Tuesday, February 19, 2019

CHICAGO’S 2019 MAYORAL ELECTION: MR. WILSON! MR. WILSON!


2/19/19

At the end of January, Circuit Court Clerk Dorothy Brown (See DOROTHY BROWN MAY BE IN THE MONEY, BUT THIS IS RIDICULOUS, 8/28/18), after being tossed off the mayoral ballot for lack of valid petition signatures, endorsed Amara Enyia for mayor of Chicago.  Immediately, those supposedly in the know regarding Chicago politics started making some not well considered predictions.  One was that Ms. Brown’s endorsement would energize Ms. Enyias then sleepy campaign, thrusting her into the upper echelons of the contest for the two spots in the April run-off that is virtually guaranteed this year given that there are fourteen contenders in the 2/26 first round.   This line of thinking proceeded to the supposition that Ms. Brown’s endorsement would hurt front-runner Toni Preckwinkle because Ms. Brown and Ms. Preckwinkle shared certain constituencies that would gravitate toward Ms. Enyia in the wake of Ms. Brown’s endorsement.   Some went so far as to suppose that this tempest in a then becalmed teapot might somehow deny Ms. Preckwinkle her spot in the run-off.

The logic behind the aforementioned argument was somewhat strained.   First, if Ms. Preckwinkle looked like a lock for the run-off while Ms. Brown and Ms. Enyia were both on the ballot, why would combining their two rather pitiable vote totals threaten that lock?    Ms. Preckwinkle was the front-runner without the votes that went to either woman.  Second, besides their race and gender, Ms. Brown and Ms. Enyia have just about nothing in common.    Ms. Enyia is supposed to be one of the newcomers who is out to slay the dragons in City Hall, to take a stand against the “Machine” and the way things have been done in this town for ages, and   there are few people more emblematic of the way things have always been done around here than Dorothy Brown.  Ms. Brown can say she fought the “Machine”, but that’s only because her shenanigans were too much even for the Cook County Regular Democratic Organization, which thus decided to endorse her primary opponent in her last re-election campaign.   She won overwhelmingly; so much for the “Machine.” Incidentally, if anyone can find this “Machine” that everyone seems to be talking about, please let me know.   Maybe the best place to look for it would be Holy Sepulcher Cemetery and it won’t do any of its supposed denizens much good there.   But I digress.  

Simply put, it’s difficult to imagine Ms. Brown’s supporters flocking to someone who bases her campaign on getting rid of the likes of Ms. Brown.   It is easier to imagine Ms. Brown’s supporters, primarily older black women voters whose most salient common characteristic, beyond their race and gender, may be their regular attendance at, and devotion to, their church, flocking to another candidate, Willie Wilson.   Mr. Wilson is of Ms. Brown’s generation, is well liked among the churched constituencies, has been around awhile, and is not endowed with Ms. Enyia’s presupposition that he has the answer to every question by virtue of having been in “public service” for an entire brief career.  Ms. Brown’s constituencies would clearly feel more comfortable with Mr. Wilson than they would with Ms. Enyia.

Those of us who didn’t jump on the wobbly from the start “Toni Preckwinkle is in trouble now that Dorothy Brown has endorsed Amara Enyia” bandwagon seem to have had the better of the argument.   Toni Preckwinkle remains a lock, to the extent anything is a lock in this crazy election, for the run-off and, if you had to bet 1-1 on any one candidate to grab the ultimate prize, you would be taking a huge risk betting against Ms. Preckwinkle.   (See TONI PRECKWINKLE IS THE NEXT MAYOR OF CHICAGO, UNLESS…, 9/22/18,  and the last few paragraphs of SO WHAT IS JERRY JOYCE REALLY UP TO?   AND WHO WILL BE THE NEXT MAYOR OF CHICAGO?, 12/28/18)   Ms. Enyia has indeed moved up in the polls; she has moved from the low single digits to the mid-single digits in at least one poll.  If you allow for the margins of error, the crowded field, and no one currently reaching the 20% level, you could conceivably contend that Ms. Enyia is in the race to make the run-off.   This is, however, akin to a real estate agent telling you that if you stand on the very edge of your balcony and the sun sets just right and there is no further construction in the relevant sight line sliver and you crane your neck just so, you have a beach view.  That Ms. Enyia has, since the big endorsement, not covered herself in glory in the area of financial acumen has probably contributed to her not being able to take full advantage of the Brown endorsement, but that point is probably moot; there wasn’t that much to pick up in the first place.

