The cyclogyro, an aircraft propulsion concept with the potential for VTOL to the lower bounds of transonic flight, is conceptually simple but structurally and aerodynamically complex. To our knowledge no cyclogyro has ever flown. We propose to demonstrate through simulation and rotor testing that with appropriately designed cyclogyro rotors and propulsion algorithms, aircraft can transition smoothly from low-speed and vertical flight to near-transonic forward flight. We posit that lift and propulsion can be achieved while increasing the aircraft critical mach number above that of conventional subsonic airplanes with fixed wings. We will show that thrust and lift can be maintained across all speeds, and attainable thrust increases with increasing airspeed for constant rotor speed. Gliding and vertical autorotation can be performed safely with rotors stopped or rotating, respectively.