I would look at the prisoner, first, then the capability of the guards to secure, and keep secure a prisoner based on intel. When an investigator for an S.O., I have been designated to transport high risk prisoners to the doctor, and to the Texas Dept of Corrections Diagnostic in Huntsville, Tx. I have been told by medical personnel to remove leg irons, belly chains, and cuffs at which time, I advised them, that they were medical personnel, and that I was in charge of the prisoner, and the equipment stayed on the prisoner. And it did.
I am not an advocate of sending women to guard high risk male prisoners (chauvinist in that respect), and I am of the opinion that ANY prisoner regardless of crime, is capable of making the decision to try an escape on any given day. With this in mind, I treated them all the same, and did not suffer loss of a prisoner in transport, not to mention the embarrassment. Prior to the transport, the prisoner himself was interviewed, and the rules were explained CLEARLY to him, along with the consequences of any foolishness. That's what worked for me, and the fact that I am suspicious and untrusting by nature.