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Cassidy Trom decides to take the leap from pharmacist to full-time songwriter-singer.

New House New Life

Danville to Nashville

Jenna Spesard and Guillaume Dutilh find a new home that enables them to hit the road without having to bother about anything else.

American Frontier

A couple trades their hectic life in Iowa for 18 holes in Charleston, S.C.

The Golobic's Leave Corporate Iowa for Greener Pastures in South Carolina

A Vegas couple leaves the neon lights behind for a ranching community.

Kamee and Tony Leave Vegas for Cattle Country in Colorado

A man uproots his family to find a better work-life balance in Colorado.

Jim and Leagh Trade in Chicago for a Winter Playground

An engaged couple from Flo. trades in the beach for ranching in Mont.

Jeff and Shirley Trade the Beach for Big Sky Country

High school sweethearts want to spend more time together while fulfilling their dream of owning a winery.

Denver Couple, Meghan and Matt, Land Dream Jobs in Napa

A casting director ditches Los Angeles to become an art buyer in Aspen, Colo.

Art Buyer Sari Moves to Aspen

A couple wants to start a brewery in Sarasota, Fla.

Jeremy and Kelly's Florida Brewery

A couple swaps their New York brownstone for a Vt. bed and breakfast.

Darren and Lynne Drevik Dream of Owning a B&B

A San Francisco wedding planner wants to own an antique farmhouse in Mass.

Wendy Harrop Searches for the Event Barn of Her Dreams

A woman ditches 12-hour work days for a new career in the Caribbean.

Jen Krause Trades Her Career for a Charter Yacht in the Caribbean

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Lisa LaPorta helps newlyweds fix up the bride's outdated home so they can buy a new one.

S1 E3 | Jen Krause Trades Her Career for a Charter Yacht in the Caribbean