Per My Last Email
Per My Last Email
Morning Brew
Tackling Difficult Conversations with Erin McGoff
35 minutes Posted Mar 31, 2025 at 10:00 am.
Intro
How Advice With Erin got started
Stats on how much people avoid having difficult conversations
How Erin recommends approaching difficult conversations broadly
How to prep for having a difficult conversation
Difficult conversation scenario 1 Telling your boss that you’re quitting
Difficult conversation scenario 2 How to address your anxious coworker
Difficult conversation scenario 3 How to deal with a micromanaging boss
Difficult conversation scenario 4 How to address a team member who isn’t pulling their weight
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35:48
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Show notes
In this episode, Kaila and Kyle discuss how to have those difficult conversations at work with career advice expert Erin McGoff of @advicewitherin. From addressing your lazy coworker to handling your micromanaging boss, Kaila, Kyle, and Erin offer specific tactics and approaches for conducting these challenging conversations.
 
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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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