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Even with the proper paperwork, no sheriff has the right to overturn the ruling of a judge - and that's exactly what happened here. In this case, explicit instructions were given that were not followed. After having given those explicit instructions, the call is the judge's, not the sheriff's - regardless of what paperwork was filed or was not filed.
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The paper work is susposed to be filed with the Court to get Court approval, but because it has been so common over the years the paper work is not usually filed because most Judges simply do not interrfer with the Sheriff's decisions.
BTW, there has been in the past, people "released" from jail and from prison because of medical reasons, so that they may seek private treatment.