Rather than set him on, ask him if he would be willing to be self-employed and rent some of your work off you.
To keep an eye on him, have him working on the other side of the street to you.
Make certain that he buys his own tools, and collects money from his customers, and keeps records.
If you start him off with a guaranteed number of customers, and he demonstrates that he's going to stick at it, then you could look at building his round.
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Blessings :
Graeme