Most everything I have done over the last 7-8 years has been remote, as far as corporate jobs go. If you are going to hire a remote staff, definitily ease into their access. I would definitely look through some of the bigger hosts policies and see which ones you would like to mirror. I think with support workers, I would definitely make sure they are local to you, sales reps can be remote and pay them heavy on commission vs salary.
I also own an offline business with my wife (cleaning), we don't do drug screens, but we do do a quick background check. Only once have I not hired because of the background check. Considering we are a cleaning company, I don't get the best of the best workers.
On other tidbit, document everything, both "high" end workers and "low" end workers can make your life hell later on if a dispute were to arise.
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