LLC provides aircraft management, pilot services, and flight instruction for premium piston, turboprop, and light jet owners and operators. Response within one business day.