"Towing" is a bit of a misnomer, me thinks. Towing implies a soft connection, to me. Like a cable, vs a hard fastener, like a "dock".For "known, standard" docking and towing, such as containers that are designed for it and the specs for doing the towing are already determined and in the computer library, it'll be a MUCH EASIER task (since most of the work will have been done and tested ahead of time). Mostly a case of "follow the known procedures and you should be fine" kind of deal.
I cannot see anyone doing much real towing in space. Loosely connected "things" in zero-g with no drag, just...just...just a bad idea. At least in the oceans we have a huge body of water to act as drag on the hull of the towed vessel.
Once things are all bolted together, then its routine, as the engineers already have the dynamics worked out: center of mass, center of thrust, load balancing, making sure the liquid tanks are full to avoid sloshing (wouldn't THAT be fun!). What's it like stopping a 100K ton freighter with 10K tons of fuel sloshing about in a 30K ton hole in the ship?