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PODCAST

Lots of Money: Deena & Cleena Weena the Lottery!

Deena and Cleena are two lifelong friends (who met in their 30s) living out of Toledo, Ohio where one day they hit the literal jackpot and won 500 MILLION DOLLARS. Equipped with their shared windfall, limited business acumen and overpriced podcasting equipment, these kooky ladies are opening their doors to hear pitches and proposals from eclectic entrepreneurs on how they can shrewdly invest their winnings...but it’s not so simple. Each episode they’ll dive deep into their guests’ lives and

comedy improv

All Episodes

01:13:41

Conner C. VS. Conner Sr. (feat. Austin Williams &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/09/05

Us here at D&CWtL love talking about our breaks and this blurb is no exception. "We're back!"Deena & Cleena jump back in with a bang by submitting a formal apology to their book club before making history with our entrepreneur contestants. For the first time in podcasting history (probably, we will not do our own research) we bring a family together. Young punk musician, Conner C (Austin Williams), needs money to fund his emo album at Capitol Records and naturally the pitch leads to

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01:29:16

Ladybell Johnson VS. Wood (feat. Nick Tiffany & Derek...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/08/22

Like the McRib sometimes, we're BACK! And with an announcement...the ladies will be traveling the world and country so going forward we'll be recording on Zoom. It's going to be so seamless and not complicated for us at all so you may not notice, but we're nothing if not honest on this show.This week we still have amazing guests in studio slanging up some high concept and high yield pitches. First up, Ladybell Johnson (Nick Tiffany) is at war with The Rats and is in need of artillery. Then the

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01:29:12

Connie Mann VS. Cash Warren (ft. Avery Girion & Chris...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/08/01

We're back this week and we're so sorry we betrayed your trust of a weekly episode delivery! But Deena and Cleena have a reasonable and patriotic excuse which they address up top. Then it's right back to investing starting with Connie Mann (Avery Girion), a savvy southern lady who tries to hook up the gals with "lottery protection insurance" with a personal touch. Up against her is Cash Warren who wants $400K to live out a Stand By Me style fantasy with a splash of luxury. It comes down to the

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01:20:36

Parker Harbor VS. Dr. Pascal (ft. Alex Maystrik &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/07/18

Deena & Cleena are back and almost immediately start talking Summer classics like leg hair and lemonade stands. Then Jersey Shore local, Parker Harbor (Alex Maystrik), comes in with a humble request to help finance the removal of a dastardly neighbor. He's up against "genuine guy", Dr. Pascal(Pablo Hernandez) who is the inventor behind an everyday device that tells you what percent racist you are - a wonderful minefield to tap dance around. And this week's deal breaking / making game is a series

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01:19:35

Suzy Silverstone VS. Salty Cashquarter (ft. Anja...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/07/11

This week Deena and Cleena talk with Suzy Silverstone (Anja Boltz) about her mission to create the perfect meme & with former (disgraced) detective Salty Cashquarter (Aricia Skidmore-Williams), who is looking to start the first international spy school for regular looking folk! We dive into what exactly makes a good meme and make some strong accusations towards Justin Timberlake’s involvement in a city bus stabbing spree. Then we introduce a BRAND NEW GAME that Deena recently splurged on called

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01:22:18

Corgi Bensa VS. Bert Garbedgemin (ft. Anisha...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/07/04

What's more American than spending your hard-earned lottery winnings to start companies in a cut throat capitalistic arena? In that case every episode is technically 4th of July themed so don't ask us why this one specifically isn't! Deena & Cleena bring on stalker turned friend, Corgi Bensa (Anisha Jagannathan), and later Bert Garbageman (Ezra Partier) asks for cash to get his trashy superhero origin story off the ground - but not until he apologizes for wronging Deena's niece. All this and a

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01:14:45

Dick Monalds VS. Torfáni (ft. Dickie Copeland & Ryan...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/06/27

In this landmark 10th episode, Deena and Cleena are all business and more importantly all pleasure. They welcome on Dick Monalds (Dickie Copeland), S-double-VP at Blackrock - no, not the record company - who almost drives a wedge between the gals by flirting hard on his way to a very soft pitch. And then world class perfumer, Torfáni (Ryan Rosenberg), stinks up the joint with his weaponized spritzes and European condescension. The two then go head to head for an investment pageant style facing

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01:11:56

Terry McClintock VS. Dirk Nutterbaum (ft. Ryan Coil &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/06/20

