Friday, October 24, 2025

Leo Leaving

Former CPD, former ISP, former Cook County, and former WWE pro wrestler Leo Schmitz is retiring....again....and headed to Washington DC for another job. 



Long time readers will remember we had a running gag for years regarding Leo's stunning resemblance to Ric Flair, his uncanny ability to slide his way into so many inner circles, and his unparalleled success in avoiding any and all backlash when his underlings were caught misbehaving. 

It had to be the hair and the body oil.

In any event, isn't it time to let go Leo? Go spend some of that pension money. 

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95 Comments:

Anonymous Anonymous said...

Wait until who you see he’s bringing with him.. it’s a current gold star that will be putting his papers in shortly to leave.

10/24/2025 12:07:00 AM  
Anonymous Anonymous said...

The Leo and Jimmy Carrol one is great. Leo… what a character.

10/24/2025 12:12:00 AM  
Anonymous Anonymous said...

From CCSO Facebook 10/14(Italian?)

Congratulations to our Chief of Police, Leo Schmitz, who was awarded the Italian American Police Association of Illinois - Officer of the Year earlier this month.

10/24/2025 12:21:00 AM  
Anonymous Anonymous said...

For some people, this job is their whole identity. They don’t know how to go on without being a LEO. I guess as long as he’s enjoying himself, who are we to judge. Some retire and are miserable.

10/24/2025 12:29:00 AM  
Anonymous Anonymous said...

‘’It’s so hard for me to sit back here in this studio, looking at a guy out here, hollering my name!—When last year I spent more money, on spilled liquor, in bars from one side of this world to the other, than you made! You’re talking to the Rolex wearing, diamond ring wearing, kiss stealing, whoa! wheelin dealin’, limousine riding, jet flying son of a gun and I’m having a hard time holding these alligators down! Wooooooooo!”

10/24/2025 12:30:00 AM  
Anonymous Anonymous said...

Give some of your pension money to the area 4 team you sold out jerk off.

10/24/2025 12:37:00 AM  
Anonymous Anonymous said...

Not a bad guy just a bit arrogant . Heard from someone at county he let the sheriffs police be the police . He made some good changes there and increased staffing not all politics to transfer out of the jail now . Young guys actually on the street now.

10/24/2025 12:51:00 AM  
Anonymous Anonymous said...

Lmao....Leo "Ric Flair" Schmitz. Is he taking his 200+ ribbons on his chest with him?

10/24/2025 12:52:00 AM  
Anonymous Anonymous said...

he is not going to be missed

10/24/2025 12:56:00 AM  
Anonymous Anonymous said...

How about this article https://news-from-usa.blogspot.com/2012/12/englewood-sees-reduction-in-crime.html?m=1

10/24/2025 01:00:00 AM  
Anonymous Anonymous said...

Retire already you idiot.

10/24/2025 02:00:00 AM  
Anonymous Anonymous said...

This time, just don’t. The loss of a child is devastating. Unless it’s happened to you, don’t judge. You literally have to keep moving forward or reality will set in and you’ll realize your child is gone forever. If he taps out all he’ll have is more time to think about what he’s lost. This time wish him well. RIP, Jake.

10/24/2025 02:15:00 AM  
Anonymous Anonymous said...

God Bless Leo,a character in his time otj in Chicago!

10/24/2025 02:48:00 AM  
Anonymous Anonymous said...

I hope all his chest salad makes it through security.

10/24/2025 03:03:00 AM  
Anonymous Anonymous said...

Leo with the Ego

10/24/2025 03:11:00 AM  
Anonymous Anonymous said...

When Leo is 90 years old and still looking for a job, he can settle down and become the Chicago Park District Security Boss.

There are only 2 qualifications that they will ask you.
Who is your Democrat Clout?
And, do you know what planet you are living on?
$145,000 @ year and a take home Ford Explorer. The job is waiting for you Leo.

10/24/2025 04:01:00 AM  
Blogger Old School said...

Great for Leo! If Biden was still I could see Tally or a couple of the last disgraced superintendents be chosen!

10/24/2025 04:36:00 AM  
Anonymous Anonymous said...

He's hitting for the cycle, a city, county, state and federal pension.

10/24/2025 04:39:00 AM  
Anonymous Anonymous said...

He lives the life of the king. Here’s a hidden video:
https://www.youtube.com/shorts/a6AKlag5aSE

A little humor, but he will never be able to spend his money, he is the real police. Some people just cannot give it up how much more money do you need? He’s the guy that would be there for you if you needed help I believe he was the only two star commander in the history of the Chicago Police Department. He’s a good man crazy but a good man! I think his wife who was a retired police lieutenant very well connected. I think she still has a business. She is running. They are always busy. Everybody can do whatever they want. God bless both of them!

