Jon is Honolulu born and bred. He went to college in Ithaca, New York, but migrated right back to his Pacific paradise when he was done with school. He's a physical therapist, Ironman triathlete, and an eligible bachelor with a gonzo social life. And at the age of 30, he's ready to buy his first home. The problem is that Honolulu real estate is ridiculously expensive. So Jon's got his sights set on a tiny bachelor pad--long on style, light on price. And since he's a real estate virgin, he's got his wingman Scott backing him up on the hunt.

San Diego dwellers Carleigh and Kevin are getting ready for an intense 9 weeks. Specifically, they'll be buying their first home, and welcoming their first child into the world.... hopefully in that order! They're determined to be close to the beach, and are willing to go tiny to make that happen. But is 500 square feet really enough space for three, even if one is a rugrat? Time will tell.

The Railsplitters is a Boulder, Colorado based bluegrass band headed by lead singer and guitarist Lauren Stovall, and now that they're blowing up she's spending long stints on the road moving from gig to gig and living in one hotel to the next. When not touring she'd love to buy and park a tiny home in the mountains outside of town instead of always having to crash on friends' couches, and it'd be pretty cool to have a creative space to write hits in and host band practice. That is, if she can find it.