They are opposing pinch rollers that have quite a bit of pressure against each other to move a car. The motors spin the same direction, but have opposing gear boxes so one is CW and the other CCW on the output.
I prefer to do one drive per motor as well, but this has worked fine in this arrangement for a good 20 years or so. The only thing that ever damaged a motor or drive was a lightening strike.
I would think both motors would have to be pretty well matched and scooting at the same speed so one isn't fighting the other.
There should be enough space to go with a VFD for each motor, but then I need another 10 VFD's, 10 more brake resistors, and so forth. STO is a mandate.
The cars carry passengers, mostly kids, but has to be smooth. The current setup is really smooth and hasn't caused any problems. Just old hardware.