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Recent Episodes

  • Ep. 115

    Secrets of A&E's 'New House, No Debt' with Dean Ollins

  • Ep. 114

    Athens, GA: Is This Perfect Southern Town Our New Home?

  • Ep. 113

    Debunking Myths: Airbnb Super Host Stacee Evans

  • Ep. 112

    Anna Maria Island, FL: The Best Beach You've Never Heard Of

  • Ep. 111

    Unfiltered Chat: Rapper D Rugg & Podcaster Ashley

  • Ep. 110

    Helen, GA: Why Helen Is Such a Weird Tourist Trap

  • Ep. 109

    Zak Rosen from The Best Advice Show

  • Ep. 108

    Chattanooga, TN: Our New Favorite Appalachian Station

  • Ep. 107

    Chris Collins from AmityCashFlow.com

  • Ep. 106

    Greer, SC: Palmetto State Thrills & ATV Spills

  • Ep. 105

    Litchfield, CT: Small Town with a Huge History

  • Ep. 104

    Get Paid to Relocate! Evan Hock from MakeMyMove.com

  • Ep. 103

    All About Freedom: The July 4th Episode

  • Ep. 102

    Knoxville, TN: Smoky Mountain High or Rocky Top Flop?

  • Ep. 101

    Presbyterian College: The Mighty Blue Hose

  • Ep. 100

    The 100th Episode!

  • Ep. 099

    The Epiphany: Are We Starting from Scratch, Again?

  • Ep. 098

    Covington, KY: Is This Place the Next Austin, TX?

  • Ep. 097

    Essex, CT: The Oldest Hotel in America

  • Ep. 096

    Mia and Ellie are Back! Hot Topics

  • Ep. 095

    Relocating and Reinventing Yourself: Artist Donna Spatidol

  • Ep. 094

    SWAPCAST with This Travel Tribe!

  • Ep. 093

    Cape Cod, MA: The Chatham Plunge & Kennedy Haters

  • Ep. 092

    Zion, UT: Is Glamping REALLY Worth It?

  • Ep. 091

    Pittsburgh, PA: Every Time James Says Pierogies, Take a Drink!

  • Ep. 090

    What Women Want… According to TikTok

  • Ep. 089

    Newport, RI: Jackie O, Winter Surfing & Portuguese Flavor

  • Ep. 088

    SWAPCAST with the Gen2Gen Podcast

  • Ep. 087

    Guilford, CT Recap: Moving to a Winter Climate?

  • Ep. 086

    Hudson Valley, NY: Cold Spring, Beacon, Newburgh, Cornwall & West Point!

  • Ep. 085

    Mystic, CT: Pizza, Julia Roberts and... Ice Sculptures?

  • Ep. 084

    Perry, GA: Pecans, Peaches and Tons of Georgia Pride

  • Ep. 083

    Asheville, NC: Backwoods Boom or Blue Ridge Bust?

  • Ep. 082

    Ep. 082: Brian Sirimaturos from the Tossing Salad Podcast

  • Ep. 081

    The New Fabric of a Young Metropolis: Greenville, SC

  • Ep. 080

    The IRS Doesn’t Run This Town Anymore: Ogden, UT

  • Ep. 079

    Michael Strumsky from the PMITM Podcast

  • Ep. 078

    Big Surprises in Tampa: The Gulf Coast's Most Unexpected Gem?

  • Ep. 077

    What Does Your 2024 Look Like? Passions, Side Hustles & Second Careers

  • Ep. 076

    2023: Stick a Fork In It - The Best Food and Travel Cities This Year

  • Ep. 075

    A Very Fiery Christmas: Best and Worst Yuletide Stories, Ever!

  • Ep. 074

    A Tale of 10 Cities: James Goes Back to Connecticut

  • Ep. 073

    Orlando: Life Outside the Magic Kingdom

  • Ep. 072

    Lake Placid: Filled with Russian Tears

  • Ep. 071

    Plymouth, MA and Thanksgiving: Everything but the Turkey

  • Ep. 070

    Quebec City: Bienvenues and Lots of Tattoos

  • Ep. 069

    Montreal: Maple Flavoured Labour Day and Customary Cold Steak

  • Ep. 068

    Halloween with Clem the Demon: James Leary is Still Slaying!

  • Ep. 067

    Sandra & Nik: An Incredible FHA Loan Success Story

  • Ep. 066

    The PATH to the 201: Jersey City with Patrick Mason

  • Ep. 065

    Our New Roommate, Travis Kelce is Stedman and a 4-Hour Work Week, Really?

  • Ep. 064

    Guilford, CT: Drink Every Time Denise Says "Stars Hollow”

  • Ep. 063

    Cravin' New Haven: Yale, Pizza and... Mars Voltaire?

  • Ep. 062

    Castle Rock, CO: The Great Expansion

  • Ep. 061

    Parenting Your Parents: The Long Goodbye

  • Ep. 060

    Hard Times in Hartford

  • Ep. 059

    O-H-I-O: Lake Milton

  • Ep. 058

    Where Are They Now? The Gordon Girls' Summer Recap

  • Ep. 057

    The Girls Trip to Wisconsin: Milwaukee Brews and Zero Blues

  • Ep. 056

    THE ONE YEAR ANNIVERSARY EPISODE!

