You might allow him to learn the law of sowing and reaping and the law of responsibility. His problem does not necessarily create a problem for me. He may have lived a life of allowing others to bail him out. He will never learn financial responsibility until he has to suffer the consequences of his actions. It is a hard call, however, I don't mean to be smug.
Group work is often messy.
Far easier just to preach and people and don't let it get too personal. Properly organized, it should also double the number of workers. Why not print a list of people who have joined in the last 6 months or a year. Let the group go through the list and see who has been assimilated and who has fallen through the cracks. I am fishing for the story of Jesus washing the disciple's feet.