With Liverpool in their strongest position for six years and looking safe in Europe, the Spanish manager has opened talks on a new contract at the club, anxious to achieve the stability that could preserve the team's good form.
The only problem is that the men he must negotiate with know barely anything about football and have so far displayed the kind of wisdom and judgement that turns big clubs into small ones.
Last season, George Gillett and Tom Hicks were sounding out Jurgen Klinsmann for the Liverpool job and that new stadium of theirs doesn't look like it's going to get built any time soon.
All the more tragic then that they will have the final word on the future of Benitez.
Bad omens
The omens aren't good.
Reports in the UK suggest that the Americans are more concerned about inserting 'gagging clauses' into the new contract than making sure that it protects the future of the club.
Others say that it will be a two-year deal instead of the five-year agreement that Benitez craves, a period of time that will be considered an insult by the man who has delivered a European Cup, and FA Cup and constant Champions League latter stage qualification.
If Gillett and Hicks have any sense, and there is no reason to suspect that they do, they'll get Benitez signed up quickly, before anyone else notices and nabs him first.
Then they can concentrate on something else, finding a way of safely restructuring the potentially disastrous loans that they have taken out on one of England's proudest football clubs.
