Why no mention of the service overseer working with the pioneer to see what specific help they need and personal encouragement?
In days gone by, the CO went D2D (to observe them in action at the door) or on a "bible study" with every regular pioneer (including sisters, no pawning them off to their wife, she has no appointed position). There is no pre-test by the elders to see if the person has good skills or needs help before or after they appoint them.
As to the Pioneer Assist program, what a joke. I knew a sister who was assigned to the congregation gossip (a regular pioneer) for so-called assistance. Now what person would confide in that kind of person. It turned out that none of the other candidates wanted to be paired with her. The sister reclined the pairing telling the service overseer that the sister was a gossip (well-known in the congregation as a gossip).