When Chicago pawned its parking meters

12 Dec 2025 · 31 min

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Planet Money Episode Summary: When Chicago Pawned Its Parking Meters

Episode Overview

  • Podcast Title: Planet Money
  • Episode Title: When Chicago Pawned Its Parking Meters
  • Air Date: [Date not provided]
  • Description: This episode explores the controversial privatization of Chicago's metered parking system in 2008, which involved leasing out all 36,000 parking meters for a lump sum payment of $1.16 billion over a 75-year period.

Key Themes and Concepts

  1. Privatization of Public Resources:
  2. The episode discusses the trend of privatizing public services for immediate financial relief.
  3. Chicago had previously privatized other resources, such as the Chicago Skyway, with perceived success.
  1. Budget Crisis:
  2. The impetus for selling the parking meters was Chicago's budget shortfall during the Great Recession.
  3. Mayor Richard M. Daley's administration sought quick solutions without raising property taxes.
  1. The Deal Mechanics:
  2. Chicago leased its parking meter system to private investors, who would modernize the system and keep the profits.
  3. Sadek Waba from Morgan Stanley Infrastructure Partners led the firm that won the bid and highlighted the challenges of estimating future profits over 75 years.
  1. Mathematical Concepts:
  2. Time Value of Money: A critical factor in the deal, emphasizing that future money is worth less than present money.
  3. Discount Rate: The rate used to determine the present value of future earnings, which was criticized in this case as being too aggressive.
  1. Political Dynamics:
  2. The rush to approve the deal raised concerns among city council members about transparency and the deal's long-term implications.
  3. Alderman Scott Wagespach, who opposed the deal, expressed frustration over the lack of due diligence.

Events Following the Deal

  • Immediate Backlash:
  • After the private company took over, parking rates increased sharply, leading to public outcry.
  • Chicagoans protested the new rates, and there were reports of meters being stolen.
  • Hidden Deal Details:
  • Revelations surfaced regarding the sale of the meter system to foreign investors without proper oversight.
  • Documents related to the deal were found discarded, indicating a lack of transparency in the process.
  • Investigation Outcomes:
  • Aaron Feinstein, a city employee, conducted a thorough investigation revealing the undervaluation of the parking meters.
  • His findings suggested that the city could have generated $2.1 billion from the meters, significantly more than the sale price.

Conclusion and Reflection

  • The privatization of Chicago's parking meters is framed as a cautionary tale about hastily made financial decisions that prioritize short-term gains over long-term consequences.
  • Alderman Wagespach described the deal as "the worst deal in municipal history," underscoring the complex dynamics of privatization, governance, and public trust.

Key Takeaways

  • Privatization can provide immediate financial relief but may lead to significant long-term costs and loss of public assets.
  • The importance of thorough economic analysis and transparency in governmental financial decisions cannot be overstated.
  • Public sentiment and engagement are critical in assessing and approving such deals, as they directly impact citizens' everyday lives.

Additional Notes

  • Producers and Contributors: The episode was produced by Willa Rubin, with contributions from Luis Gallo, Sam Yellowhorse Kesler, and others.
  • Music Credits: NPR Source Audio - “Smoke Rings,” “Reverend,” and “Sniffin Glue.”
  • Support Information: Listeners are encouraged to support the show through Planet Money+ for ad-free episodes and bonus content.

--- This summary captures the essence of the podcast episode while organizing the information into a clear and concise format.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00This message comes from the National Marine Sanctuary Foundation, connecting Americans to their shared maritime heritage. Help keep the ocean, coast, and great lakes clean, open, and accessible to all. Make your gift now at marinesanctuary.org slash NPR. Hey, it's Kenny Malone, and I want to take a quick minute to talk about public media. It was founded to inform, to educate, to expand our perspective. But as of this fall, federal funding for public media, including NPR and local NPR stations, has been eliminated. It was a huge blow on top of an already very busy year here at Planet Money. You know, in 2025, we've raced to publish episodes on the trade war, the doge chainsaw, the fight over the Federal Reserve.

