SPENT

Jake Hart, a NYC storyteller and bon vivant is clean and sober and here to tell us a so-horrible-you-have-to-laugh story about a really shitty time in his life when he was kicked out of his apartment with no money, no job and no prospects. He tells us what he learned from living on the streets for a short time and what he learned.

Karen Duffy, known to millions of loyal MTV fans and 90's nostalgia lovers as "Duff," was killing it on television and in the movies. Then, unexpectedly, her career suffered a blow when she was diagnosed with sarcoidosis. She tells us how she got past this major hurdle, her life and money philosophy and how to guarantee that people remember you.

Money can be like a cold shower, cooling off the hottest relationships. Who pays for dates? Who pays the rent? Corinne Fisher & Krystyna Hutchinson, comedians and hosts of the fantastic podcast "Guys We F*****d," weigh in on what it's like to make money for the first time ever and how being the earner in a relationship can cause big headaches.

Comedian Mike Lemme is taking a big risk. He's rented out a theater in New York City for 15 nights, performing an hour of comedy with musical guests. The cost? $7,000 on his credit card. Mike and I talk about creativity and credit, debt and why and when to take financial risks in hopes of making our dreams a reality.

It's less than a month 'til Election Day and I am SPENT. Amid all the talk about harassment, Wikileaks and emails, I'm still hung up on something. What's the deal with Trump's taxes? Has he really not paid any in years? If so, how is that even possible? Scott Reing, an NYC tax attorney, returns to the show to explain what we know about what Trump owes -- and if voters can take advantage of the same loopholes.

Whether you commuted to school or lived in a dorm, ate nothing but cereal or studied abroad -- the fact is 70 perfect of you are carrying student loans. A 2016 graduate will begin his or her adult life owing over $37,000 How can so many of us have so much college debt with no plan to pay it off? How did we get here? How can we get out of it without, as one listener wondered, faking our deaths? Today on SPENT, Max Spiegel, the COO of Student Loan Hero, tells me all about how we can dig ourselves out and start planning for our futures.

Free trials! Free apps! Free samples! If so much is free, why are we so broke? Jeff Kreisler, an award-winning comedian and author of "Get Rich Cheating" talks me through all the ways that free can cost you big.

Did you come out of college knowing how to negotiate your salary? What about knowing your worth in a competitive market or how to ask stranger to give you money for an idea? Yeah, me either. Sara Benincasa, comedian and the author of "Real Artists Have Day Jobs" offers tips for the professionally challenged on how to make sure you're getting paid for your work and to ask for what you deserve.

It's the World Series of Poker. You're sitting in Las Vegas with the best players in the world. The goal? Don't lose the $10G you came with and come away with a big score. Clayton Fletcher is a comedian and a career gambler. He talks about how he makes a living playing cards and how poker knowledge can be used to determine how to invest, whether or not to buy car insurance and of course, dating beautiful women. Clayton talks about the World Series of Poker and what it means to have the "the nuts."

How much is too much Versace? Is there such a thing? When NYC stand-up comic Petey DeAbreu was 21 and making thousands of dollars a week hustling stolen goods in Miami, there was no such thing as too much. The money was flowing and everything was amazing -- until he got arrested. This week, he tells me everything he bought (and everything he lost) and how he makes a living as a comedian now.