Best TimeShare Podcasts (2025)

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Episode 162: Timeshares. The Emotional Trap, the Real Math & What It Means for Your Mortgage 15:45

Play Pause

1d ago15:45

15:45

Send us a text This week we’re recording from Mexico and talking about the one topic nearly everyone has an opinion on: timeshares. Are they worth it? Are they ever a smart financial move? Do they actually save you money on vacations? And most importantly… How do they affect your mortgage and credit? In this candid episode, we share: • Why timeshar…

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Episode 1336: Luxury living: It’s not a timeshare, it’s a Pacaso 25:47

2d ago25:47

25:47

Austin Allison, cofounder and CEO of Pacaso, a property brokerage firm that buys single-family luxury homes in destination markets in the United States and aboard, joins the program to explain his company’s name and why he considers it the NetJets of luxury living. (12/2025)

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Preview Timeshare grifter Cloobeck backs Swalwell for governor; Maviglio's legal defense fundraiser; Progressive Connie Chan joins race for Pelosi's seat 5:05

3d ago5:05

5:05

**This is a preview of our premium Saturday show, The Plug. To listen to the full episode, go to patreon.com/thedrain.** Hey folks! We've got some spicy updates on a few stories we've been following the last few weeks: Remember that weirdo multimillionaire, Stephen Cloobeck, running to be California's next Democratic governor? Well, he's dropped ou…

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Should You Book a Resort, Cruise, Airbnb, or Timeshare in 2025? Our Honest Family Breakdown 27:54

16d ago27:54

27:54

If you’ve ever tried to figure out whether your family should book a cruise, an all-inclusive resort, an Airbnb, or a timeshare, this episode will help you make that choice with confidence. We’ve traveled with our boys through all four options, and we’re sharing what the experience is really like. From food and kids’ activities to the overall stres…

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Episode 327 - Lessons I Wish Someone Would've Told Me, 50 Year Mortgage, Timeshares, Regulations & MORE 50:24

16d ago50:24

50:24

Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 FOLLOW US: https://www.facebook.com/share/g/16XJMvMbVo/ https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/…

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TIMESHARES ARE FOR IDIOTS 1:12:43

22d ago1:12:43

1:12:43

Kevin's new setup is fighting for its life, Jason's roasting anything that breathes, and Jose's out here explaining timeshares like a TED Talk nobody asked for. The guys spiral into a debate on the dumbest ways people waste money—cars they can't afford, $10 coffees, lifted trucks, and every financial red flag known to mankind. Then a simple questio…

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BURGER KING GOT RATS 1:29:27

1h ago1:29:27

1:29:27

Five guys hop on the mic and immediately lose control of the episode. Fast food slander, relationship chaos, accidental confessions, and way too much confidence about things nobody should be confident about. The arguments go nowhere, the tangents get worse, and somehow the camera becomes its own character.…

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Consumer Talk: Fee increases in fixed-term contracts 39:57

22h ago39:57

39:57

Pippa Hudson speaks to consumer journalist Wendy Knowler about fee increases in fixed-term contracts. Lunch with Pippa Hudson is CapeTalk’s mid-afternoon show. This 2-hour respite from hard news encourages the audience to take the time to explore, taste, read, and reflect. The show - presented by former journalist, baker and water sports enthusiast…

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The Murdoch family's power grab in the city of Little Angels 1:05:29

1h ago1:05:29

1:05:29

Hold onto your laptops, California, because the New York Post is opening a tabloid in Los Angeles. And we couldn't be more excited. Yes, next year the Murdoch family is launching its coup attempt against the Golden State's liberal hegemony with a new print publication, the California Post. It looks like the state's freshest rightwing rag will be on…

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Episode 333 - The Hidden First Step to Successful STR Investing (Most People Miss It) 50:51

2h ago50:51

50:51

WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 FOLLOW US: https://www.facebook.com/share/g/16XJMvMbVo/ https://www.instagram.com…

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Episode 1339: Unpacking the investment opportunity for U.S. renewable power 16:58

2h ago16:58

16:58

There has been a lot of noise following the announcement of the One Big Beautiful Bill Act. But where does the investment opportunity for renewable power in the United States actually stand? Jim Hughes, a managing partner in the energy transition group at EnCap Investments, weighs in and shares how investors capture opportunities despite the uncert…

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7MIH : Best CFB Programs of All Time 1:04:13

1d ago1:04:13

1:04:13

Opening Item: (JASON PLAY THE INTRO): What is the worst fast food restaurant? FLORIDA MAN MOVIE TIME DAD TIP THIS IS WHERE WE FUCKED UP CHASE NAME THAT SOUND WRAP IT UP Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Check out the merch store!