0:49And obviously we could go on and on. But we've also tried to balance that heavier stuff with stories to entertain and illuminate, even delight, we hope, from time to time. Like the story about why it is so hard to find a public toilet or the mystery behind the website milk.com. We've also taken on some bigger projects this year, like the end of Pax Americana and kicking off our quest to make a board game. So it's been a lot. And we want to be just as ambitious next year to meet whatever the moment calls for with, of course, your help. So thank you if you've already gone the extra mile as an NPR Plus supporter.

1:29And if not, you can join our Plus community. You can get a bunch of perks like bonus episodes and more from across NPR's podcasts and support public media along the way by signing up for NPR Plus today. You can just go to plus.npr.org. And of course, thank you.

1:54This is Planet Money from NPR.

2:00Chicago journalist Mick Dumke has an amazing memory. He's the type of person who can look at a map of a new city and then go for a run and not get lost. Or recall exactly where he was on a Tuesday in December of 2008. He was at the gym. I'm a regular weightlifter, Nick, even though you'd never know it from looking at me because I'm not a very big guy. But I'm pretty sure I was in the weight room. at that time. On the floor, on the exercise mat. I was maybe doing sit-ups or stretching, and the TV was like above the exercise mat. The TV was playing the news. Well, the city of Chicago has struck a deal with a private company to take over the city's parking meters.

2:43The story was about how Chicago's mayor, Mayor Richard M. Daley, had made a deal with some outside investors to sell off the proceeds to Chicago's parking meters for a big upfront payment of$1.16 billion. The proposed 75-year lease has to be approved by council. Now, this wasn't all too surprising to Mick. Mick had covered Daily a lot. And he says the Daily administration at the time had pretty much constant budget issues. But they had found this new tool. They were privatizing stuff all around the city. They were selling off future revenue in exchange for a much-needed big lump sum payment now.

3:24The first one, the groundbreaking one, happened when the city privatized the Chicago Skyway, which is, it's not even a full highway. It's like a shortcut to Indiana. It's a shortcut to Indiana. Thank you. In that one, the city gave up toll revenues for nearly a century in exchange for$1.8 billion up front. And people were cool with this. The way Mick describes it, Chicagoans barely use the road. It's mostly out-of-towners. And the Chicagoans who do use it are people going to their summer homes in Michigan. And if you don't want to pay the tolls, you just drive on local roads. Honestly, seems ideal to be able to sell off out-of-towners slash rich guys who are going to their vacation homes.

4:09It doesn't seem like there's that much of a downside to that one. That's exactly the way it was received. And Mayor Daley was praised for it. And he remembered that praise and then proceeded to look for other stuff to sell off. Yeah, like the parking lots downtown under the big parks that run along Lake Michigan. For those, Chicago gave them up for a century and got$560 million up front. And again, it was another thing that people didn't have to use because the people who used it were in large part tourists, suburbanites. I love that Chicagoans love screwing over the occasional tourist. Oh, absolutely.

4:50Mayor Daley, Chicago, they were on a roll with these privatization deals. Each one brought much needed money now at the expense of not only out-of-towners, but future out-of-towners. Which brings us back to the mat, the gym mat. Mix on the floor, watching this news report. And he sees that Chicago has struck another privatization deal. Plug the city's budget gap. Except this time, it was for all 36 ,000 parking meters in the city, which was not exactly used by out-of-towners. So if city council approves this lease beginning next year, when you go to feed that meter, you can definitely expect to pay more.

5:27And the city seemed to want to get this deal approved as soon as possible. This was December 2008, the depths of the Great Recession, and the mayor was looking to raise revenue without raising taxes. The mayor clearly worried about the economic crisis. He hopes that this will help avert future problems. Now, Mick, he had developed a sort of healthy skepticism of the Daley administration and their privatization campaign. But this deal seemed weird. They were selling off the city's parking meters for 75 years in maybe a fire sale. Immediately, my BS antenna went up and I knew that we were going to have to take a closer look at this.

