Hardest part is getting the second ring of the new tyre on, it's technique, not brute force, that wins that round. You'll probably struggle to get the beads to blow on with a 12 compressor, I take the valve assembly out and let the compressor max out and turn off, then set it at 90psi and let it rip, even then it can be up in the 60s before the bead seats fully, don't put your fingers in the gap, you'll lose them, no question.
But if you're using a bikes sidestand to break the bead on a tubeless tyre than I'd say the hardest part is using a sidestand to brake the bead, I'll stick to my abba screw type bead breaker I think. Some of the tyres I've taken off my zx6 would have had the whole bike balancing on the sidestand and still not have popped off.