Here is the fact: You can't win.
The Demographics are totally against you. Also the money is against you. All the money that Gimenez has raised in his campaign account and PAC, you can't catch up. The County is about 60% Hispanic. You don't have a chance in hell and you will have to resign to run. Actually in a lot of ways you are more powerful than the mayor. You hold the purse strings. So don't give up a bird in the hand, the Chairmanship, for big promises from the Democrats that they sometimes don't deliver on, well most times. You will be saying to yourself "Where are they, they promised to help." You would be their sacrificial lamb. If anyone should run it should be Dennis Moss or that awful Barbara Jordan. They are almost termed out.
Be the chair and be happy doing it. It is an honor. If you hate doing it...well then run. You will have a nice long vacation when the election is over.