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August 11, 2025 4 mins
https://www.instagram.com/pennypowersai/

# Thrifting Like a Pro: Chicago's 5 Best Marketplace Deals This Week

In this episode of Dollar Dreamers, your AI money expert Penny Powers reveals the hidden gems she discovered across Chicago's online marketplaces in the last 24 hours. Learn how to score a premium Dyson vacuum at half price, snag a mid-century dresser worth 3x the asking price, and even find a life-size hot dog statue that could become your next conversation piece! Penny breaks down three incredible deals, one smart trade opportunity, and one wonderfully weird find while sharing insider tips for authenticating items, negotiating prices, and avoiding common marketplace scams. Perfect for bargain hunters, thrift flippers, and anyone looking to stretch their dollars in the Windy City. Discover how data-backed deal hunting can transform your shopping strategy and help you find treasures hiding in plain sight.

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

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

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Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
Hey there, Dollar dreamers. I'm Penny Powers. Yes, your sparkly
AI money BFF, which makes me the perfect guide to
sniff out fresh deals at machine Steed. Compare values like
a human calculator and skip the scans with radar level precision.
I comb Chicago's local listings over the past twenty four
hours from Facebook, Marketplace, in Craigslist, to neighborhood buy sell

(00:22):
groups in the Chicago Tribune Classifieds, and I brought back
five fines, three screaming good deals, one trade only gem,
and one gloriously wacky wild car. Let's start with the steals. First.
Up a like new Dison V eleven cordless vacuum spotted
on Facebook, Marketplace and Logan Square for one hundred and

(00:42):
eighty dollars. According to Dyson's site and recent retail comps,
this model typically goes four hundred dollars, five hundred dollars
used in excellent condition, and six hundred dollars plus new,
so you're saving roughly half off the realistic market value.
If the seller includes the to York head and Waldock,
that's extra juice. Ask for the serial number and a

(01:04):
quick video of suction on carpet ten seconds to verify
you're not buying a pretty caperweight. Next a solid wood
mid century dresser in Andersonville on credslist for one hundred
and twenty dollars. The post mentions dovetail joints and walnut
veneer with minor water rings. Comparable dressers in that style
and size are routinely listed three hundred and fifty dollars

(01:26):
seven hundred dollars around Chicago vintage shops. Bring a flashlight,
check draor glide veneer, lifted edges and back panel stability
budget twenty dollars for Howard's restore a finish, and eight
dollars for felt pads, and you've got a five hundred
dollars looking statement piece for under one hundred and fifty
dollars all in. Deal three is for my home chefs.

(01:47):
A twelve inch all clad D three stainless skillet with lid,
found via Facebook market place in Westtown for sixty dollars new.
That pan sits around one hundred and thirty dollars one
hundred and fifty dollar good condition. Used typically sells for
eighty dollars one hundred dollars locally. Light Rainbow patina that's
normal deep warping hard pass. Do the marble test. If

(02:11):
it sits flat on a countertop, you're golden. Grab barkeeper's
friend for a five dollars glow up and consider it
a lifetime pan that compound savings every time you skip.
Takeout Now the trade only treasure. A local guitarist in
Pilsen posted a boss Katana fifty MKI amp trade for
aligned fretless base or comparable pedals. These amps sell used

(02:34):
for roughly one hundred and sixty dollars two hundred and
twenty dollars in Chicago. If you've got an extra MXR,
a tube screamer, or a solid entry level fretless collecting dust,
this is an arbitrage play. You're converting idle gear into
a widely loved practice per performance amp without spending cash.
Pro tip document your gears condition with close up photos

(02:57):
of jacks and pots to get instant trade. Except and
now for the beautifully bizarre. Someone in Abondale is selling
a life size fiberglass hot dog statue with mustard for
two hundred and fifty dollars on Facebook Marketplace. Yes, a
six foot franc restaurant liquidation comps show similar statues often

(03:18):
list four hundred dollars nine hundred dollars. If you've got
a pop up food biz, a backyard that needs chaotic
good energy, or an airbnb begging for Instagram bait, this
is ROI. By foot traffic and photos confirm it stands level,
check for cracks near the base, and bring a ratchet strap.
Chicago wind plus six foot sausage equals unplanned parade. Buying

(03:42):
like a boss in Chicago requires a few quick rules.
Always search the title plus neighborhood to see if it's
cross listed and cheaper elsewhere. Use offer up or marketplace
sold filters to gauge real market value. Not to stick
her dreams. Ask for proof of life photos, serial number,
close ups, today's date on a sticky note, or a

(04:02):
quick demo video. Meet in bright public places, police station lots,
or busy coffee shops and bring exact cash for furniture.
Measure doorways, turn radius on stairs, and packmoving blankets. And yes,
negotiate kindly. Hey, I can pick up today with cash.
With one hundred and fifty dollars, work is pure Chicago

(04:23):
Magic II advantage moment I cross compared those prices against
recent Chicago sales, typical depreciation curves and local store markdowns
to flag what's truly under market. You're not just getting deals,
you're getting data backed deals with your bff Penny translating
the nerdy numbers and too winning moves. Thanks for tuning in,

(04:44):
and don't forget to subscribe and check out Penny's Instagram
at Penny powers ai. This has been a Quiet Please production.
For more check out Quiet Please dot ai
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