6:08But you knew you had a story. I knew I had a story. And that started more than 15 years of reporting on this deal for me. Sounds like a sentence, doesn't it? Yeah. Yeah. And it wasn't just Mick who'd been sentenced to 15 years of this parking purgatory parable. This deal that Chicago made would go down as one of the most notorious miscalculations in the history of city government. It would call into question what the government is even supposed to do and become a textbook case on the potential pitfalls of privatization. Hello and welcome to Planet Money. I'm Nick Fountain. And I'm Alexi Horowitz-Ghazi.

6:49The word privatization gets thrown around a lot these days. Recently, there have been proposals to privatize all sorts of things that once seemed core to the idea of government. Social security, air traffic control, the post office. But infrastructure has long been ahead of this curve. Chances are you've driven on a private toll road in your life. You've flown out of a privatized airport. Maybe you've drunk from a privatized water system. And behind those deals to sell off government-run services and the future fees they collect for an upfront payment, there is a math problem. How much are the future tolls or water profits worth today?

7:26How much will they be worth in the future? And when does that trade make sense for the public? Today on the show, the Chicago parking deal. There will be kidnapped parking meters, foot chases through City Hall, and trash bags filled with secret documents.

8:03professionals with real-time writing support on any project, email, and more. Sign up for free and experience how Grammarly can elevate your professional writing from start to finish. Visit Grammarly.com slash podcast. That's Grammarly.com slash podcast. This message comes from ADT. You're ready for the holidays. The turkey's in the oven, the sides are perfectly seasoned, and out-of-towners have a place to crash for the night. All that's left to take care of is your peace of mind. With ADT's professionally installed home security systems, you get protection that helps you feel safe. So you can focus on the pie you forgot to bake.

8:43When every second counts, count on ADT. Visit ADT.com. We tried to talk to the people from the Daily Administration who negotiated the deal to sell off Chicago's parking meters for 75 years. They did not want to talk. But we did get to talk to somebody on the other side, somebody who wanted to buy them. His name? Sadek Waba. Parking meters is not the most, uh, what's the right word? Help me out here. It's not the most exciting thing, right? You were trying to not say sexy? Sexy. Okay, thank you. So it's not the most sexy thing, right? In 2008, Sadek led a firm called Morgan Stanley Infrastructure Partners, where he was tasked with finding new projects to invest in.

9:31And when Chicago put out a request for bids on its parking meter system, he was curious. Like, what would this actually look like? No one had done it before in the U.S., taking over a city's parking meter system. So he flew to Chicago to take a look. We rented a car and went around understanding what it meant to have a parking meter in a particular area. You went to The Loop. You went to neighborhoods like Logan Square. Everywhere. It's this, right? You get statistics that says there are 200 parking meters in this neighborhood. Okay, what does that mean? If I have a parking meter where you have storage facilities, no one really parks there after four o 'clock or whatever, right?

10:16Then the usage is going to be very low. And you yourself, the top dog, you were doing this on-the-ground research? Yes. Yourself? That surprises me. No, it doesn't surprise me at all. Of course he hit the streets. These deals are made on the details. Details like what the future meter rates were going to be. The city's rates had remained very, very low for many decades. Like too low, a quarter an hour in many neighborhoods. Which meant people would just camp out in those parking spaces all day long. Some city councilors, or aldermen as they're called in Chicago, wanted to raise rates. But what they didn't want was the political blowback.

10:55Sadek wasn't too worried about all that. He was focused on other things, like calculating how much the future profits from these meters were worth. Remember, this deal, it was for 75 years. Trying to figure out, like, the next 10 years of profits is hard. What if there's another recession? Will people keep driving? Will they even need parking? Now do that every year for 75 years. The math is daunting. Especially because this touches on one of the most important concepts in finance and economics and, honestly, daily life. The time value of money. Are we talking about a certain rate? Are we talking about the discount rate, perhaps?

