Help! My work crush just became my boss!

About this episode

This episode addresses workplace dilemmas, including having a crush on your boss.

Got a tricky situation at work and not sure what to do? In our recurring advice column, “Work Drama,” we try to find answers to your sticky work questions. This week, Reema is joined by Tobin Low of “This American Life” to answer your workplace questions – from coworkers falling asleep mid-meeting to crushing on your boss. If you liked this episode, share it with a friend. And if you have any work drama going on, we want to hear about it! Leave a message at 347-RING-TIU or email uncomfortable@marketplace.org . Follow us on Instagram and Tiktok ! And support “This Is Uncomfortable” with your donation today.

People in this episode

Host: Reema

Guest: Tobin Low

Topics covered

• workplace advice
• work drama
• relationships at work
• professional boundaries
• office dynamics

Keywords

• work crush
• boss
• workplace questions
• advice column
• office relationships

Mentioned in this episode

Organizations: This American Life, Marketplace

More episodes of This Is Uncomfortable

• The secret lives of romance scammers · June 11, 2026 · 35 min
• Is it time for a new career? · June 4, 2026 · 35 min
• Money can make or break your relationship, from NPR’s "It’s Been a Minute" · May 28, 2026 · 43 min
• Everything's on fire, might as well get my nails done? · May 21, 2026 · 28 min
• How far would you go for a boycott? · May 14, 2026 · 36 min
• Patrick Radden Keefe on parenting in the age of mega-wealth · April 30, 2026 · 30 min