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March 31, 2025 35 mins
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. 00:00 Intro 00:55 How Advice With Erin got started 03:49 Stats on how much people avoid having difficult conversations  04:34 How Erin recommends approaching difficult conversations broadly 08:25 How to prep for having a difficult conversation 14:34 Difficult conversation scenario 1 - Telling your boss that you’re quitting 19:25 Difficult conversation scenario 2 - How to address your anxious coworker 24:41 Difficult conversation scenario 3 - How to deal with a micromanaging boss 29:28 Difficult conversation scenario 4 - How to address a team member who isn’t pulling their weight Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/  Watch Per My Last Email on YouTube:   @PerMYLastEmailShow Follow Per My Last Email Instagram: @permylastemailshow TikTok: @permylastemailshow Twitter: @permylast_email Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com Learn more about your ad choices. Visit megaphone.fm/adchoices 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! Learn more about your ad choices. Visit megaphone.fm/adchoices
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