10/24/2025 05:15:00 AM  
Anonymous Anonymous said...

Leo can't retire he loves the power to much

10/24/2025 05:49:00 AM  
Anonymous Anonymous said...

Gotta give him credit, he’s hung on longer then the last 2, soon to be 3, mayors, supes, and isn’t in hiding like a certain nitwit.

10/24/2025 06:31:00 AM  
Anonymous Anonymous said...

This has to be the most irresistable article ever posted and visions of a certain bandito writhing in agony trying to not comment here yank at the depths of the empathy mavens throughout the galaxies.

10/24/2025 06:40:00 AM  
Anonymous Anonymous said...

Wooooooooooooooooo

10/24/2025 06:58:00 AM  
Anonymous Anonymous said...

woooooooooo!!!

10/24/2025 06:58:00 AM  
Anonymous Anonymous said...

Wow. Some people just can't enjoy staying home. Is it that hard to retire from this job. No way he needs the money

10/24/2025 07:02:00 AM  
Anonymous Anonymous said...

Leo is a great guy, but what I don’t understand is why he won’t just retire and enjoy his life. He’s been doing this bull shit job for close to 40 years. When does it get old?

10/24/2025 07:08:00 AM  
Anonymous Anonymous said...

you mean go spend some that pensions (plural) money

10/24/2025 07:14:00 AM  
Anonymous Anonymous said...

Leo is good in my book

10/24/2025 07:19:00 AM  
Anonymous Anonymous said...

I have known Leo since the academy in 86. Good guy, good cop, good boss. God Bless

10/24/2025 08:00:00 AM  
Anonymous Anonymous said...

FBI for Leo. You heard it here first.

10/24/2025 08:19:00 AM  
Anonymous Anonymous said...

Leo’s a good guy…knew him through family with Chicago and worked for him with the Sheriffs Police. But at some point you just gotta hang it up man, enjoy what’s left of life.

10/24/2025 08:19:00 AM  
Anonymous Anonymous said...

Remember him from my years at #640. Just another “merit” fraud that never, ever cleared a case.

10/24/2025 08:35:00 AM  
Anonymous Anonymous said...

This.

10/24/2025 08:44:00 AM  
Anonymous Anonymous said...

You can't take the money with you. Get a hobby. FFS. 🤦‍♂️

10/24/2025 08:44:00 AM  
Anonymous Anonymous said...

That job was just taken by our own Chris Kennedy. Hide your daughters!

10/24/2025 08:52:00 AM  
Anonymous Anonymous said...

Jimmy Carrol. Now there's clout! Walked away from the airport drama unscathed.

10/24/2025 08:54:00 AM  
Anonymous Anonymous said...

Based on my direct, first hand experiences dealing with him, I can say Leo Schmitz is an asshole.

10/24/2025 08:58:00 AM  
Anonymous Anonymous said...

Sometimes it's a hard beat down when you realize no one is going to throw roses at your feet when you walk down the street after you retire.

10/24/2025 08:58:00 AM  
Anonymous Anonymous said...

Leo is a good guy a real policeman I wish him the best

10/24/2025 09:07:00 AM  
Blogger I Voted For Kamala said...

Woohoo!

10/24/2025 09:07:00 AM  
Anonymous Anonymous said...

He could run the CTA.

10/24/2025 09:17:00 AM  
Anonymous Anonymous said...

In my 32 as fire side “assist the police “I met 3 CPD bosses he was 2 of them.

10/24/2025 09:35:00 AM  
Anonymous Anonymous said...

Some people like their job. I've been doing mine for 45 years.

10/24/2025 09:48:00 AM  
Anonymous Anonymous said...

Whoo! Whoo! Whoo! Whoo! Either Mr. Flair or a train!

10/24/2025 10:29:00 AM  
Anonymous Anonymous said...

Man, truer words were never spoken!!!

10/24/2025 10:33:00 AM  
Anonymous Anonymous said...

Some people just can't let go...

10/24/2025 10:37:00 AM  
Anonymous Anonymous said...

Whooo! The Nature Boy is always stylin' and profilelin'.

10/24/2025 11:10:00 AM  
Anonymous Anonymous said...

Schmitz is Italian?

10/24/2025 11:21:00 AM  
Anonymous Anonymous said...

Wouldn’t wish it on my worst enemy Thoughts 24/7 365 days a year

10/24/2025 11:23:00 AM  
Anonymous Anonymous said...

Like most bosses that’s the case. Most don’t need the money because when they leave Citizens don’t know the difference between a chief, deputy or detective. You are a retired cop or officer

10/24/2025 11:26:00 AM  
Anonymous Anonymous said...

All these "family men" like to act like they are better then everyone else. How hard is his current gig? He is probably pulling down 400k a year and working 20 hours a week. Meanwhile these "family men" spend their spare time bellied up at the bar after a long weekend of softball.