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Episode 1338: A redesigned, rebuilt and energy independent Pittsburgh International Airport 32:24

3h ago32:24

32:24

Christina Cassotis, CEO of the Allegheny County Airport Authority, operator of Pittsburgh International Airport and Allegheny County Airport, talks microgrid, new terminal and the redefinition of what it means to be an airport. (12/2025)

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Episode 1337: A redesigned, rebuilt and energy independent Pittsburgh International Airport 32:24

5d ago32:24

32:24

Christina Cassotis, CEO of the Allegheny County Airport Authority, operator of Pittsburgh International Airport and Allegheny County Airport, talks microgrid, new terminal and the redefinition of what it means to be an airport. (12/2025)

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Episode 332 - From 0 to Success - How Our Member Built A STR Business┃Joel Martin 42:12

5d ago42:12

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WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 JOEL'S PROPERTY: https://www.topshelfhockinghills.com/stargazer-hocking-hills-orp…

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HOT TOTTIES COLD DADDIES 1:07:28

19h ago1:07:28

1:07:28

The guys drink, rant about old tech, get nostalgic for dumb childhood gadgets, and question their parenting choices along the way. Florida Man makes a messy appearance, Spot the Fake wrecks everyone's confidence, and Picture Time gets weird fast. It's chaos, comfort, and comedy — in the most dad-brain way possible.…

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UNLOCKED - Backpage, the fall of alt weeklies, and how Kamala Harris caused a suicide 1:04:38

5d ago1:04:38

1:04:38

Hello! Kempa here. Max and I are taking this week off, so we wanted to share one of our favorite early premium episodes that you might have missed. If you enjoy this one, there's plenty more where it came from--subscribe at patreon.com/thedrain. Here we go: Today Kempa is sharing the story of the misguided vendetta by former Vice President Kamala H…

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Consumer Talk: Unpacking monthly rental agency admin fees 37:37

8d ago37:37

37:37

Pippa Hudson speaks to consumer journalist Wendy Knowler about the legality of a rental agency charging a monthly admin fee to tenants. Lunch with Pippa Hudson is CapeTalk’s mid-afternoon show. This 2-hour respite from hard news encourages the audience to take the time to explore, taste, read, and reflect. The show - presented by former journalist,…

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Episode 331 - How The Wealthy Leverage Short Term Rentals for Massive Tax Breaks 49:38

8d ago49:38

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WEBINAR LINK: https://shawnmoore.clickfunnels.com/optiniyvvg89s STEVES PROPERTY IN COLORADO: https://www.airbnb.com/rooms/1562755960719728607?viralityEntryPoint=1&unique_share_id=75F720DA-73D5-45DF-9682-4E74518AC66C&slcid=f67ba495b69446a6b612e8f0e08ce9fa&s=76&adults=1&slug=H5IocvFZ&source_impression_id=p3_1764603172_P3xZWWfOChvAAzeu BRIANS #2 PROPE…

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7MIH _ Teams that would be better w/Jameis 1:03:17

6d ago1:03:17

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Its sports... NFL: -Overreaction with your team after Week 13 -Pick Em Update -Don't Talk About Your Team For One Minute FSU: -Football vs UF (Thank God It's Over) -Hoops Recap; Bad loss vs Texas A&M Georgia on deck tomorrow night ; -FSU Soccer Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife…

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Episode 330 - OwnerRez Co-Founder & CEO┃Being The Best Host Makes You The Most Money┃Paul Waldschmidt 52:02

13d ago52:02

52:02

Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 In this conversation, Shawn Moore discusses the importance of guest reviews in the hospitality industry, highlighting how his team achieves a rem…

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Episode 1335: Report from Asia: The forces powering the continent’s growth 25:48

8d ago25:48

25:48

Josh Daitch, CIO – investor solutions and investments at ESR, says the Asia Pacific region is emerging as the epicenter of strategic growth, and he offers three initial steps real estate investors can pursue to get started in the region. (11/2025)

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A VERY DYSFUNCTIONAL THANKSGIVING 1:15:28

