I worked with families where the dad was in jail, and their opinions were very interesting. The men seemed to agree that if your first spell in prison was longer than 4 weeks, you got used to it, and the prospect of a return wasn't too bad.
They did, however, appreciate that it was their partner who had to cope with finances, childcare, travelling to visit etc.
And I agree with Jane10, if they were in any way " decent", their friends did look out for them, and they were a supportive group.
Mind you, the ones who volunteered for the course were " better behaved" prisoners, many of whom left with electronic tags.