She was successful, but also lost and in a cycle of debt. Our columnist Lizzie O'Leary helps one person fix her money life (and teaches the rest of us how to make a financial plan).

Playwright Tori Sampson sits down with SNL writer and standup Sam Jay to ask pretty much every nosy money question you're not supposed to ask. The idea is simple: transparency helps us all.

Just before his death, Anthony Bourdain sat down with his friend and co-writer Laurie Woolever to tell his financial life story. With the publication of World Travel: An Irreverent Guide, the book they wrote together, Laurie shares that conversation, and talks about her own financial and personal relationship with the chef and icon of the culture.

Investigative reporter Alex Palmer tracks down the elusive artist, interviews them, and wonders: what do you do when you know the answer to art’s greatest mystery?

To their friends, they were just a normal upper middle class couple. But they were were hiding a debt so crippling they can’t even afford to get divorced. And when they told us their story, the internet backlash was insane.

Why do mothers feel guilty when they work? And guilty when they don’t? Is making art a selfish act? Why does every moment of our lives come with a price tag? The award-winning novelist and short story writer Karen Russell takes all that on, and tells her own personal money story.

Money is one of the most screwed up things ever invented. We're not supposed to want it, but we are supposed to have it. We're supposed to know what to do with it, but never talk about it. We're here to help change that.