{"podcast":{"title":"Per My Last Email","slug":"per-my-last-email-6868760","podcast_index_feed_id":6868760,"rss_url":"https://feeds.megaphone.fm/MOBI3448226780","website_url":null,"image_url":"https://megaphone.imgix.net/podcasts/9930ad78-d644-11ee-91a8-ebdd8f74b497/image/30162c4aad86dc1b562de08cadeb0db4.png?ixlib=rails-4.3.1&max-w=3000&max-h=3000&fit=crop&auto=format,compress","author":"Morning Brew","episode_count":120,"summary":"Is it okay to ask your coworker how much they make? Is Gen Z set up for failure in the workplace? Should you really bring your whole self to work? 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.","last_synced_at":"2026-07-06T20:17:51.769868+00:00","page_url":"https://stenobird.com/podcast/per-my-last-email-6868760"},"episode":{"title":"Should You Be Friends With Your Boss? + 3 More Career Dilemmas","slug":"should-you-be-friends-with-your-boss-3-more-career-dilemmas","published_at":"2026-05-11T10:00:00+00:00","page_url":"https://stenobird.com/podcast/per-my-last-email-6868760/should-you-be-friends-with-your-boss-3-more-career-dilemmas","show_page_url":"https://stenobird.com/podcast/per-my-last-email-6868760","url":"https://www.podtrac.com/pts/redirect.mp3/pdst.fm/e/tracking.swap.fm/track/bHsDpvy53mYwJpnc1UL5/traffic.megaphone.fm/MOBI7783559164.mp3?updated=1778266842","audio_url":"https://www.podtrac.com/pts/redirect.mp3/pdst.fm/e/tracking.swap.fm/track/bHsDpvy53mYwJpnc1UL5/traffic.megaphone.fm/MOBI7783559164.mp3?updated=1778266842","summary":"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. 00:00 Intro 02:56 Question 1 - Can you befriend your boss? 10:37 Question 2 - Can I ask for a raise after a round of layoffs? 15:50 Question 3 - How can I ask for remote work accommodations? 21:57 Question 4 - How should you prepare for a merger/acquisition at your company? 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 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","meta_description":"In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with you…","key_points":[],"chapters":[],"topics":[],"duration_seconds":1974,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/per-my-last-email-6868760/episodes/should-you-be-friends-with-your-boss-3-more-career-dilemmas/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/per-my-last-email-6868760/should-you-be-friends-with-your-boss-3-more-career-dilemmas.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}