Tyler has been living a frat boy existence in Portland, Oregon, with a roommate, football parties and plenty of beer. But now that he's turned 30, he's ready to strike out and buy a place of his own. He's set a $225,000 budget, and with his friend Ben along for support, he hopes to find a place with an easy commute to his teaching job in the suburbs as well as to the action downtown. He also has his hopes set on an updated kitchen, a big yard and a space just for his guitars. But this first time buyer isn't an easy sell: he's already turned down more than 100 places, making this one of the toughest house hunts his realtor has ever experienced!