When To Break Up With Your Boss

In this episode, Kaila and Kyle dive into the unspoken rules around Slack, Teams, and email. What is proper etiquette when it comes to professional communication these days? When is email actually necessary in a Slack-driven workplace environment? Plus, award-winning journalist and communication expert Celeste Headlee weighs in on what she thinks the new rules of workplace communication should be.  00:00 Intro 04:30 The issues with instant messaging  10:32 Have Slack and Teams hurt workplace communications? 15:12 How Slack affects workplace culture after a layoff 18:24 Tactics for Slack (or any workplace IM platform) 20:21 How to think about email when your company has Slack or Teams 26:28 An argument for the email before the meeting 31:42 Tactics for in-person communication 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 [email protected] 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

In this episode, Kaila and Kyle discuss the different styles of mentorship, how to find and secure a career mentor, and why mentorship benefits the mentor as well as the mentee.  00:00 Open 00:19 Intro 03:44 Can a boss be a mentor? 05:14 Defining mentorship 06:03 “Mentorship from afar” 11:00 How to get to an informal mentorship 15:00 Kyle’s advice for how to approach cold-emailing a potential mentor 19:03 The benefits of being a mentor 23:35 Mentorship vs sponsorship 28:27 Tactics Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the realities and misconceptions around imposter syndrome, why Kyle has never experienced it, and Kaila’s take on when imposter syndrome becomes a humble brag. 00:00 Open 00:22 Intro 01:07 Defining imposter syndrome 07:13 Stats on the prevalence of imposter syndrome 07:32 Why Kyle has never experienced imposter syndrome 12:35 Kaila’s experience with imposter syndrome 20:43 The people who are actually imposters 22:46 How Kaila overcame feeling like an imposter 26:27 Advice for listeners Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the actual importance of your first 90 days at a new job, what most people get wrong in the first 90 days, and the best tactics for approaching your early days at a new job. 00:00 Open 00:36 Intro 01:36 Kaila and Kyle’s chaotic first 90 days at Morning Brew 06:02 Why the first 90 days are so important at a new job 10:35 Why the first 90 days for managers bringing on a new employee are so important 18:17 Stats on the reasons people leave a job within the first 90 days 23:11 Harvard Business Review’s 5 recommended steps in the first 90 days of a new job 28:19 Tactics  Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss whether or not you need to map your career, and what “career mapping” or career planning actually looks like when done effectively. 00:00 Open 00:25 Intro 05:05 How Kaila did a form of “career mapping” early in her career 06:50 What is a productive “career plan”? 13:30 The importance of having a North Star 19:00 How to decide between commitment and optionality  27:01 Tactics Morning Brew’s Career Mapping Toolkit: https://shop.morningbrew.com/products/career-mapping Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive deep into the ways that the interview process is fundamentally flawed, and share tactics for how to succeed as both an interviewee as well as interviewer.  00:00 Open 00:35 Intro 03:30 Interview stats 10:01 A great interview mindset 12:09 What most job descriptions get wrong 14:17 Easy wins for going into the interview process  17:05 What employers should have prepared for an interview 21:11 Culture fit vs culture add 24:48 Game: good interview question or bad interview question 31:01 Tactics Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the real meaning of burnout, when and why it happens, and what to do about it if you find yourself stuck in a cycle of burnout.  00:00 Open 00:24 Intro 06:00 What “burnout” really means 08:25 Stats on burnout 11:00 Misconceptions about burnout 16:35 Why burnout is an environmental problem 26:41 Tactics for handling burnout Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the best way to handle different versions of bad managers, and how to evaluate whether you need to manage up, or if it’s you who should be doing something different. 00:00 Open 00:29 Intro 02:10 Why the quality of your boss matters (stats) 05:12 What having a “toxic” boss actually means 10:24 How the quality of your boss impacts your career trajectory 13:55 Bad Boss Scenario #1 17:02 Bad Boss Scenario #2  20:39 Bad Boss Scenario #3 23:22 Bad Boss Scenario #4  25:50 Tactics Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this AITA-style episode, Kaila and Kyle read and weigh in on listener submissions asking “am I the a**hole?” in specific workplace situations.  00:00 Open 00:15 Intro 02:22 Scenario 1 06:14 Scenario 2 11:54 Scenario 3 16:58 Scenario 4 Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into the history of work attire, and what clothing is considered “professional” or “appropriate” for work in 2024. 00:00 Open 00:26 Intro 02:38 How Kaila’s dressing for work mentality has changed 06:25 How Kyle’s mentality around dressing for work has changed 08:22 How the perception of “work professional clothing” has changed since the pandemic 12:38 Stats on how people dress for work now 14:03 Considering the reasons that work attire even “matters” 18:01 Studies on perceptions of how you dress in the workplace 21:21 Professional or Nah game 24:00 Stats form the WSJ on what is acceptable men’s attire 26:16 Tactics Want to get all of Kaila & Kyle’s resources? Subscribe: 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 [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoices