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

What Women Want… According to TikTok

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

SWAPCAST with the Gen2Gen Podcast

Guilford, CT Recap: Moving to a Winter Climate?

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

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

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

Asheville, NC: Backwoods Boom or Blue Ridge Bust?

Ep. 082: Brian Sirimaturos from the Tossing Salad Podcast

The New Fabric of a Young Metropolis: Greenville, SC

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

Michael Strumsky from the PMITM Podcast

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

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

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

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

A Tale of 10 Cities: James Goes Back to Connecticut

Orlando: Life Outside the Magic Kingdom

Lake Placid: Filled with Russian Tears

Plymouth, MA and Thanksgiving: Everything but the Turkey

Quebec City: Bienvenues and Lots of Tattoos

Montreal: Maple Flavoured Labour Day and Customary Cold Steak

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

Sandra & Nik: An Incredible FHA Loan Success Story

The PATH to the 201: Jersey City with Patrick Mason

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

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

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

Castle Rock, CO: The Great Expansion

Parenting Your Parents: The Long Goodbye

Hard Times in Hartford

O-H-I-O: Lake Milton

Where Are They Now? The Gordon Girls' Summer Recap

The Girls Trip to Wisconsin: Milwaukee Brews and Zero Blues

THE ONE YEAR ANNIVERSARY EPISODE!

Petra-fied: The Jordanian Recap

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

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

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

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

A Professional Hobo Drops By: Nora Dunn

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

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

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

War Eagle! The Auburn Love Makes the List

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

Micanopy: The Coolest Square Mile in America?

Boomerang: Big Surprises in 2023 Remote Working Trends

The Alabama Bushwack Attack: Orange Beach & Gulf Shores

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

The Keys for a Killer Weekend Getaway: The Florida Keys

Ellie Returns: The Other Side of Skipping Town

The Elusive Road Diet: Healthy Eating While on the Road

Teach Your Children Well: Generational Wealth

Our Travel Agent is Better Than Yours: Meet Cousin Judy

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

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

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

Birkin Bags & Toyota Camrys: Life of a Personal Assistant

Chicago: Where Even the Accountants Can Fight

Paging Dr. Nandi!

How I Met Your Mother(‘s Car)

Epic Renter FAIL

Dubai Forever

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

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

Embrace the Suck: Holiday Travel

Our Interview with The Village People

Real Talk - What We Learned on the Road

The Whole Enchilada: Cabo and Mexico City

SMACKDOWN! Air BnBs VS. Hotels

Another Dose of Salt Lake City

A Little Less Memphis, a Little More Alabama

Our First Affiliate Partner: ANYTIME MAILBOX

Little Rock Me Gently

The Sooner You Get to OKC, the Better

Checking In: Could YOU Skip Town with YOUR Partner?

Louisville Can’t-tucky, but Covington Can

Hurricanes and Pickleball - Welcome to Florida

Ten Pounds of Texas in a Five Pound Sack

The Roswell Crash Pad Landing

Bert F***ing Stewart from Covington, KY

Everything’s Biggsy in Texas

I See Your Sedona and Raise You a Santa Fe

The Esteemed Stempers of Washougal, WA

From Salty Slums to Glamping Fun

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

Sneak Attack: Vancouver

Cheapless in Seattle

OreGONE

Say Goodbye to Hollywood, Pt. 2

Say Goodbye to Hollywood, Pt. 1