Air pulls the safeties back when you drop the lift down basically. To operate, simply raise the lift from its parked position a few inches, push the pneumatic release button, and then press down and hold the lowering handle. The safety pins open via air. If a air cylinder in this case, sounds like two rear posts at the rear or car, didn't release and the safety stop wasn't engage. I assume that is way chain/cable broke as this was happening over time on those chains, or to much weight on that side (those two posts) as it was all resting on those two post at least the back. Glad he is ok.
Everyone with a lift needs to inspect lifts daily if in a large shop and at least 1-2 weeks at home. I always lower lift back on safety stops. Issues with air release is its hard to tell some times if is on the stops as the pins are in the posts. One way to check is to visually inspect stop pins are engage IE a walk around. Failures happen inspect your equipment and safeties, don't assume everything is working. I always rest my post on the stops. If not you're asking for trouble.
If this was at a business and I worked there I would be pissed at the owners for not inspecting their equipment. The issue with air locks is shown in if they fail the lift will fall. The mech locks one usually you can see the lock is engaged or you have to manually hold it back.