11:32The discount rate. Ah, the discount rate. Basically, the idea behind a discount rate is that money now is worth more than money later. If someone offers you$100 today or$100 a couple years from now, you should almost always take the$100 today. Because if you take it now and stick it in a savings account, you can earn interest. Maybe it'll become$110 in a couple years. But if you wait to take it, you'll have lost out on that opportunity. And also,$100 will buy less because of inflation. Basically, money in the future is worth less than money today. And remember, Sadek is trying to figure out what money in the future, the profits from the parking meter system for each of the next 75 years, what those are worth in 2008.

12:15Because he's going to pay for them up front in a lump sum. The good news is mathematicians long ago figured out how to take future earnings and calculate their present value. They call this discounting. And the rate at which you discount the future is called the discount rate. And the discount rate you use to calculate what the future is worth today can have huge implications. Also, how far into the future you're going. The longer the time frame, the bigger the discount. $100 two years from now is very different than$100 50 years from now. At some point, the value of what you think that$100 is that you're going to get 50 years from now at a certain discount rate is very small.

12:57So beyond call it... Teeny, right? 50 years. Yeah, but that value is zero. Effectively zero. Correct. So Sadek and his team, they plug in all the future profits, they discount how much those profits are worth, and they try and figure out the present-day value of 75 years of profits. The magic number they come up with? $1.16 billion. They submit it to the city and they wait. And wait. And then they find out they won. On a Tuesday, Mayor Daley has that press conference we heard about earlier, announcing the deal. Well, the city of Chicago has struck a deal with a private company to take over the city's parking meters.

13:34Now, as we mentioned, Mayor Daley's administration had already used the privatization tool a couple of times before. But this announcement happened so quickly with so few details that some members of Chicago's city council were taken by surprise. Scott Wagesback was a young alderman at the time representing the 32nd Ward. And he remembers thinking, this deal is weird. We've got to look at it now. We're sitting in the ward office and we were kind of going, you know, past five, past six o 'clock. You know, we're sitting here talking it through. And I said, OK, guys, this doesn't feel right. This does not feel right.

14:13Scott especially didn't like that Mayor Daley's people were trying to strong arm the city council into moving fast. The mayor's people were saying, listen, the economy is in full on meltdown mode. Remember, this was late 2008. We need the money now. Yeah, they said, if you don't approve this, our budget is cooked. Because, surprise, that budget you already passed, it includes$150 million in revenues from this deal. If you spike this, we'll have to raise property taxes. Scott does some back-of-the-envelope calculations on the parking system's worth. And he thinks, this deal is bad. But when he shows up the next day at City Hall to press the mayor's staff on this, he cannot seem to corner them.

14:53At one point, I see the CFO and I go, have you read this thing? And he's kind of across the room. And I go, I need to talk to you about this. This isn't enough money. We're not getting enough out of this. That guy turns when I start talking to him and literally runs out the door into the hallway, runs down the hallway. And I'm like, wow, this thing's got to be really bad if he's hoofing it down the hallway. He ducked you. I think he knew what the deal was. On Thursday, just two days after the deal was announced, the whole city council met to deliberate. Council will come to order, please. Clerk, call the roll.

15:36I was just walking around saying, look, don't vote for this thing. You were literally walking around trying to pick people off, tell them not to vote for this? Yeah. I was getting the brush off from quite a few people because they're like, look, Scott, come on. Yeah, the way Scott and others describe it, the mayor had a lot of influence over the city council at the time. Thank you, Mr. President. I'm supporting this, and just three good reasons. One, a billion dollars. This deal needs to get done. Who's going to give us a billion dollars? Two, no tax raises. The administration says it's awesome.

