Writing Boots

On communication, professional and otherwise.

‘Pretend It’s a City’: A Response to a Non-Chicagoan Politely Wondering What’s Wrong With Chicago

09.12.2025 by David Murray // Leave a Comment

So apparently Trump has decided not to take on Chicago, and now has the Memphis mayor begging the Tennessee governor to say no to Trump, because “to have individuals with military fatigues, semi-automatic weapons and armored vehicles patrolling our streets is way too far, anti-democratic and anti-American. I think we’re on the brink of something that is going to change all our appreciation for freedoms. The way you can take away democratic liberties is to make sure people don’t have a way to protest, and the way to do that is to patrol the streets with military vehicles.”

Making temporarily moot, I guess, the post I had planned for today. Well, maybe the folks in Memphis can take courage from it. —DM

***

An acquaintance from Not Chicago got an earful last week when he innocently asked, “What’s going on in Chicago?”

“Nothing is going on in Chicago!” I shouted, telling him the weather’s been beautiful, the birds have been chirping, and all I see when I ride my motorcycle around all day is young people sitting in the grass in Humboldt Park at night and I’ve been sleeping outside on these cool nights, on my back porch—none of which was happening when I moved to this town in the early 1990s.

Well, I told him some of that, anyway.

I didn’t tell him that when my sister moved here a couple years later, my Ohioan dad bought her a pistol to carry around in her purse. When she objected that it was ridiculous, he protested, “But it’s nickel-plated!”

I did not tell him that said sister—and my then-girlfriend and best pal—got threatened on a midnight el train through the West Side in 1993 by some guys who were talking loudly about killing the lads and raping the women. The guys got off at the Homan stop, and we continued to Oak Park Avenue, shaken, sadder and wiser.

I did not tell him about the day 20 years ago that I decided to combine a run with a visit to site of the terrible 1958 Our Lady of the Angels school fire in what’s now an all-Black neighborhood. A nine-year-old boy rode up beside me as I ran and asked me what the fuck I was doing there. (It was a good question.)

I also did not tell him that I once broke down in my 1964 International Harvester Scout next to the worst housing project in Chicago and two guys ran into the building and got buckets of water and filled my radiator, not knowing I was going to give them a $20 in astonished gratitude. Driving away, I realized if the breakdown had happened in the Gold Coast, I’d-a been screwed.

Nor did I tell him about the hot summer night when my brother-in-law and I pulled up—also in the old Scout, which didn’t feature a roof—to a stoplight on a corner where the fire hydrant had been opened. And the two little boys on the opposite corner looked at us, and we looked at them, and all four of us knew what had to happen next. And we all belly-laughed as they channeled a geyser across the intersection, over my windshield and onto our heads.

To the Acquaintance from Not Chicago, I am sorry I overreacted and that I added, “All that’s going on in Chicago is Chicagoans trying to keep that motherfucker and his troops the fuck out of Chicago.” But I’m also sorry that I didn’t add:

No one sent the National Guard to Chicago when it burned to the ground in 1871 and Chicagoans had to rebuild it themselves. No one sent the National Guard to clean up Chicago’s Levee District in 1880, when women were being forced into sex slavery by the hundreds. No one sent the National Guard to quell the Haymarket Riot of 1886. No one sent the National Guard during the Pullman Strike the very next year, when 30 died in riots. No one sent the National Guard to protect people during the race riot of 1919, where 38 people died, mostly at the hands of roaming white gangs. The National Guard didn’t stop Al Capone (the IRS did). And when the National Guard did come in response to protests at the 1968 Democratic National Convention, their actions alongside the Chicago police were later broadly described by a new term, then: “police riot.”

The Onion cracked everybody up with the headline, “Chicago Air Now 75% Bullets.” (“According to our measurements, the proportion of bullets in Chicago’s overall air composition is significantly higher than that of other cities with comparable sizes and population densities. Frankly, if this trend continues—and there is unfortunately little evidence suggesting otherwise—living safely within the confines of Chicago will be almost impossible.”)

That was eleven years ago, in 2014!

And now they’re sending in the National Guard? Forgive us for questioning the timing, the wisdom and the likely long-term effectiveness.

Thank you, Not Chicago Acquaintance, for mumbling our mutual way out of that conversation by attributing the Chicago controversy to media exaggerating things “on both sides.” I don’t believe that, but it got us on to a happier subject.

In the great documentary Pretend It’s a City, the humorist Fran Lebowitz says, “When people say, ‘Why do you live in New York?’ you really can’t answer them, except you know that you have contempt for people who don’t have the guts to do it.”

I promise you, I do not feel that way.

Because that would be just as ignorant as feeling the other way around.

Categories // Uncategorized

Corporate Claptrap Week, Continued: Every LinkedIn Post

09.11.2025 by David Murray // 1 Comment

I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud to announce I’m proud. (To announce I’m proud.)

Categories // Uncategorized

Impossible Bullshit That CEOs Somehow Form Their Lips To Say

09.10.2025 by David Murray // 2 Comments

Well, I guess it’s Corporate Claptrap Week here at Writing Boots. Yesterday here, we published the story of a corporate writer who quit his job 20 years ago and is still so happy about it, he wrote a book to quietly crow.

Today, we ponder Impossible Bullshit CEOs Somehow Form Their Lips to Say.

