Thanksgiving is supposed to be about gratitude, togetherness, and carbs. But let’s be honest—every family has at least one person who can turn a perfectly good holiday meal into a psychological endurance test.

In this episode of Let’s Settle This, Grant and Jonathan rank the family members most likely to ruin Thanksgiving dinner—from the mildly irritating to the emotionally catastrophic.

🎯 Welcome to Let’s Settle This, the show where funny hypotheticals into full-contact conversations. Every week, Grant and Jonathan dive into pop culture, holidays, and human absurdity to decide who’s actually right. Deadly game shows? Thanksgiving guests? Yeah — we’re settling that.👇 Watch, listen, and join the debate 👇🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqpzroUz84HbyglomX🍎 Listen on Apple Podcasts: https://podcasts.apple.com/us/podcast/lets-settle-this/id1845368464📱 Follow @LSTTheShowTwitter → https://twitter.com/LSTTheShowInstagram → https://instagram.com/LSTTheShowTikTok → https://tiktok.com/@LSTTheShowYouTube → https://youtube.com/@LSTTheShow📩 Got a hot take or debate to settle? Email us: gentlemensbet100@gmail.comGive us a five star review if you like our show!

⏱️ Timestamps:

0:00 Intro

0:15 Conspiracy Theorist

5:18 Wellness Evangelist

10:34 Religious Convert

14:00 Back in My Day

17:02 Oversharer

18:50 Life Milestoner

21:32 The Pouter

22:58 The Politico

23:40 The Downer

What’s the best fictional deadly game show—if you had to play?In the first episode of Let’s Settle This, Grant and Jonathan debate which survival contest gives you the best (and worst) odds: Squid Game, The Hunger Games, The Circle, The Long Walk, Last Samurai Standing, or The Running Man.From psychological mind games to flat-out carnage, we break down strategy, chaos, and what it would really take to win.🎯 Let’s Settle This turns pop-culture debates into full-contact conversation.Every week, Grant and Jonathan dive into something that needs a definitive answer and they get to the bottom of it! Deadly game shows? Thanksgiving sides? Yeah — we’re settling that.👇 Watch, listen, and join the debate 👇🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqpzroUz84HbyglomX🍎 Listen on Apple Podcasts: https://podcasts.apple.com/us/podcast/lets-settle-this/id1845368464📱 Follow @LSTTheShowTwitter → https://twitter.com/LSTTheShowInstagram → https://instagram.com/LSTTheShowTikTok → https://tiktok.com/@LSTTheShowYouTube → https://youtube.com/@LSTTheShow📩 Got a hot take or debate to settle? Email us: gentlemensbet100@gmail.com⏱️ Timestamps:0:00 Intro1:02 Squid Game Old Guy2:06 Glen Powell7:38 Running Man11:21 Hunger Games14:07 Squid Game15:35 Last Samurai Standing17:43 Circle21:50 The Long Walk25:43 The Results

We thought hype couldn’t change human nature. New York City proved us wrong.

The New York City mayoral race has been everywhere — headlines, TikTok, subway chatter. But will that buzz actually get people to the polls? NYC’s turnout has hovered around 23% for three straight elections.

Grant and Jonathan set a line and pick a side. You decide which way the city will swing.

👉 Follow us for weekly bets & behind-the-scenes fun

TikTok / Instagram / X → @GentBet100

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🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📩 Got a hot take or bet idea? Email us: gentlemensbet100@gmail.com

Two players. Both defined by their connection to the Mavs. We bet $100 on the line to see how many more points Luka would score than Flagg in the first 3 NBA games of the season. Can the next big thing hang with one of the league’s best? Or are we getting ahead of ourselves (again)?

Gentlemen’s Bet is where pop culture debates become real cash wagers. From music and sports to trending topics—if it can be measured, we’ll bet on it. Set a line. Pick a side. See who’s right.

👉 Follow us for weekly bets & behind-the-scenes funTikTok / Instagram / X → @GentBet100

📺 Subscribe: @GentBet100🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📩 Got a hot take or bet idea? Email us: gentlemensbet100@gmail.com

⏱️ Timestamps:

0:00 Intro

0:50 Kawhi Leonard

5:43 Trailblazers

6:51 The Bet

14:02 The Bids

20:25 The Results

It might go down as the best World Series ever — but our $100 bet came down to the last game. Grant and Jonathan track every blast, sweat every inning, and still find time to argue why despite a classic series, baseball still can't get out of its own way.

