Emergency Leave From Jail for a Family Medical Crisis?

This is not an unusual request and it is worth pursuing immediately. With only 23 days remaining on his sentence, there is a reasonable basis for asking for early release or, at a minimum, a supervised temporary release to be at his daughter's bedside.

The two people to contact right away are the facility chaplain and his case manager. Start with the chaplain. Chaplains deal with family emergency situations regularly and often have more flexibility and compassion in how they facilitate these requests than administrative staff do. They can also advocate on his behalf internally in ways that carry weight.

His case manager is the other key contact. Present the situation calmly, factually, and with documentation if you can get it. A letter from the hospital confirming his daughter's condition and the severity of her situation strengthens the request significantly.

Be polite, be patient, and be persistent. This kind of request does not always succeed, but it gets granted often enough to be worth pushing for, particularly when the remaining sentence is this short. Framing it around the welfare of a minor child in a serious medical situation is your strongest argument.