10/24/2025 11:48:00 AM  
Anonymous Anonymous said...

I hear things...civilian position, no uniform, weapon or medals allowed.

10/24/2025 12:45:00 PM  
Anonymous Anonymous said...

I've only known him since about 2005, but totally agree--good guy, good cop, good boss. If he wants to keep working and is able (which he is), why the heck not?

10/24/2025 01:06:00 PM  
Anonymous Anonymous said...

Jerome bye

10/24/2025 01:32:00 PM  
Anonymous Anonymous said...

Tool!

10/24/2025 01:33:00 PM  
Anonymous Anonymous said...

The A4 team sold themselves out it wasn’t the work , it was there drunken behavior thinking they were macho man or actors in copland . Ask the moron ginger on the team who fucked it all up

10/24/2025 01:33:00 PM  
Anonymous Anonymous said...

When you have to work cta or whatever on your day off to help pay mortgage or tuition , remember guys like that don’t have to because they are connected and rake in the $$. Admire people like that? Never

10/24/2025 01:37:00 PM  
Anonymous Anonymous said...

Italians allied with the Germans, wtf do they know?

10/24/2025 01:40:00 PM  
Anonymous Anonymous said...

Suckhole

10/24/2025 01:42:00 PM  
Anonymous Anonymous said...

Berscott Ruiz was also a 2 star! 004th District

10/24/2025 01:51:00 PM  
Anonymous Anonymous said...

I was in a class with Leo and several watch. Commanders were pitching about their manpower shortages. He stood up and said it’s your own fault, you MFs keep lying on the manpower report you sent downtown. The minute you start telling the truth they’ll shit a brick and have to do something about it.

10/24/2025 02:18:00 PM  
Anonymous Anonymous said...

Going to FBI as an asst director

10/24/2025 02:21:00 PM  
Anonymous Anonymous said...

Just another scammer. Really.

10/24/2025 02:27:00 PM  
Anonymous Anonymous said...

Plastic garbage. Whoever has the most Clout has the most CPD bling.

10/24/2025 02:33:00 PM  
Anonymous Anonymous said...

Agreed, nobody knows how anyone processes grief. Good Luck Leo

10/24/2025 04:35:00 PM  
Anonymous Anonymous said...

There was a few of those. Waller was also a Deputy Chief while Commander of 006.

10/24/2025 08:46:00 PM  
Anonymous Anonymous said...

He did not have to clear a case, he was never a Detective he was a Sgt. in Area Four

10/24/2025 09:59:00 PM  
Anonymous Jat Paycox said...

Yes. Leo was and is an arrogant asshole who only would up promoted and sent to good units because of his wife’s juice. He doesn’t know the meaning of the word “modesty” and thought he was the second coming of Christ when he was the Lt of the A4 team. Just another blowhard who thinks his shit doesn’t stink.

10/24/2025 10:19:00 PM  
Anonymous Anonymous said...

Leo > Kennedy

10/24/2025 10:53:00 PM  
Anonymous Anonymous said...

Now gimme two claps and a Ric Flair Whoooooooo

10/24/2025 10:55:00 PM  
Anonymous Anonymous said...

Early 2000 A/5
It was fun to work with him. Nothing bad to say about him. Took care of business and his troops.

10/24/2025 11:30:00 PM  
Anonymous Anonymous said...

No shit. I was there and he never, ever contributed any effort to cases that were cleared by the dicks he supervised.

10/25/2025 07:04:00 AM  
Anonymous Anonymous said...

You can say what you want about Leo, but he sincerely cares about the coppers, and would back you up on the street no matter what rank he is.

10/25/2025 07:33:00 AM  
Anonymous Anonymous said...

The Italians know how to cook.

10/25/2025 08:16:00 AM  
Anonymous Anonymous said...

A certain retired CPD captain got a Chicago Park District Security job after he retired from the Crook county Sherriffs job.

10/25/2025 09:20:00 AM  
Anonymous Anonymous said...

And is a resident of the Schmitz house

10/25/2025 09:23:00 AM  
Anonymous Anonymous said...

Know of one collecting a pension from local 150, from international union, from City of chicago and from Chicago Federation of Labor. Over 400K in pension payments currently working for a hedge fund, and was a bag man for Com Ed at 50k a year in the Madigan case . Had a nice write up in the tribune several years ago. He makes Leo Schmitz look like an amateur .

10/25/2025 09:38:00 AM  
Anonymous Anonymous said...

Supervised his tact team in 012 for a few periods, yeah, nice guy, worker, but scary reckless and not a Rhodes scholar. I left for a better spot and the next I know he's an exempt .....never saw that coming

10/25/2025 12:01:00 PM  
Anonymous Anonymous said...

