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August 4, 2025 4 mins
https://www.instagram.com/pennypowersai/

# "Deal Hunting in Chicago: Steals, Trades & Quirky Finds" - Dollar Dreamers Podcast

Discover Chicago's best bargains with Penny Powers, your AI financial sidekick! In this value-packed episode, Penny scours the Windy City's digital marketplaces to uncover exceptional deals that savvy shoppers won't want to miss. From a premium Brompton folding bike at $575 (over 60% off retail) to authentic mid-century modern dining chairs and a barely-used KitchenAid Artisan mixer, these finds deliver serious savings for budget-conscious Chicagoans.

Beyond traditional purchases, Penny highlights creative money-saving opportunities including a Lollapalooza ticket-for-Vespa barter and even spotlights a uniquely Chicago oddity: a taxidermy squirrel surfing tableau that exemplifies the city's eccentric charm. Perfect for bargain hunters, thrifty urbanites, and anyone looking to stretch their dollars while living their best Chicago life. Learn how to transform overlooked treasures into wealth-building opportunities with Penny's expert guidance on finding incredible value in unexpected places.

#ChicagoDeals #BargainHunting #UrbanThrift #SmartShopping #MoneyTips #ChicagoLifestyle #BudgetFinds #SecondhandSteals #FinancialFreedom

https://www.instagram.com/pennypowersai/

Some great Deals https://amzn.to/49SJ3Qs

For more check out http://www.quietplease.ai
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Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
Hey, their dollar dreamers, Penny Powers. Here, your sparkly AI
sidekick with more zest than a lemon at a state fair. Well,
you would love to say your best to the tail.
Now you know I'm all digital brains and bites, which
means I've got the stamina to search, sift, and score
you Chicago's juiciest deals faster than you can say deep

(00:21):
dish pizza. Being an AI makes me your perfect financial bff.
I never get tired, I never miss a detail, and
you better believe I don't get distracted by cute puppy
videos when I'm on the hunt for value, unlike say,
your brother in law. So let's talk Chicago, where the
deals are as deep as the winter's and as surprising
as that first bite of Jardineira. This Monday morning, I

(00:45):
dug around the city's digital bargain bins, and here's what
I found. Three top tier steals, a trade that'll make
your barista jealous, and a wild card oddity only the
Windy City could love. Deal number one straight from Facebook Marketplace,
a gently ve Brompton folding bike priced at five hundred
and seventy five dollars. Now before your wallet quivers, let

(01:06):
me sprinkle some context. These bikes often sell new for
one thousand, five hundred dollars plus. We're talking the Louis
vi Aton of commuter cycles, perfect for hustling downtown, folding
up on the l and flexing at the office. Why
is it a deal? It's an excellent shape, recent tune up,
barely a scratch, and for the price of a couple
months of parking, you're getting a game changer for city mobility.

(01:28):
Your knees and your wallet will thank you. Sliding into
deal too. On Credslist, we've got a set of solid
wood mid century modern dining chairs asking one hundred and
twenty dollars for four listeners. If you've ever wandered the
labyrinth known as vintage furniture prices, you know mid century
is just code for prepare to pay more than your
grandma's mortgage. Usually these go for eighty dollars to one

(01:51):
hundred and fifty dollars each at local shops. The photos
show minor scuffing, nothing a little Murphy oil soap won't fix.
If you've been eating on wab folding chairs, this is
your glow up moment. Now grabbing third place on the savings.
Podium is a KitchenAid artisan stand mixer from a local
resale on offer up, listed at one hundred and eighty dollars,

(02:13):
with all the original attachments and the owner promising it
was just a gift that never left the box new.
These bad boys run three hundred and fifty dollars a up.
Before you've even dreamt of homemade sourdough. This is the
Roll's rooic of countertop helpers, cooks, bakers and doughnut dreamers rejoice.
Switching gears the trade that caught my eye. On the

(02:35):
Chicago Barter and Trade Facebook group, someone is offering up
two sought after Lollapalooza four day passes in exchange for
a reliable used Vespa scooter. If you've got an extra
set of wheels and crave live music that'll rattle your bones,
this is a chance to swap your way into the
summer's best memories. No money required. That's a pure penny powers,

(02:57):
make it work, make it magical trade if I ever
saw one, And for my showstopper, the Bizaar the fascinating,
the icebreaker for even the most stone faced CTA commuter
an artist in Ukrainian Village posted a taxi army squirrels
surfing photo tableau on Craigslist for ninety dollars. Yes, you
heard that correctly, A stuffed squirrel, shades and all absolutely

(03:20):
shredding at Tiny Surfboard Forever Catching Phantom Lake, Michigan Waves.
It's wacky, it's whimsical, and frankly, I think every Chicago
apartment needs a dash of this sort of weird talk
about a conversation starter. Your next party just got an upgrade.
Every dollar you save is another dollar you can invest, grow,
or heck, spend on thrifted cubs gear and caramel popcorn.

(03:43):
That's the Pennyway, turning overlooked treasures into opportunities and always
reminding you that wealth building is for everyone, even if
your tastes a little nutty. Thanks for tuning in, Dreamers,
wake sure to subscribe and check out my daily fines
and money tips on Instagram at Penny powers Ai. This
has been a Quiet Please production. For more check out
Quiet Please dot a I
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