Amy Dickinson
In the tradition of the great personal advice columnists, Chicago Tribune's Dickinson is a plainspoken straight shooter who relates to readers of all ages. She answers personal questions by addressing issues from both her head and her heart. A solid reporter, Dickinson researches her topics to provide readers with informed opinions and answers. You can contact Amy Dickinson via email: askamy@amydickinson.com. Readers may send postal mail to Amy Dickinson, c/o Tribune Content Agency, LLC., 16650 Westgrove Dr., Suite 175, Addison, TX 75001. You can also follow her on Twitter @askingamy or "like" her .
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Ask Amy: Exiting with some well-worn wisdom
Dear Readers: Since announcing my departure from writing this syndicated column, I have heard from scores of people across various platforms, thanking me for more than two decades of offering...

Ask Amy: Married couples share wedding mishaps
Dear Readers: With wedding season upon us, I’m re-running a favorite column from 2021 devoted to wedding mishaps -- all sent in by readers.

Ask Amy: College student worries about racism at home
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...

Ask Amy: A reader “updates” advice on her dilemma
Dear Readers: To mark my final week writing this column, I’m rerunning some of my most memorable questions and answers. Today I’m sharing a thoughtful update from a reader whose...

Ask Amy: Amy re-runs most infuriating questions
Dear Readers: Today I hope you will enjoy a rerun of two of the most infuriating questions I have ever published (slightly edited for space).

Ask Amy: Woman wanting to marry carries tough secret
Dear Readers: To mark my final week writing this column, I’m re-running some memorable Q&As.

Ask Amy: Bridezilla threatens to stomp over children
Dear Readers: To mark my last week of publishing “Ask Amy,” I’ve fired up the Ask Amy Wayback machine, and will run some favorite previously published Q&As.

Ask Amy: Anti-social son-in-law taxes family’s patience
Dear Amy: I have a thoughtful, successful 38-year-old stepdaughter. We have a good relationship and enjoy each other’s company. I live abroad, so I only see her and her family...

Ask Amy: Gender transition highlights hostap rudeness
Dear Readers: The following Q&A first ran in 2020.

Ask Amy: Friend considers apologizing for past mistakes
Dear Amy: Several years ago, I was involved in projects with a female friend (I’m a man).