More intriguingly, Mr. Wilson is making a move up in the polls.   While just about any poll is to be taken cum grano salis in a race with such a crowded and disjointed field, just about every poll has Mr. Wilson in the top five candidates and a few have him knocking on the door of second place, which would put him in the run-off.    What Ms. Brown’s being taken out of the race has to do with Mr. Wilson’s recently becoming more relevant is a subject of debate, but it can’t have hurt his chances.

More importantly, Mr. Wilson got the endorsement of Congressman Danny Davis last weekend.   While an endorsement by such a high-profile politician is important enough in itself in a crowded field, there is something more significant at work here.   The endorsement by west sider Danny Davis of Mr. Wilson signals to west siders that Mr. Wilson is a candidate they can support.   The west side/south side divide among black Chicago voters is an old, but largely ignored, story in the city’s politics.  (This topic is treated rather entertainingly in my second book, The Chairman’s Challenge.) In order to win the mayor’s office, any black candidate has to bridge that divide, and Mr. Davis’s endorsement of Mr. Wilson surely helps Mr. Wilson in that regard.   It also doesn’t help Ms. Enyia, a west-sider, when the most prominent black politician in her area is endorsing Mr. Wilson, who currently lives downtown but has a strong south side base.

Anecdotally, on our trip to church on Saturday, yours truly traversed the far eastern stretches of the 19th Ward and the far western stretches of the 34th Ward and was amazed at the proliferation of Willie Wilson yard signs in those area, far too many signs for a mere fringe candidate.  This might be inconsequential and local, but maybe not.

There are a lot of reasons to dismiss Mr. Wilson’s chances of joining Toni Preckwinkle in the run-off.  Bill Daley is enjoying a similar surge and has financial resources that exceed those of the next two most prodigious fundraisers (Gery Chico and Toni Preckwinkle) combined.  Mr. Chico is running a very effective campaign and seems to be siphoning Hispanic votes from Susana Mendoza.  Ms. Mendoza, while running a heretofore clumsy campaign and probably being the most hurt by the corruption charges and allegations against Aldermen Ed Burke (See NO DOUBT ED BURKE’S IN TROUBLE, BUT…, 1/3/19) and Danny Solis (See CHICAGO POLS BEHAVING BADLY:  THUS IT IS, HAS BEEN, IS, AND EVER SHALL BE?, 1/31/19), still runs as high as third in some polls and in the top five in most.   Mr. Wilson’s lack of facility with the English language has, unfortunately, made him something of an object of ridicule among the “better” types of people who tend to be educated, live on the near north side, and, sadly, will have a disproportionate influence in this election.   But lacking mastery of the King’s English has never been a hindrance to ascending to the Fifth Floor.   Our greatest mayor was such a poor speaker that his press secretary told the press not to write what the mayor says but, rather, what the mayor means.  His son’s complete unfamiliarity with anything resembling eloquence did not stop him from being elected mayor six times.  Even our current mayor, for all his education and worldly sophistication, didn’t achieve his level of success by being accomplished in forensics, though one suspects at times that his “gonna”s,“wanna”s, and lack of ending “g”s have their origin more in politics than in background.

The real hindrance to Mr. Wilson’s making the run-off might be that such an outcome would, in all likelihood, result in two black candidates being the finalists in a city in which blacks constitute less than a third of the population and about 40% of the electorate.   While race is not as big an issue in our politics as it used to be and as some still imagine it to be, it’s not nothing, either.  Hence, the idea that the two finalists for mayor would both be black seems unfathomable given the city’s demographics. 

While a number of factors mentioned and unmentioned in this piece make this an especially hard election to predict, it seems all but certain that Toni Preckwinkle will be in the run-off.   But the other position in the run-off is up for grabs.   While the smart money is talking about Bill Daley, Susanna Mendoza, or Gery Chico occupying that spot, don’t count out Willie Wilson, especially if one believes that Chicagoans are yearning to change the “culture of corruptions,” or however it is being currently put, that has prevailed in this town since about, oh, 1833 or so.   Mr. Wilson, though he has his quirks, is not beholden to the power brokers, financial or political, that have run Chicago forever.   That he has a habit of handing out cash to people who are down on their luck should neither disabuse one of that notion nor hurt his chances next Tuesday.  Finally, one suspects the near condescension Mr. Wilson received from his fellow first team candidates on last night’s Chicago Tonight debate may have arisen from fear of Mr. Wilson’s candidacy and/or his growing constituency.

Whatever the outcome, this election for mayor of Chicago, only the fourth in the last hundred years that did not include an incumbent, has been, other than the 1983 election that brought Harold Washington to the Fifth Floor, the most entertaining of my lifetime.        



See my two books, The Chairman, A Novel of Big City Politics and The Chairman’s Challenge, A Continuing Novel of Big City Politics, for further illumination on how things work, or used to work, in Chicago and Illinois politics. 



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