16:10You know, we need to close the budget gap. And three, we balance the budget. Thank you. Scott convinced a few people on the council the deal was bad and to vote against it. But speaker after speaker stood up and said, listen, is this the greatest deal ever? Eh, it's a deal, and we do need the money now. I think the concession agreement was actually 520 pages. I think the initial contract was like 75. And one of the aldermen next to me, Dick Mell. Thank you, Mr. President. He stood up and he said, how many of us read the stuff when we do get it? That was his quote. OK, let's face it. And so I hold it up and I kind of yelled out.

16:52I was like, I read it. I read it. All right, we've got it. I know some do and some do. Scott was flabbergasted that a colleague was saying on mic that they hadn't read the deal. That felt like a dereliction of their duty as elected officials to their current constituents and also for generations to come. But on the other hand, you can see why Chicago City Council members would be tempted by this deal, even if they didn't fully understand it. It's a dynamic you see all the time in politics. Because politicians live on the timescale of election cycles, it can be strategic to pass some policy that seems to be addressing a short-term crisis, even if it creates bigger problems down the road.

17:35That way, they can at least tell voters that they're doing something. And so when it came time to tally the votes for this parking deal, 40 of Scott's colleagues voted for it. And lo and behold, this thing kind of got jammed through and the final vote was basically five people voting against it. You were one of the five who voted no. Correct. How do you feel about that vote today? Well, I... After the break, the answer to that. Nah, just kidding. you know the answer. I feel great about it. After the break, why he feels great about it, how his read on the deal was eventually vindicated, and how a string of revelations enraged Chicagoans all across the city.

18:26This message comes from Vanguard. Capturing value in the bond market is not easy. That's why Vanguard offers a suite of over 80 institutional quality bond funds, actively managed by a 200-person global team of sector specialists, analysts, and traders. They're designed for financial advisors looking to give their clients consistent results year in and year out. See the record at Vanguard.com slash audio. That's Vanguard.com slash audio. All investing is subject to risk. Vanguard Marketing Corporation Distributor. This message comes from LinkedIn ads. One of the hardest parts about B2B marketing is reaching the right audience.

19:06That's why you need LinkedIn ads. You can target your buyers by job title, company, role, seniority, and skills. All the professionals you need to reach in one place. Get a$250 credit on your next campaign so you can try it yourself. Just go to linkedin.com slash nprpod. That's linkedin.com slash nprpod. Terms and conditions apply. Only on LinkedIn ads. This message comes from Capital One with the Venture X Card. Earn unlimited double miles, a$300 annual Capital One travel credit, and access to airport lounges. Capital One. What's in your wallet? Terms apply. Details at CapitalOne.com. The parking deal went through.

19:50Chicago got its$1.16 billion in exchange for 75 years of parking revenue. And they put some of it in a rainy day fund. And the folks on the other side of the deal got the parking system. They started by setting up a private company to run the system, Chicago Parking Meters LLC, and they hired people to collect the quarters, to write parking tickets, to service and replace meters. In February of 2009, when the private company took over the system, things pretty quickly went awry. Meter rates went way up. In some areas, they quadrupled from a quarter an hour to a dollar, which meant meters couldn't handle all the quarters.

20:29The company also calibrated some meters wrong so people were being ripped off. Chicagoans started protesting. Forget nickel and dimed. These folks are tired of being quartered. The vast majority of the people reject the parking meter deal and reject Morgan Stanley's ownership of the parking meter deal. Other people started disappearing parking meters, kind of Cool Hand Luke style. They've been grabbing these like hotcakes. I don't know who and where. I don't see how you can get away with it, you know what I mean? There were TV debates? Like this one time, Mick the journalist got into it with one alderman about what research he did before he voted for the deal.

