Decades of wrestling coaches will have extra insight into this challenging but foundational movement.
First and foremost- be sure your neck is ready and able to be rolled on/ over! If you have never stretched and/ or strengthened it, please do so before expecting it to hold your weight, upside-down.
Chin tucked, feet stay on/ near floor, relax, and transition left to right, remembering to keep your bearings while underneath yourself.
Rolls such as this will be used to escape/ evade/ attack in many ground fighting positions, so awareness of your surroundings is important.