💸 Gentlemen’s Bet turns trending stories into real wagers—from pop culture to sports to whatever’s lighting up the internet. Set a line. Pick a side. See who’s right.

👉 Follow us for weekly bets & behind-the-scenes funTikTok / Instagram / X → @GentBet100

📺 Subscribe: @GentBet100

🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📩 Got a hot take or bet idea? Email us: gentlemensbet100@gmail.com

⏱️ Timestamps:

0:00 Intro

0:27 The World Series

3:49 Baseball's Biggest Issue

10:22 The Bet

13:21 The Decimal Point

18:00 The Results

21:09 Hair Pulling Machine

How high would Wednesday Addams climb on the list of 2025’s most popular Halloween costumes? Jonathan puts $100 on the line to find out—confident that the gothic queen of streaming would dominate the holiday once again.But the moment he locks his bet, Grants reminds him there one costume out there that could ruin everything: K-Pop Demon Hunters. 😬

From TikTok trends and movie releases to retail data and pop-culture buzz, the guys crunch the numbers (and their nerves) to see if Wednesday still has a shot—or if this year’s costume craze has a new final boss.💸 Gentlemen’s Bet turns trending stories into real wagers—from pop culture to sports to whatever’s lighting up the internet.

Set a line. Pick a side. See who’s right.

👉 Follow us for weekly bets & behind-the-scenes funTikTok / Instagram / X → @GentBet100

🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📺 Subscribe on YouTube: @GentBet100

📩 Got a hot take or bet idea? Email us: gentlemensbet100@gmail.com

⏱️ Timestamps:

0:00 Intro

1:07 Most Embarrassing Costume

4:36 Hampshire Halloween Mudmen

8:26 The Bet

11:47 The Bids

15:54 The Results

How high would Wednesday Addams climb on the list of 2025’s most popular Halloween costumes?

Grant and Jonathan put $100 on the line to find out—confident that the gothic queen of streaming would dominate the holiday once again.

But the moment Jonathan locks in his bet, he remembers the one costume that could ruin everything: K-Pop Demon Hunters. 😬

From TikTok trends and movie releases to retail data and pop-culture buzz, the guys crunch the numbers (and their nerves) to see if Wednesday still reigns supreme—or if this year’s costume craze has a new final boss.

💸 Gentlemen’s Bet turns trending stories into real wagers—from pop culture to sports to whatever’s lighting up the internet.

Set a line. Pick a side. See who’s right.

👉 Follow @GentBet100 for weekly bets, behind-the-scenes clips, and space-age bragging rights.

🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📺 Subscribe on YouTube: @GentBet100

Give us a Five Star review and share the word!

⏱️ Timestamps:

0:00 Intro

1:07 Most Embarrassing Costume

4:36 Hampshire Halloween Mudmen

8:26 The Bet

11:47 The Bids

15:54 The Results

The Orionid Meteor Shower was billed as the most visible in years—so Grant and Jonathan bet $100 on how much media coverage it would really get. Would the skies (and headlines) light up, or would everyone just sleep through it?

They lock in their predictions on the number of news mentions and online hype while Producer Jones struggles to pronounce Halley’s Comet. From cosmic forecasts to click-through counts, it’s a battle of science, stats, and snark.

💸 Gentlemen’s Bet turns trending stories into real wagers—from pop culture to sports to whatever’s lighting up the internet. Set a line. Pick a side. See who’s right.

👉 Follow @GentBet100 for weekly bets, behind-the-scenes clips, and space-age bragging rights.

🎧 Listen on Spotify: https://open.spotify.com/show/2a1xfqp

🍎 Find us on Apple Podcasts: https://podcasts.apple.com/us/podcast

📺 Subscribe on YouTube: @GentBet100

Give us a five star review while you're at it!

⏱️ Timestamps:

0:00 Intro

0:23 Betting on Meteors?

2:26 Asteroids, Comets, or Meteors

4:39 The Bet

8:09 Visibility!

10:49 The Bids

13:24 The Results