21:06How much research did you do in deprivation? I did a lot of research on it. It's none of your damn business. It is. You're a public official. You're representing the people in Chicago. You're damn right I am, and I do my job. Yes, people were mad about the meter increases and the dysfunction. But Scott Wagesbach, the alderman who'd voted against the deal, says as time wore on, another aspect of the deal started to grind people's gears. Scott says the deal had provisions in it that meant the city had to pay any time they took a meter out of service. Like for a street fair. Before he could just shut off the street.

21:40Now he had to think of the meters. The parking company would calculate the opportunity cost. It was essentially, okay, well, if you take 150, 200 meters, out of operation for four days, they came back and said, here's the cost of taking those meters out. It could be in the tens of thousands of dollars. How did you feel when they came back to you with a price tag like that? What the hell? I mean, that's what people would say. Like, what are you talking about, Alderman? It wasn't just street fairs. Every time a dumpster needed to be in front of a meter, every time somebody proposed a bike lane or a bus stop or a loading zone in front of their business, Scott had to find a new place for the meters.

22:24Or the city would have to pay up. Do you feel like you've lost control of your streets? Absolutely. One year, Chicago's payments to the parking company topped$26 million. Since 2009, the city has paid more than$160 million. And yes, the city had been paid its$1.16 billion, but it was burning through a chunk of those proceeds and sending them out of the city. Scott says all of this really reached a boiling point for him thanks to an accidental discovery he made. One day, I'm sitting in my office here, right where we're doing the interview, and somebody called up and I could hear they were angry.

23:04Why? Because of a big pile of trash that was in an alleyway behind a city building in his district. So I jumped in my car and I go over there. So I go into the alley and there are piles and piles of paper and bags and some of it shredded and some is not. And I got kind of angry and I was like, man, who throws all this stuff out here? So I started digging through the piles and I started finding all sorts of meter deal documents. And I thought, what in the heck is this paper? And what is this? And what, wait a minute, what is this? Scott says he'd stumbled upon the motherlode of Chicago parking meter deal documents, which had been hidden from city counselors, from aldermen like him.

23:51So I started throwing some of it into my trunk. I'm standing there in the alley and I remember calling up my brother and I said, hey, there's a bunch of acronyms on some of these papers and this looks pretty shady. And I said, what is a ADI stand for? And he said, oh, that's Abu Dhabi Investment Agency. And I said, the meter system has been essentially sold off. They had flipped it over to Abu Dhabi Investment Agency without telling anyone. We reached out to the Abu Dhabi Investment Authority, that's what it's called, to see if they wanted to talk about this story. They declined. So did the city's CFO under Mayor Daley.

24:37And the CEO of Chicago Parking Meters LLC did not respond to our request. Now, Scott later found out that only about 25 % of the company had been sold to the Abu Dhabi Investment Authority. And he wasn't exactly annoyed that they specifically were getting the meter profits. It could have been anyone. He was more upset about the lack of transparency, that he, a city alderman, had no idea what was happening on his streets. But it wasn't clear exactly how bad the deal was until one person spent months actually running the numbers. His name? Aaron Feinstein. Aaron's a wonk. He's not afraid of an XL formula.

25:15In 2008, he started looking into the parking deal when he was working for Chicago's Inspector General. He says the investigation took over his life. One day he was checking in with his boss. And I remember saying to him just at one point, I was like, I hate parking meters. I've been thinking about parking meters for like four months and I can't. I just don't care. I hate parking meters. Alas, the investigation continued. Aaron's job was to write up a big report, a definitive accounting of the meter deal. He started asking questions of the city and its consultants, and because he worked for the inspector general, they were required to answer him.

25:54And some of their answers were kind of shocking. We asked them point blank, hey, what was the value of the city's parking meters to the city if the city had kept the meters for themselves and raised the rates, increased the hours of operation as outlined in the lease. Their response was, we did not do that. We did not consider what the value of the meters would be to the city if we had kept them under city management and raised the rates ourselves. That is the question, no? That's, to me, that's the question. I couldn't believe that they put in writing that they did not do that. I just, yeah, I think I probably very quickly was like, well, that's it.