  • Ep. 055

    Petra-fied: The Jordanian Recap

  • Ep. 054

    Say Boerne Like Ernie: A Listener Invites Us to Her Texas Town

  • Ep. 053

    Pharoahs & Pigeons: The Egypt Episode You've Been Waiting For

  • Ep. 052

    Squatting at Your Child's House: The Corpus Christi Recap

  • Ep. 051

    Cruising with Cousin Judy: Everything You Want to Know About Cruises

  • Ep. 050

    A Professional Hobo Drops By: Nora Dunn

  • Ep. 049

    King of the Ville: Birds of Prey and $4 Burgers in Kingsville, TX

  • Ep. 048

    Natchitoches, LA: Steel Magnolias, Bingo and Making Our Own Fun
    Released Jun 05, 2023

  • Ep. 047

    Laurel, Mississippi: Don't Clutch Your Pearls, Roll Up Your Sleeves

  • Ep. 046

    War Eagle! The Auburn Love Makes the List

  • Ep. 045

    Texas Hold 'Em: There's a New Homeowner in These Parts

  • Skiptown All-Stars

    Ep. 044

    Micanopy: The Coolest Square Mile in America?

  • Skiptown All-Stars 043

    Ep. 043

    Boomerang: Big Surprises in 2023 Remote Working Trends

  • Skiptown All-Stars Podcasts

    Ep. 042

    The Alabama Bushwack Attack: Orange Beach & Gulf Shores

  • Skiptown All-Stars

    Ep. 041

    How Old Are You, Really? Age-Defying Mental Floss

  • Skiptown All-Stars

    Ep. 040

    The Keys for a Killer Weekend Getaway: The Florida Keys

  • Skiptown All-Stars

    Ep. 039

    Ellie Returns: The Other Side of Skipping Town

  • Skiptown All-Stars

    Ep. 038

    The Elusive Road Diet: Healthy Eating While on the Road

  • Skiptown All-Stars 037

    Ep. 037

    Teach Your Children Well: Generational Wealth

  • Skiptown All-Stars 036

    Ep. 036

    Our Travel Agent is Better Than Yours: Meet Cousin Judy

  • Skiptown All-Stars 035

    Ep. 035

    Mrs. Wilkes, Serial Killers & The Traveling Dead: Savannah (Pt 2)

  • Skiptown All-Stars 034

    Ep. 034

    Fried Chicken, Ghosts & Bananas: Savannah (Pt 1)

  • Skiptown All-Stars

    Ep. 033

    St. Pete, Naples & Fort Myers: The Florida Trifecta

  • Skiptown All-Stars 032

    Ep. 032

    Birkin Bags & Toyota Camrys: Life of a Personal Assistant

  • Skiptown All-Stars 031

    Ep. 031

    Chicago: Where Even the Accountants Can Fight

  • Skiptown All-Stars 030

    Ep. 030

    Paging Dr. Nandi!

  • Skiptown All-Stars 029

    Ep. 029

    How I Met Your Mother(‘s Car)

  • Skiptown All-Stars 028

    Ep. 028

    Epic Renter FAIL

  • Skiptown All-Stars 027

    Ep. 027

    Dubai Forever

  • Skiptown All-Stars

    Ep. 026

    The Skiptown TAKEOVER of LeeAnn Kreischer’s “Wife of the Party”

  • Bert and LeeAnn Kreischer

    Ep. 025

    SWAPCAST: Our Return to Wife of the Party with LeeAnn & Bert Kreischer

  • Skiptown All-Stars 024

    Ep. 024

    Embrace the Suck: Holiday Travel

  • Skiptown All-Stars 23

    Ep. 023

    Our Interview with The Village People

  • Skiptown All-Stars 022

    Ep. 022

    Real Talk - What We Learned on the Road

  • Skiptown All-Stars 021

    Ep. 021

    The Whole Enchilada: Cabo and Mexico City

  • Skiptown All-Stars 020

    Ep. 020

    SMACKDOWN! Air BnBs VS. Hotels

  • Skiptown All-Stars

    Ep. 019

    Another Dose of Salt Lake City

  • Skiptown All-Stars

    Ep. 018

    A Little Less Memphis, a Little More Alabama

  • Skiptown All-Stars

    Ep. 017 (Bonus)

    Our First Affiliate Partner: ANYTIME MAILBOX

  • Ep. 016

    Little Rock Me Gently

  • Ep. 015

    The Sooner You Get to OKC, the Better

  • Ep. 014

    Checking In: Could YOU Skip Town with YOUR Partner?

  • Ep. 013

    Louisville Can’t-tucky, but Covington Can

  • Skiptown All-Stars

    Ep. 012

    Hurricanes and Pickleball - Welcome to Florida

  • Skiptown All-Stars 011

    Ep. 011

    Ten Pounds of Texas in a Five Pound Sack

  • Skiptown All-Stars 010

    Ep. 010

    The Roswell Crash Pad Landing

  • Skiptown All-Stars

    Ep. 009

    Bert F***ing Stewart from Covington, KY

  • Skiptown All-Stars 008

    Ep. 008

    Everything’s Biggsy in Texas

  • Ep. 007

    I See Your Sedona and Raise You a Santa Fe

  • Skiptown All-Stars

    Bonus Episode 002

    The Esteemed Stempers of Washougal, WA

  • Skiptown All-Stars 006

    Ep. 006

    From Salty Slums to Glamping Fun

  • Ep. 005

    It’s Gotten Real (Difficult) in Salt Lake City!

  • Bonus Episode 001

    Sneak Attack: Vancouver

  • Ep. 004

    Cheapless in Seattle

  • Skiptown All-Stars

    Ep. 003

    OreGONE

  • Skiptown All-Stars 002

    Ep. 002

    Say Goodbye to Hollywood, Pt. 2

  • Skiptown All-Stars 001

    Ep. 001

    Say Goodbye to Hollywood, Pt. 1

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Some say we’re adventurous.

Others say we’re insane.

The truth is probably somewhere in between.