• Asking for a Friend: I’m Tired of Aspiring

    Dear Olive, I’m an aspiring writer trying to develop my craft. In my hours outside work (which always seem too …

    Asking for a Friend: I Can’t Plug In to Online Dating

    Dear Olive, Why does internet dating suck? -Online and Unattached

    Asking for a Friend: Get Me Off the Nice List!

    Dear Olive, Why the hell do I manage to be nice ALL THE TIME (in caps, meaning I’m mad) to …

    Asking for a Friend: How Do I Say “I Don’t Love You”?

    Dear Olive, One of my oldest friends is in love with me, and I’m not in love with him. In …

    Asking for a Friend: I Can’t Look Away from the News Feed

    Dear Olive,  I have become obsessed with the news. I was addicted to the scroll before, but with this new …

    Asking for a Friend: Should I Strike Out Solo?

    Dear Olive,  How does one know if living alone is the right choice? Is it better to suffer through odd …

    Asking for a Friend: I’m Getting Better. Now How Do I Get Going?

    Dear Olive, I’ve spent the better part of the past three years in a deep clinical depression from which there …

    Asking for a Friend: Did I Gamble On a Bad Friendship?

    Dear Olive, I just ended a terrible, joyless marriage. Most of my savings went to the divorce settlement. I have …

    Asking for a Friend: Commissions for Creatives

    Dear Olive, If someone writes a book or records a record, why are secondhand vendors allowed to re-sell the wonderful …

    Asking for a Friend: How Do I Break Up With a Bad BFF?

    For a little unprofessional advice in these uncertain times, send your questions to our anonymous portal. We want it all, …