Is It Ever Okay to Date Someone at Work? episode artwork

EPISODE · Jun 16, 2026 · 28 MIN

Is It Ever Okay to Date Someone at Work?

from Not in the Newsletter · host HarassmentHelp.Org

Workplace dating can feel exciting at first, but dating someone at work can quickly become complicated when the relationship ends, coworkers start talking, or company policy gets involved. In this episode of Not in the Newsletter, Christina Phillips is joined by employment discrimination attorney Josh Friedman and psychotherapist Deirdre Arato to unpack the legal and emotional risks of workplace romance. If you have ever wondered whether dating a coworker is harmless or a career risk waiting to happen, this conversation breaks down what employees should understand before things get messy.Christina Phillips, Josh Friedman, and Deirdre Arato explore what happens after a workplace relationship ends, why post-breakup gossip can become more than personal drama, how HR policies may or may not protect you, and why power dynamics matter even when a relationship starts consensually. From coworkers in separate departments to a boss asking you out, this episode gives listeners a clearer understanding of how workplace romance can affect reputation, mental health, job opportunities, and legal rights.What you’ll learn:Why workplace dating feels different from relationships outside of workHow post-breakup gossip can become a legal issueWhy workplace relationships can lead to self-monitoring, shame, or pressureWhat to do if your boss asks you out or a workplace relationship starts affecting your careerBefore workplace romance affects your reputation, career, or peace of mind, learn how to recognize the warning signs, protect yourself, and understand your options when dating someone at work gets complicated.Created by William K. Phillips, founder of Phillips and Associates, a workplace discrimination and sexual harassment law firm.For more information or to speak with a Phillips and Associates attorney, visit NewYorkCityDiscriminationLawyer.com.For additional workplace harassment resources, visit HarassmentHelp.org.

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Is It Ever Okay to Date Someone at Work?

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