I'm used to taking wraps around a tree. I've only used the port a wrap twice and probably because it's new to me, I hated it, however with most things the more exposure I'm given the more my understanding and confidence grows. For me the "seven times" training rule seems to work best. I try to use that when reading about a subject like Chemistry, or Biology where I can't even pronounce the words let alone know what they mean or when trying to perform a task. Those "seven times" give or take a few, don't have to be seven occasions divided into days or weeks, but should be broken up so there is a little time inbetween exposure for the person to absorb what they have seen and tried. First use on a smaller less difficult tree or branches with a large swing and drop zone. Example of "seven or whatever times",
before everybody leaves the day before useing the port a wrap pass out a picture of what one looks like to each member of the crew that has not used it (yes they will throw it away shortly after looking at) (shown 1)
,at the start of the day before going to the job site (shown 2) then each person talks it thru (try 1),
at the job site with the port a wrap hooked around a tree or in a truck hitch(shown 3) then again each person talks it thru (try 2),
on the first few cuts the climber tells the groundsman how many wraps and either sets the slack or tells the groundmen how far to let it fall (shown 4) (try3), etc, etc, end of day.
Next time out do it again, picture, before going out, at the jobsite, during the job.
By the second job useing the port a wrap there should be plenty more then 7 exposures/trials and the groundsman should be able to make judgement on his own.
From an economic standpoint I don't know what that type of training would cost but most of the exposure/trial would be given during regular hours anyway so it shouldn't eat into the man/hours or slow the process down to much. I think a lot depends on how dedicated your employees are to growing and learning new things. Good luck and the above is just what I've kinda done for myself when trying to learn new things.