Advice

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: 26-year-old grandson has never held a job

By R. Eric Thomas

March 1, 2026 at 12:01 a.m.

Dear Eric: Three years ago, he earned a master’s degree. Despite his achievement, he engages...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: Try to have a meaningful conversation

By R. Eric Thomas

February 28, 2026 at 12:01 a.m.

Dear Eric: I rarely see my son, when I do see him, it is always...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: How do I get my old friend to take a chill pill?

By R. Eric Thomas

February 27, 2026 at 12:01 a.m.

Dear Eric: I have a friend, proud of his Jewish heritage, who I have known...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: Friends booked annual trip without us

By R. Eric Thomas

February 26, 2026 at 12:01 a.m.

Dear Eric: They went to the shore and did all the things we usually do...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: We don’t get to choose how other people make use of our gifts

By R. Eric Thomas

February 25, 2026 at 12:01 a.m.

Dear Eric: During our morning walks, my husband and I became acquainted with “Ron”, a...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: I’m not even invited to the wedding ceremony

By R. Eric Thomas

February 24, 2026 at 12:01 a.m.

Dear Eric: I will be driving several hours to attend the wedding reception. It feels...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: I want to move away with my boyfriend

By R. Eric Thomas

February 23, 2026 at 12:01 a.m.

Dear Eric: I live in an apartment with my 22-year-old daughter. She had a really...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: A talk is the right path forward

By R. Eric Thomas

February 22, 2026 at 12:01 a.m.

Dear Eric: My 40-year-old daughter has been living in a house with a very nice...

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: I miss alcohol

By R. Eric Thomas

February 21, 2026 at 12:01 a.m.

Dear Eric: I am a 58-year-old woman who was diagnosed with cirrhosis three years ago....

R. Eric Thomas, a playwright, screenwriter, best-selling author and a former columnist for Elle.com and Slate.com, will be writing a new syndicated column for the Chicago Tribune called "Asking Eric," which will replace Amy Dickinson's "Ask Amy" column. (Kap2ure Photography)

Asking Eric: You should ask her

By R. Eric Thomas

February 20, 2026 at 12:01 a.m.

Dear Eric: So, what is her problem? What is in her mind when she does...