Yes, but not recently. I think your caution is prudent.

What you describe was chronic — nay, typical — when Citibike started and was run by Alta. More often than not, the hardware and the early software failed to properly register that a bike was returned and docked. My practice was to obtain a printed receipt at the docking station where I returned a bike — this was possible — and I frequently had to close out a trip by a fone call.

Motivate upgraded the software after they took over from Alta. Maybe there's a ghost in the machinery. It is the day after Halloween.