Per My Last Email
Per My Last Email
Morning Brew
Is Dating Your Coworker Ever Worth It?
34 minutes Posted Sep 29, 2025 at 10:00 am.
Intro
Historical context for the conversation
Kaila’s opinion on pursuing a relationship in the workplace
The types of jobs where office romance becomes more likely
The most important thing to remember when considering a romantic relationship with a coworker
Power dynamics in coworker relationships
Disclosure
Never be the main character
Perception
Kaila’s 4 conditions for pursuing an office romance
0:00
34:17
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Show notes
In this episode, Kaila and Kyle debate whether you should or should NOT pursue your office crush. That’s right—we’re talking office romance this week, and Kaila and Kyle hold strongly opposing positions on the matter, based in part on their own personal experiences.
This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.
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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!