‘Dear Sugar’ Answers Questions About Money, Family, and Class

As always, Cheryl Strayed and Steve Almond give compassionate responses to these questions—but we have a few additional pieces of advice.

‘I Had My Backpack and 20 Cents’: How Cheryl Strayed Does Money

“We had a happy life. I would say I really had a very happy one, even though we lived in poverty, on food stamps, government cheese, and sometimes the food pantry shelf,” said Strayed.

Cheryl Strayed Talks Money

The latest issue of Scratch Mag is SO GOOD and filled with women I admire. An excerpt from Beth Lisick’s book (the best essay in the book, I think)! An Ellen Willis essay! And this amazing interview between Manjula Martin and Cheryl Strayed, where Strayed shares her advances for her first novel and her bestselling memoir, Wild ($100k and $400k, respectively), talks about what it’s like to have money now, the kind of credit card debt she went into writing these books (MUCH), and the difference between poverty and poverty by choice.

Three Women Writers on Supporting Each Other

Cheryl Strayed, Suzy Vitello, and Lidia Yuknavitch are all successful writers who are over 40 and live in Portland. Their writing careers are wildly different — Strayed wrote the bestselling Wild, Vitello is a newly-published YA author, and Yuknavitch writes weirder, indie stuff like the beloved Chronology of Water — but they are all longtime friends who met in a writing group (with Chuck Palahniuk!) almost a decade ago. Rebecca Rubenstein interviewed all three of them for Buzzfeed about how they support each other both as friends and professionally.

Earning The Right to Be Jealous

Elissa Bassist, a young writer who once wrote to Dear Sugar asking, “How does a woman get up and become the writer she wishes she’d be?” and got the very amazing response of, “write like a motherfucker,” has an interview with Sugar’s Cheryl Strayed in Creative Nonfiction.

Their Success and Your Success Not Mutually Exclusive

How to not be jealous of Cheryl Strayed, by Cheryl Strayed.

Being Broke (LOL) and Doing It Anyway

Being broke can be funny, especially when you keep on keeping on.