There is no processing grief, only enduring it, whilst one remains in this world. Original comment spot on as can be.

10/25/2025 12:05:00 PM  
Anonymous Anonymous said...

Know of one collecting a pension from local 150, from international union, from City of chicago and from Chicago Federation of Labor. Over 400K in pension payments currently working for a hedge fund, and was a bag man for Com Ed at 50k a year in the Madigan case . Had a nice write up in the tribune several years ago. He makes Leo Schmitz look like an amateur .

YES, another Daley family scam the Feds did nothing about, while good, decent people who actually worked long and hard for their pensions got gypped.. Just kickback a portion of your free pension, to the democrat cabal, and keep the rest of your unearned pension you stole.

10/25/2025 08:05:00 PM  
Anonymous Anonymous said...

Spot on.
Leo is one of those 'hes not a bad boss' kind of cops. But in reality, he never did police work. He was a showman. Not a policeman.

More proof of that is wearing those stupid bats on his chest. A cop who truly earned those awards would never wear them. Modesty.

10/25/2025 09:42:00 PM  
Anonymous Anonymous said...

His wife is his juice. He's not the police. He is an ass. He's a faker with a uniform on. Have known him for years. He's the poster child for white merit.

10/26/2025 01:34:00 PM  
Anonymous Anonymous said...

He is probably the best politician in the state. He’s played both republican and democrat sides. All show no go Leo! He’s the FBI’s problem now.

10/26/2025 02:06:00 PM  
Anonymous Anonymous said...

“…and his unparalleled success in avoiding any and all backlash when his underlings were caught misbehaving.”

Don't forget his propensity to take credit for his people's work, as well as plastering his name all over it.

10/26/2025 10:17:00 PM  
Anonymous Anonymous said...

People like this HAVE to stay on the job, because at home they're simply, "Leo" or "my asshole husband."

10/26/2025 10:18:00 PM  
Anonymous Anonymous said...

I agree with this except that now he is the juice via his wife.
Leo probably sold his soul to Preckwinkle, Dart, and the rest. All he is, is a figure-head sham in costume.
To all the people saying he is for coppers, no he isnt, maybe he was a long time ago, but he isn’t anymore.
He is a sell out and only for himself.

10/26/2025 10:26:00 PM  
Anonymous Anonymous said...

How’s this guy going to the FEDs when you can ask any copper from Hawaii to Arizona to Alabama to New Jersey which state has the most corrupt politicians and department and they all answer Chicago, IL.
If true, this is really pathetic for the FBI and the federal justice system hiring someone from the biggest sewage swamp in the country.
The country has gone to Hell.

10/26/2025 10:43:00 PM  
Anonymous Anonymous said...

Smoke and mirrors. Doesnt give a damn about coppers. Showman was a great way to put it, he’s a great actor.

10/26/2025 10:45:00 PM  
Anonymous Anonymous said...

Leo’s probably the type of guy that would know about Tally, keep his mouth shut, mind his own business for his checks and promotions.

10/26/2025 10:48:00 PM  
Anonymous Anonymous said...

Indeed, preach it.

10/26/2025 10:49:00 PM  
Anonymous Anonymous said...

Leo was wounded on duty and his career took off with merit promotions

10/27/2025 12:58:00 PM  
Anonymous Anonymous said...

How was he responsible for his underlings’ drunken off-duty shenanigans?

10/27/2025 08:31:00 PM  
Anonymous Anonymous said...

“How was he responsible for the underlings…” It is 2025, long past due time that Chiefs, Directors, Sheriffs etc start being held responsible instead of the excuse of “ignorance.” They reach a level and use the excuse of “too high up” to know, but we all know they have family, friends, and sucks up making them aware of many situations.
If a top cop doesnt know what his underlings are doing, then how can he possibly be trusted with policing strangers? Can that realistically work both ways?
Now, Im going to go open a beer and re-read SCC’s 01/14/25 posted titled “County Corruption?” Re-read the CWBChicago’s article about SGT Nicole Pagani.
I am in no way implying that Leo knew about the “drunken shenanigans” as I wasnt there. I feel that I should add that little disclaimer because I dont want to be sued like Dart sued Howard Denham.

10/31/2025 08:14:00 PM  
Anonymous Anonymous said...

Is there a point to this endless babble? Because if you thought there was you obviously forgot to make it.

11/06/2025 08:40:00 PM  
Anonymous Anonymous said...

If it was endless babble why did you feel the need to return and comment after everyone had left?

SCC, can you entertain the readers with whether or not Denham paid Dart or Dart paid Denham a settlement?

Howard Denham v. Thomas J. Dart, et al Case No: 23 L 8168 Settlement Amount: $20,000.00

Be well SCC, we need you and this blog.

11/14/2025 09:39:00 PM  

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