Per My Last Email
Per My Last Email
Morning Brew
Should You Be Friends With Your Boss? + 3 More Career Dilemmas
32 minutes Posted May 11, 2026 at 10:00 am.
Intro
Question 1 Can you befriend your boss?
Question 2 Can I ask for a raise after a round of layoffs?
Question 3 How can I ask for remote work accommodations?
Question 4 How should you prepare for a merger/acquisition at your company?
0:00
32:54
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Show notes
In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommodations, this episode addresses a wide range of relatable scenarios. 
This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 
Find Granola-generated notes on this episode here: https://notes.granola.ai/t/4c7f65b0-fdee-40ca-9e1c-e9aa332279f7-009c2hma
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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!
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