Read the full transcript

26:32We should. That's it. The report's done. They didn't consider it. Ha ha. We got them. Let's go. Yeah, right then, Aaron realized the only thing the city calculated was what they could expect to get from the private sector. Not what the parking meter profits were worth to citizens, to the city if they kept them. And for Aaron, one of the biggest problems was the discount rate the city used for the deal. He says it was just too high. Basically, the city undervalued the future profits. Aaron wanted to correct this. He did a bunch of research, called up experts across the world to see what discount rate he should use to figure out what the present value of the parking meter system was to Chicago, to its residents.

27:11And then he ran his own models using a conservative estimate of profits and a less aggressive discount rate. We concluded that works out to a value of the city's parking meters in 2008 of$2.1 billion or so. So about a billion dollars more than the city ended up selling it for. That's a huge difference. Yeah, that's like double. Just about. Just about. Aaron also looked at the length of the deal. He found that Chicago got 93 % of the value of the deal out of the first half of the lease, the first 37 years. Which means Chicago got pretty much nothing for the last half, the last 38 years. And why would you do that?

27:53And I don't know why. We pressed that point and they never responded to the length of the lease, which is, I think, the most egregious part of the transaction is the length of the lease, that you've sort of made this decision for three generations of folks who live in the city of Chicago, and there's very little they can do to undo this decision. Does it make you angry?

28:24Yes, I guess. angry that it was just sort of this short-term band-aid solution to get through, you know, a single year or two's budget problems. And now the city has lost this asset that it used to have that turns out to be pretty valuable. It's still unclear whether this deal was so long and so bad because of negligence or myopia or just ineptitude. And in fairness to the city, they said that Aaron's estimates were unrealistic because they didn't have the political will to raise meter rates themselves. What is clear is that this deal has been super lucrative for the buyer's side. According to an audit published last year, the company that paid for the meter system has earned back their billion-dollar-plus investment and earned another$800 million on top of that.

29:17And there's still almost 60 years left on the contract. Yeah, Scott Wagespach, the alderman who voted against the deal, he still has a lot of feelings about how this all went down. It is the worst deal, I think, in municipal history in the United States. Wow! Oh yeah, it's absolutely the worst deal in the history of municipalities. If you're running a post-mortem on what makes this the worst deal of all time, it kind of boils down to three things. One, Chicago discounted the future too much. Two, they made the term of the lease too long. And three, they made the decision too quickly during a moment of crisis.

29:56All of this feels like kind of a case study about why privatization is such a controversial topic. The case for privatization, of course, is that there are times when the private sector can do things more efficiently or cheaply than the government. Or, as in this case, that it offers the government access to much-needed revenue when they need it, instead of having to collect it quarter by quarter over decades. But if you don't actually do the math, actually tally up how much those meters would have paid out if the government kept them, or figure out how much it's worth to keep control over adding new bike lanes or closing off city blocks for a parade, you may just end up selling the farm for a pittance.

30:36There is one more reason that I think this deal has continued to piss everyone off. It's kind of a cynical take. I ran it by Scott, the alderman. I have this theory that the reason people really hate this deal is not necessarily because of the economics. It's because they have to feed the meters all the time and they interface with it all the time, right? Like selling off the proceeds to toll road used by out-of-towners or parking lots used by tourists is not as viscerally annoying than the parking meters. Do you think my theory holds in? Yeah. Yeah, I agree with you. You know, when you're going across a bridge or something and, you know, you kind of put the money in for the easy pass, that's, you know, kind of quick.

