I just spoke to City Clerk David Olson who, if he knows about the mayor resigning or not, wasn’t exactly letting on.
But Olson confirmed that if the mayor stepped down, Alderman President Scott Lennon would be sworn in as acting mayor. He said the board, starting with Programs and Services, would have to decide when the election was to be held. The Charter says special elections need to be held within 120 days and that the winner would assume office immediately after that.
That would put the special election into early August, a very odd time for an election, given vacations.
If I remember right from the Ward 3 special election (to replace the late Alderman Salvucci) there is no preliminary election so it could be a very crowded ballot with the winner potentially getting less than 50 percent of the vote.