This type of stuff was done in some circles without computers. Lots of folks still do "prototypical operations" on file cards, I'd be surprised if this was the first time it was transfered to be "digital logistics".
Folks would mail cars to be run in "the right region" on someone elses layout, etc. You get a car and the orders that went with it, log maintenance, milage, time, etc. and instructions on who to send it to next, etc..
Gramps used to do it in the 60s-70s; We'd be counting laps to get a scale Detroit to Chicago or long ones Det.- Indiana -St. Louis, removing and adding the cars at the right points and ship them to Chicago or St. Louis, or a point between, etc. etc. Stops for fuel, water, coal; dice for being sided (snakeyes) or hotboxed ("boxcars" ), etc.., Usually we took two Polaroid of the cars too. One always went to the car owner with a note it was on its way to the next stop. All TCA folks too if I recall right.
More fun to run this way with a few people on hand, imo. But with a program to speed everything along, it might keep a single operator running more, vs "doing paperwork", which isnt fun, even for fun.
IMO