11d ago1:15:28

1:15:28

Kevin and Jason roll up to Jose's house for a "simple" Thanksgiving-themed episode… and of course it immediately turns into chaos. The crew breaks down their Thanksgiving plans, derails into food debates, and nearly comes to blows over cranberry sauce and pumpkin pie. Chris announces he'll be spending Thanksgiving alone (which nobody handles well),…

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Lady Bird Boys, with Peter Lucas 1:12:26

13d ago1:12:26

1:12:26

Today we're joined by our friend Peter Lucas, a Brooklyn-based journalist, avid Sacramento enthusiast, and former staffer for Zohran Mamdani's successful 2020 run for the New York state assembly--long before NYC's mayor-elect became a household name. We discuss Mamdani's surreal visit to the White House--where he positively charmed the pants off Pr…

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Consumer Talk: Avoiding the Black Friday scams 36:53

15d ago36:53

36:53

Pippa Hudson speaks to consumer journalist Wendy Knowler about how to avoid getting scammed during the Black Friday sales. Lunch with Pippa Hudson is CapeTalk’s mid-afternoon show. This 2-hour respite from hard news encourages the audience to take the time to explore, taste, read, and reflect. The show - presented by former journalist, baker and wa…

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Episode 329 - How Property Managers Helped Me Accelerate Growth & Boost Revenue 42:56

13d ago42:56

42:56

Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 FOLLOW US: https://www.facebook.com/share/g/16XJMvMbVo/ https://www.instagram.com/vodysseyshawnmoore https://www.facebook.com/vodysseyshawnmoore/…

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7MIH -The Worst Play in the NFL 1:05:26

15d ago1:05:26

1:05:26

What's the WORST play of the NFL season so far? NFL: -Week 12 Recap; How are you feeling about your team? -Pick Em Update FSU: -Norvell back for 2026; Are we actually shocked? -Football vs NC State; Another terrible loss -Hoops recap -Contender or Pretender Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at…

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Episode 161: Is the Housing Market Actually in Trouble? The Metrics That Really Matter 21:06

10d ago21:06

21:06

Send us a text Are rising foreclosure and bankruptcy headlines signaling a housing crash? In this episode of the Loans Elevated Podcast, we break down the actual data — not the fear-based headlines — to reveal what’s really happening in the housing market across Utah and nationwide. We cover: • How today’s delinquencies compare to pre-COVID normals…

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Preview Berkeley boots Turning Point USA 5:03

10d ago5:03

5:03

**This is a preview of our premium Saturday show, The Plug. To listen to the full episode, go to patreon.com/thedrain.** Hello, Plug brothers and Drain maybes. Today we're discussing Turning Point USA's final stop on their American Comeback Tour, and the Berkeley students who made it clear that TPUSA is not welcome on California campuses. The late …

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Episode 1332: The blurring of private equity, infrastructure and real estate 19:34

16d ago19:34

19:34

What is driving the convergence of asset classes, and how are traditional risk-return profiles being redefined as these sectors overlap? What does this evolution mean for traditional infrastructure investment models? These are a few of the questions Geraldine Barlow, managing director and head of infrastructure at Affinius Capital, tackles in conve…

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Episode 1334: Nuveen executive on the ‘convenience factor’ for real estate investments 29:32

14d ago29:32

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What is the “convenience factor” and how does it apply to property types including retail, healthcare, multifamily and office. Explaining the concept on this episode of the podcast is Chad Phillips, global head of Nuveen Real Estate, is responsible for more than $140 billion in commercial real estate equity and debt investments straddling 22 countr…

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Episode 328 - James Ohliger┃How James DOUBLED Revenue After 1 Year With Vodyssey 56:34

14d ago56:34

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Want to learn more about Vodyssey or start your STR journey. Book a call here: https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7 JAME'S LINKS: https://www.airbnb.com/rooms/1220955252695186686?source_impression_id=p3_1763688442_P3bj_3Nll1yLCswt https://www.airbnb.com/rooms/1…

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Episode 1334: Report from Asia: The life sciences and R&D real estate opportunity in Japan 18:41

15d ago18:41

18:41

The Land of the Rising Sun, once a powerhouse in research and development, saw its share of global innovation slip following the 1990s. Now, Japan’s leaders are seeking to reigniting its innovation culture. Sam Lim, executive director of EastGate Capital Management, explains. (11/2025)

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Episode 1333: Editors’ Roundtable: The space economy lifts off, and data centers aim to follow 22:04

