There is nothing we love more than an entrepreneur who operates outside of convention, and this week's guest is no exception.

Tynan is a bestselling author and the creator of CruiseSheet, a website that helps travelers find great deals on cruises. He is also a former Pickup Artist or "PUA", and at one point was a professional gambler.

We've been following his terrific blog at Tynan.com for many years, and we're fascinated by his ability to remain ahead of the curve when it comes to social trends on the internet.

Tynan joins us this week to discuss his history in the controversial Pickup Artist subculture, his unique philosophies on wealth and personal finance, and what it truly means to live outside of your comfort zone.