I own a Roomba (special pet fur version), in addition to the Dyson vacuum. The Dyson is far better at avoiding hair tangles than the Roomba. The Roomba’s underside is too complex. It has the two big powered wheels, two thin rollers, the spinning brush thing on the side, and the small steering wheel on the front. The Dyson’s motor head has only one big brush. Because the Dyson brush has a larger diameter than the Roomba’s rollers, hair is less prone to twist around and entangle the roll. It’s also easy to pull hair off the Dyson’s brush. So, yes, hair entanglement was a major concern for me, but it has been very manageable with the Dyson compared with the Roomba.
I still run the Roomba once a week or so, since it goes under the bed and other furniture that I don’t vacuum myself.