Joshua,
You might try to estimate the weight, then measure the weight of your pieces. Are they dropping from directly overhead, so dropping roughly 180 degrees. What type of tree? What does the green log weight chart for that species tell you to expect? Using the formula for the volume of a cylinder, with an averaged diameter and specified length will tell you the weight per cubic foot. You can weigh some sample pieces at the job, then extrapolate to the larger pieces (if you don't have a green log chart for said species). This will help to put your concerns in the proper perspective.
Pretensioning the rope through the POW will allow you to gain control sooner, via the rope. (Sweating-in/ Sweating the rope, or MA, or just pull hard and advance slack through POW)
Leather gloves on the groundie and expressed instructions on what it should look like/ feel like will help. I had a rookie catch his first top the other day. Years of life experience, and expressing to him that he will have to be more concerned about locking up the rope, possibly snapping the rope,than dropping the piece made it smooth. Make sure that they let it run beyond your feet so that you don't get crushed. If they are directly under the tree, they will be more scared. If they are away from the rope, with the rope stacked well at their feet (bag or not), with all the rope in front of them and nothing behind, no wrapping around hands/ arms/ body!!!!, with a good angle of view to see the piece running, then they should be pretty well set.
If you are negative blocking from very low on the trunk, where you have very little rope in the system, you can redirect through a block at the base of the tree, to a POW at another remote tree, running the rope horizontally-ish, to add rope to the system for greater elongation. You will just have to be a bit more careful to stop it in time over your obstacles, but it should be no big deal.
Sounds like you are fine with the rope and weights you are handling, though, so even if they accidentally get snubbed, unless you have some wood that sinks in water over there.
You might benefit a bunch by Jerry Berenek's Working Climber DVD series, or you can rent Arbormaster DVD's through Bailey's (I think Bailey's).