Depends. It can be easier but it's not hard to do by myself. I either have the chicken facing out towards my side, almost facing behind me under my arm, and have their left arm pinned against my torso, while my left arm is under their right wing. I can support their body and hold the wing out to cut with scissors in my right hand.
Or, I can have them facing to my right, with their right wing pinned against my chest. I have their head just above the inner crook of my elbow and take my left hand, sort of pushing in on their left side to support and extending the left wing, cutting with my right.
I have tried just cutting one wing as I read that cutting both can cause some birds to stabilize and still be able to fly, but for whatever reason that did not work. So now I cut both wings. I would say it takes maybe 2 months to grow in partially, enough that my frequent fliers start hopping fences again.
I do have some birds who can fly with clipped wings, but with clipped wings they focus on only doing it to get to their roost instead of hopping the fence to be where they shouldn't be.