18d ago22:04

22:04

IREI editors convene to discuss issues of the day, and you’re invited to listen in. Joining the discussion is Loretta Clodfelter, the organization’s editorial director; Mike Consol, editor of Real Assets Adviser; Andrea Zander, editor of Institutional Real Estate Americas; Marek Handzel, editor of Institutional Real Estate Europe; and Elise Mackany…

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BEANIE TANK TOP ENERGY 1:32:13

15d ago1:32:13

1:32:13

Chris shows up wearing a beanie and a tank top, which sends the entire show into a spiral before the intro even starts. Chase boots up his brand-new "Hewlett Packard" like he's time-traveling, and somehow ends up in the future. J defends the honor of his million-dollar closet. The guys battle over Amazon addictions, argue about discontinued foods l…

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Episode 160: 50-Year Mortgages... Will They Save Housing? (The Truth No One’s Saying) 39:43

15d ago39:43

39:43

Send us a text Everyone’s talking about Trump’s floated idea of 50-year (and even 100-year) mortgages, but do longer loan terms actually solve the affordability problem? In this episode, we break down the math, the psychology, and the reality behind why housing feels unaffordable… and what’s truly driving the crisis. Inside the episode: • The emoti…

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Federal charges against Newsom and Becerra's former chiefs of staff, and SF Mayor Daniel Lurie's animal house bungle 1:01:43

19d ago1:01:43

1:01:43

Today we're starting with a quick hit on U.S. Rep. Eric Swalwell's (D-CA) inexorable run for the California governor's office, and how he'll work to flank Katie Porter from the right. What else do you need to know about Swalwell? Well, he farts on national TV. He also made a name for himself alongside #Resist libs like now-senator Adam Schiff durin…

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Episode 1332: How drones are revolutionizing real estate construction and management 23:31

16d ago23:31

23:31

Dacoda Bartels, COO of FlyGuys, a drone and data platform, offers a description of the state-of-the-art regarding drones integration with the built property environment. (11/2025)

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Consumer Talk: How to check quality of online product 36:39

22d ago36:39

36:39

Pippa Hudson speaks to consumer journalist Wendy Knowler about how to read online product listings to properly understand what you’re getting. Lunch with Pippa Hudson is CapeTalk’s mid-afternoon show. This 2-hour respite from hard news encourages the audience to take the time to explore, taste, read, and reflect. The show - presented by former jour…

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7MIH - Football Breaks Hearts 1:00:18

17d ago1:00:18

1:00:18

Guess The Year NFL: -Overreaction with your team after Week 11 -Pick Em Update -What is the worst play of the NFL season so far? FSU: -Football vs VT -Reality that Norvell could come back? -Hoops impresses so far -Hoops bringing in the recruits Follow us at Cuptocupshow ON ALL SOCIAL (no-spaces) The CTC Onlyfans on FB Visit our site at Cuptocuplife…

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Is Wonder of the Seas Still Worth It in 2025? Our Full Review 44:29

18d ago44:29

44:29

If you’ve been wondering whether Wonder of the Seas is still worth sailing in 2025, this episode will help you make that decision with confidence. We walk through what it’s really like onboard now that the ship has been sailing for a few years. From the neighborhoods and entertainment to dining, stateroom layouts, and how it feels for families, we …

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Moving to the Philippines with Kids? Here’s the Truth 1:13:49

19d ago1:13:49

1:13:49

If you’ve ever wondered what life would really look like raising your family in the Philippines, this conversation will give you a clear, honest picture. We sat down with Danny, who has lived in the Philippines her whole life, to talk through what parents need to understand before packing up and moving. She walks us through the true cost of living,…

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PROS and CONS of Living in Portugal 31:39

20d ago31:39

31:39

The True Cost of Living in Portugal: Family Housing, Private Schools & What to Expect Are you considering moving to Portugal with your family? We give you a full breakdown of the Portugal Cost of Living 2025 — with a special focus on what families really need to know. We explore what it costs to rent a three-bedroom apartment in five of Portugal’s …

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How to Start Blessing People on Your Next Family Vacation 19:21

21d ago19:21

19:21

In this episode, Jason and Brizette share the heart behind their Giving Bag tradition, a simple way to turn an extra suitcase into an opportunity to bless families while traveling abroad. From conversations with housekeepers in Costa Rica to helping parents and kids in the Caribbean, they explain exactly how families can pack gently used clothing, …