To begin:

Famously, among my family, friends and close colleagues, my first job upon moving to Chicago after college was in “marketing.”

I wrote an account in the Huffington Post about 15 years ago:

Dozens of interviewees and a five-minute interview during which it was ascertained that I had two eyes, a nose and a mouth. On the strength of those qualifications, I was told to report at 7:00 the next morning for an all-day “tryout” for the job.

The next morning I showed up in the only business attire I owned, an unfortunately chosen camel’s hair coat my dad had bought me on my last day in Ohio. It was already 75 or 80 degrees.

I was introduced to the young marketing executive who would serve as my guide for the day. Hector greeted me warmly and asked for my help in packing cargo from a small warehouse into the back of his blue Ford Escort. Pink and light blue stuffed bears on this side, boxes full of black genuine plastic folders with built-in calculators on that. As we drove toward the city he didn’t get into the secrets of marketing. He talked a lot about the power of positive thinking, the importance of never giving up, the need not to take no for an answer.

I thought of old Hector’s business philosophy this morning, as I tried to keep a straight face reading a collection of CEO quotes, in Fortune:

Workday CEO Carl M. Eschenbach said, “I often say your altitude in life is completely determined by your attitude in life.” He added that, “The attitude that you bring to the office—and to your employees, your peers, and the people you serve alongside every day—is what ultimately will determine a lot of your success.”

Fortune also quoted Brooks Running CEO Dan Sheridan, who said on a podcast recently, “I just think as leaders, you have to be optimistic. You have to have a winning attitude. Otherwise, no one’s going to follow you.”

And the Fortune piece included the obligatory, oft-repeated quote from Amazon CEO Andy Jassy: “An embarrassing amount of how well you do, particularly in your twenties, has to do with attitude.”

What kind of attitude do these folks think most other corporate go-getters in their companies bring to work? More to the point, what kind of attitude do they think school teachers, church ministers, bartenders, nurses, jackhammer operators, social workers and stuffed-animal salesmen adopt, in order to haul themselves out of bed and go like hell for 10 hours a day, five days a week, for a paint-layer percentage of what high-altitude CEOs are pulling in?

Eschenbach has the audacity to go one further than my marketing mentor Hector, and ascribe his success to his selflessness: “Once I transitioned from a life of success for myself to a life of significance for others, everything changed. I think that is a key component to leading in this new world that we’re living in today … By serving others, somehow success will follow you—probably even more success than if you focused on success itself.”

Literally OMG.

Speaking of Hector, he drove us to a gritty street on what side of Chicago I didn’t even know, and:

Without ceremony, Hector opened the hatch and handed me an armful of stuffed bears and a box of the plastic folders. He took some bears and folders for himself and we headed into the first storefront we found open. 

Barbershops, shoe stores, florists, taverns, gas stations, greasy spoons—proprietors, customers, mail carriers happening along—Hector tried first to sell them a bear, and if they weren’t interested, he offered a folder. But often—amazingly often, I thought—they were interested. And many of them were interested in each of the disparate items. Three bears for my grandchildren—two pink and one blue—and a folder for my nephew. (Can I interest you in a unicycle?)

The early-morning boozers bought bears out of guilt, the frustrated young bowling-alley operator fed his ambition a folder.

Hector did all the marketing, I humped the stuff and learned.

By 11 a.m. it was 90 degrees. I was melting in that camel’s hair jacket, and trying to figure out how I would break it to Hector that although I very much admired his positive attitude, I didn’t think I was cut out for this work. I was too negative a guy, I told him over a hot dog and fries.

He seemed to take it well at first, but after lunch he pointed at a Dunkin’ Donuts across the street from his car and coldly told me to wait there until he sold the rest of the carful. By now it had dawned on me that this was some kind of pyramid scheme, and that Hector had lost out on a commission by failing to inspire me to become a marketing executive like him. 

And I was sorry I had let him down.

I’m sure Hector’s positive thinking propelled him to the captaincy of the stuffed-animal and business-folder industry.

Whereas, my relative negativity doomed me to the camel’s hair-clad squalor I live in to this day.

Look, I don’t blame CEOs for thinking such self-serving and economically narcissistic things. As my fund-raiser sister always told me, the first thing rich people spend their money on is ways to separate themselves from everybody else.

But these folks do have normal people working for them, who are supposed to help them communicate in such a way that they sound sane. At the very least, I hope these folks are groaning through their forced grins when their bosses say shit like this.

Categories // Uncategorized

  • 1
  • 2
  • 3
  • …
  • 1445
  • Next Page »

Now Available for Pre-Order

Pre-Order Now

SIGN UP TO RECEIVE BLOG UPDATES

About

David Murray writes on communication issues.
Read More

 

Categories

  • Baby Boots
  • Communication Philosophy
  • Efforts to Understand
  • Happy Men, and Other Eccentrics
  • Human Politicians
  • Mister Boring
  • Murray Cycle Diaries
  • Old Boots
  • Rambling, At Home and Abroad
  • Sports Stories
  • The Quotable Murr
  • Typewriter Truths
  • Uncategorized
  • Weird Scenes Inside the Archives

Archives

Copyright © 2025 · Log in

  • Preorder An Effort to Understand
  • Sign Up for Blog Updates
  • About David Murray