The Warren Buffetts of Toledo are back! Deena and Cleena start off sharing deep wisdom and confronting some childhood rollerskating trauma. Then Terry McClintock (Ryan Coil) helps define a romcom with his pitch on a You've Got Mail inspired theme park. He's challenged by mutual friend of their absent husbands, Dirk Nutterbaum (Allyson Phillips), who boldly pitches an elaborate enterprise designed to scare spouses stuck at home with convincing rouses that are meant to distract them from their

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01:02:39

Martin McDougal VS. Little Wally (ft. Sydney O'Toole...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/06/13

This week Deena & Cleena try to empower the youth of Toledo. Out of the mouth of babes, Martin McDougal (Sydney O'Toole) and Little Wally (Phil Arliss), come two precocious pitches. Martin wants to invent an app that translates Taylor Swift's lyrics while Little Wally is looking to hire a local tough to intimidate his own father. The two then duke it out in the audio equivalent of a school yard brawl to determine a winner, and all this while Cleena records horizontally due to her bad back!

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53:56

Leaf Waffle VS. Tracy (ft. Jake Jabbour & Allyn Pintal)

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/06/06

This week Deena and Cleena learn a lot: Deena learns biscuits aren't just for dogs and Cleena discovers the difference between a rude and an offensive question. And it's all thanks to our wonderful guests Leaf Waffle (Jake Jabber) and their friend's daughter, Tracy (Allyn Pintal). Leaf has a breakfast invention and a storied past, and Tracy wants the ladies to invest in her future as a partier. Then the heat turns up in a brand new game of finger pointing called "J'accuse!" and not even our hosts

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58:37

Gemma Buckingham VS. Darlene (ft. Cameron Kelly &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/05/30

Where to begin - this one's got EVERYTHING! Romance, accents, necromancy critters, references to the Rachel haircut, and a game segment that almost immediately goes off the rails. Gemma Buckingham (Cameron Kelly) brings in a pitch for those in need of a second chance, and Darlene (James Jellin) has a plan to give all non-mother heathens a bundle of creepy crawly joy. Deena and Cleena do their best to conduct serious business but sometimes love just trumps all. Listen in to make this make sense!

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01:10:07

Lorraine Kegel VS. Tina Tushy (ft. Alexis Rhiannon &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/05/23

Uh oh! This week the girls are absolutely swept away by the spirit of FEMINISM after meeting belly button activist Lorraine Kegel (Alexis Rhiannon) and legendary gossip hound Tina Tushy (Alex Bigelow). An absolutely electric generic game segment nets a shocking result that you just might have to tune in and LEAN IN to believe!

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01:23:40

Maxwell Star VS. Gregory Chest (Michael Mauriello &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/05/16

By now Deena and Cleena are addicted to making shrewd investments and they can't be stopped! This week they bring in quadruple threat and aspiring American Idol contestant, Maxwell Star, to go against a friendless member of the renown Chest Family, Gregory Chest, who's desperate to have a dinner party. The two duke it out like age-old adversaries but by the end they're forced to telepathically mind-meld in our trademarked generic game segment. For what business purpose? You decide!

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01:09:49

Sheryl Straid VS. Chip McGillicutty (ft. Liliana...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/05/09

Deena & Cleena unlock the gates and welcome in two new bona fide weirdos to make their case for an investment. This week we have Sheryl Straid (Lilliana Winkworth), not that one, who has invented an audio smoke bomb of sorts to escape from awkward conversations. And Chip McGillicutty (Meredith Dillon) lays out their humble dream of performing on American Idol and enlists the ladies in a scheme to get around the pesky age limit of 28. All that and a game that gets our crew thinking like a family

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01:07:44

Richard Caruso Jr. VS. Byron Mace (ft. Tao Yang &...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/05/02

You thought this was a one episode podcast? WRONG! Cleena & Deena are back in their Toledo studio to hear two new amazing pitches. First up is Richard Caruso Jr. (Tao Yang), who is seeking frankly too much money for his extremely niche dating service. He's up against Byron Mace (Sunny Zimmerman), a Baltimore based entrepreneur that has partnered with their Uncle Buoy, a pillar of the scientific community, to engineer a novel sleeping aid for young children. It's anyone's game! Or is it?

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01:09:54

Trent Fishtaceaux VS. Zane the Lifeguard (ft. May...

Lots of Money: Deena & Cleena Weena the Lottery! ·

2024/04/25

It's our first episode!!! Cleena and Deena open the doors to their top of the line studio and welcome in Trent Fishtaceaux (May Darmon), a veteran movie producer seeking financing for his vaguely familiar projects, and Zane the Lifeguard (Isabella Escalante), who has a novel solution to the problem of solitary surfing. And stick around to the end for our inaugural game segment and to see who is going to "weena" an investment!

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