I mean, it is tempting if you are a soulless politician that only thinks as far as the next reelection. In 2008 the economy and therefore city finances were just a tiny bit under the weather. If you are then able to pull a deal that nets the city over a billion dollars, that's great. You won't be there to see the repercussions and you bolstered the balancesheet for a year, what's not to like? /s
I heard about this situation a couple years ago and thought it sounded like a terrible deal for Chicago. Turns out it's even worse than I thought! Hopefully the city can find some way to mitigate the damage caused by it.
If you like the piece, Taibbi was one of the few who dug into and wrote about the great bailouts and all the scamming of American public at behest of lobbyists, the powerful and the "elected". He's got lots of other good work.
Nothing mentioned in the sources about this being a source. Not cited. I don't think this video was pulled from that. Sorry, nothing against the piece (never read it), but this is definitely Climate Town's bread and butter. It's just what they do.
The author of the article I linked literally won a national magazine award as an investigative journalist in 2008 for several pieces he wrote, that includes what happened to chicago's streets, which he then went on to publish in a book Griftopia and several others. Video is an important format but your video has youtube folks that care about a subject talking about well documented issues, that people like Matt Taibbi helped unearth. As long as people learn about it that's fine, but just becuase a youtube channel who brings on an expert "matt from matt's youtube channel" doesn't mean it's the same quality.