31:20But when you're having to drive around the city and anywhere you pull up and you're putting money into that box and you're thinking, OK, hardly a dime of this is going to the city. That's money right out of your pocket for the next, you know, what is it, 60 plus years? Several generations. Yeah. Kids and grandkids will be paying for this thing for decades to come. Everyone who's ever visited a big city knows that finding a parking spot remains one of the great pains of modern urban life. But because of this deal, Chicagoans have also felt this additional sting. Now, every time they pop in a quarter or many quarters to feed the meter, instead of funding their own city, they are essentially renting back the space that used to belong to all of them, hour by hour at cutthroat rates.

32:10until the meter contractually runs out on February 29th of 2084. Yeah, you heard that right. The contract, this whole situation, ends on a leap day.

32:28Hey, just a little reminder on how you can keep our meters running. Planet Money Plus supporters get every episode without any sponsor messages. They get bonus episodes. and most importantly, they support this journalism that you're hearing right now. Directly. Which means we can rely less on sponsors or anyone. You can sign up at plus.npr.org slash planetmoney. This episode was produced by Willa Rubin with help from Luis Gallo and Sam Yelohorse Kessler. It was edited by Jess Jang, fact-checked by Vito Emanuel, and engineered by Sina Lafredo. Alex Goldmark is our executive producer. Special thanks to Ben Jaravsky, Tony Arnold, David Hoffman, and Matt Messbarger from Chicago's clerk's office, who found that amazing recording of the city council meeting.

33:10Also, big, big thanks to Henry Grabar. I first heard about this story from his terrific book, All About Parking. It's called Paved Paradise. I really loved it. I'm Nick Fountain. I'm Alexei Horowitz-Gazi. This is NPR. Thanks for listening.

33:32Support for NPR and the following message come from Edward Jones. A rich life isn't always a straight line. Unexpected turns can bring new possibilities. With a hundred years of experience navigating ups and downs, Edward Jones can help guide you. Let's find your rich together. Edward Jones, member SIPC. This message comes from Babson College. Ever notice how one idea can change an entire market? At Babson College, graduate students learn to turn bold ideas into real-world impact, whether launching a startup or rethinking business as usual. In Babson's MBA and specialized master's programs, you'll gain the skills and experience to lead change.

34:15Ranked number one in entrepreneurship, Babson is shaping leaders who don't just study the economy, they build it. More at babson.edu slash grad school. This message comes from Capital One with the Quicksilver card. Earn unlimited 1.5 % cash back on every purchase, every day. What's in your wallet? Terms apply. See CapitalOne.com for details.

From the publisher

In 2008, Chicago’s budget was in a bad place. The city needed money. One way to raise money was to increase property taxes, but what politician wants to do that? So instead, Mayor Richard M. Daley’s administration looked around at the resources the city had, and thought, ‘Any of this worth anything?’ They opted to lease out the city’s metered parking system — to privatize all 36,000 of its parking meters. 

The plan: have private companies bid on operating the meters, modernizing the system, and keeping the profits for a certain number of years. In exchange, they would give Chicago a big lump sum payment. The winning bid was $1.16 billion dollars for a 75-year lease. 

Today’s episode is the story of how that bid got put together, and how it came to be hated. There are kidnapped parking meters, foot chases through City Hall, and trashbags filled with secret documents. 

Pre-order the Planet Money book and get a free gift. /  Subscribe to Planet Money+

Listen free: Apple Podcasts, Spotify, the NPR app or anywhere you get podcasts.

Facebook / Instagram / TikTok / Our weekly Newsletter.

This episode was produced by Willa Rubin with help from Luis Gallo and Sam Yellowhorse Kesler. It was edited by Jess Jiang, fact-checked by Vito Emmanuel and engineered by Cena Loffredo and Robert Rodriguez. Alex Goldmark is our executive producer.

Music: NPR Source Audio - “Smoke Rings,” “Reverend,” and “Sniffin Glue.”

Learn more about sponsor message choices: podcastchoices.com/adchoices

NPR Privacy Policy

More from Planet Money

All 373 episodes
When Chicago pawned its parking metersPlanet Money · 31 min
Listen in VO