In today's Dear Annie column, a reader struggles to set boundaries with a needy friend asking for a risky winter trip, and ...

I always say that money is a tool we use to shape our lives and the world around us. And I'm not afraid to put some of it toward helping my friends when they're in need. There is no sacred rule that ...

Dear Annie: My best friend and I have been close for over 20 years. We’ve seen each other through marriages, divorces, parenting challenges, health scares — you name it. She is the person I call when ...

This is part of Advice Week: Friendship Edition. We’ll help you make friends, leave them—and even sleep with them. We’ve gotten some great questions over the years about the interesting dilemmas our ...

Dear Eric: I grew up in a degree of poverty. Most of my friends have done “OK” financially. All of us but one is now retired and she is hoping to retire soon at age 73. She’s continued to work as ...

Dear Readers: To mark my final week writing this column, I’ve fired up the “Ask Amy” Wayback machine and am re-running some memorable Q&As culled from the last 21 years of “Ask Amy.” Dear Amy: I’m a ...

Editor's Note: This essay appeared in Cog's newsletter, delivered weekly on Sundays. To become a subscriber, sign up here. Dear Cog reader, On Wednesday of this past week my husband and I marked our ...