Structured Settlements 4Real®Blog 2026

Structured settlements expert John Darer reviews the latest structured settlements and settlement planning information and news, and provides expert opinion and highly regarded commentary. that is spicy, Informative, irreverent and effective for over 20 years.

by Structured Settlement Watchdog

Stone Street Capital might not think so, but I think I'm doing them a favor. I showed their tweet that I reported on yesterday, to random passenger on an Amtrak train on which I am riding. I asked him to give his first impression of the $100 bill over a wad of $1 bills which Stone Street used to promote itself yesterday.

First words " a bunch of crooks" "That's like the old Chicago Roll"

Not familiar with the term I found this explanation in the Urban Dictionary:

Chicago Bank Roll

A roll of money, consisting entirely of singles, with the exception of a twenty wrapped around the outside.

I thought he gave me the whole amount, turns out it was a Chicago bank roll.

Stone Street's tweet featured a $100 over $1, and a it was a wad not a roll and thus could be appropriately classified as a waddling "Ben Dover George".

Now, I'm not saying that Stone Street Capital are a bunch of crooks, far from it,  but another social media gaffe on choice of images is being called into question.

Several months ago I took the mickey out due to a Stone Street ad which appeared to show a man being bitten in half by crocodile, which unwittingly played into the irony of the discount taken by structured settlement buyers and more recently with a tweet featuring a quote from a movie with the title "Taken".

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