Episoder

  • 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

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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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  • 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

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  • 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

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  • 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 

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  • 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

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  • 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

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  • 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

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  • 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

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  • 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

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  • 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

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  • In this episode, Kaila and Kyle break down what it is to be a “generalist” (aka a jack of all trades) or a “specialist” in your career, the pros and cons of each, and whether one is truly more advantageous than the other. 

    00:00 Open
    00:32 Intro
    01:34 Kaila and Kyle’s career concerns as a career “generalist”
    03:18 Defining a “Generalist” and a “Specialist”
    08:40 The pros and cons of being a generalist or a specialist
    11:19 Kyle’s “connecting the dots” framework
    16:19 The unique place where specialists succeed
    21:23 “Wicked” and “Kind” environments
    22:18 The wrong way to approach being a generalist
    27:18 How the generalist approach can apply to building teams
    29:24 Tactics

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  • In this episode, Kaila and Kyle discuss the merits of getting an MBA, and whether or not it’s even worth it anymore in today’s job market.

    00:00 Open
    00:19 Intro
    03:56 History of MBA programs
    05:00 MBA program stats 
    09:19 Why an MBA is looking like a less promising option lately
    11:23 Scott Galloway’s take on MBA programs 
    12:49 What you’re actually getting when you enroll in an MBA program
    17:00 What holds Kaila back from applying for an MBA program
    23:43 The worst reason to pursue an MBA
    29:31 What to do if you’re unsure about pursuing an MBA
    33:31 Advice for listeners when considering an MBA

    Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/ 
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  • In this episode Kaila and Kyle are joined by Morning Brew’s SVP Head of People Operations, Kate Noel, to discuss the matter of taking vacation at work—how much paid time off is too much? Is there a minimum amount of PTO you should be taking per year? Is unlimited vacation a great perk or a scam?

    00:00 Open
    00:22 Intro
    03:46 Stats on Americans use of PTO
    05:47 How Kate Noel thought through creating Morning Brew’s vacation policy
    07:03 How unlimited PTO can be a scam
    13:00 Why the culture around a PTO policy is important
    20:00 Reframing time off for subscribers to “hustle culture”
    22:13 More Harris Poll stats on employee behavior
    27:11 Common misconceptions about HR
    30:26 Tactics

    The Harris Poll Thought Leadership Practice

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  • In this episode, Kaila and Kyle discuss what it means to be an introvert vs an extrovert at work, and how to succeed as an introvert in an extrovert’s world. 

    00:00 Open
    00:37 Intro
    02:33 What it really means to be an introvert
    09:48 Statistics on how the workplace favors extroverts 
    14:14 How Kyle navigates public speaking as an introvert
    17:41 How extroverts and introverts process differently
    18:55 The best types of leaders for the best types of personality types
    21:13 The idea of the “Personal User Guide”
    22:09 Amazon’s thoughtful approach to meetings
    26:44 A tactic for extroverts
    28:33 A tactic for introverts
    29:57 Kyle’s advice for employees and employers

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  • In this episode, Kaila and Kyle discuss the pros and cons of becoming a manager, and why even those who are worried about taking this next step in their career should consider it seriously. 

    00:00 Open
    00:28 Intro
    03:39 Why it’s important to take becoming a manager seriously 
    08:15 Why becoming a manager is the only way to grow in your career
    16:17 Kyle’s hot take on managers vs ICs
    20:36 Advice for people debating whether they’re ready to become a manager
    24:07 How to test drive being a manager, and other tactics

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  • In this episode, Kaila and Kyle debate the merits of networking, and the do’s and don'ts when it comes to expanding your professional network.  

    00:00 Open
    00:23 Intro
    02:25 Networking stats
    08:12 When networking is the most vital in your career
    11:52 The power of weak ties
    17:01 Ways to network that aren’t networking events
    22:22 How Kaila networked early in her career
    26:32 The importance of adding value
    28:18 Other tactics and do’s and don’ts of networking

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  • In this episode, Kaila and Kyle explore the extent to which you need to go above and beyond in order to get that promotion, and the red flags to look out for to determine whether or not you employer is simply taking advantage of your hard work.

    00:00 Open
    00:26 Intro
    06:48 How we got to hustle culture in the US
    10:38 The problem with purpose-driven work culture 
    12:16 What “Quiet Quitting” really means
    17:21 What comes first, the promotion or the responsibilities?
    21:29 Kyle’s red flags to look out for with your employer
    29:31 Tactics 


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  • In this episode, Kaila and Kyle discuss how to know whether it's time to leave your job, and if it is, how to quit gracefully (i.e. not burn bridges).

    00:00 Open
    00:39 Intro
    03:49 Stats on employment opportunities and job satisfaction
    08:03 The cost of employee turnover to employers
    14:49 What you should do before you decide to quit
    19:36 The dos and don’ts of negotiating a job offer with your current company
    25:58 Tactics for those considering leaving their job

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  • In this episode, Kaila and Kyle discuss the pros and cons of having friends at work, as well as some tips on how to make them if you’re struggling.

    00:00 Open
    00:42 Intro
    03:16 How Kaila and Kyle became friends
    05:08 Stats on loneliness
    08:54 Kaila’s “making friends at work” chart
    11:27 When friends at work can be complicated
    18:13 Kaila’s strategy for making friends at work
    23:53 Remembering that friendship is a 2-way street
    27:02 Another downside of having friends at work

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  • In this episode, Kaila and Kyle debate the merits of posting on LinkedIn, and whether or not it can help bolster your career. Is it actually useful, or just plain cringe? 

    00:00 Open
    00:19 Intro
    03:20 LinkedIn and personal brand stats
    07:28 Why Kaila isn’t the biggest fan of LinkedIn
    08:54 Why Kyle is pro LinkedIn
    13:31 An under-appreciated benefit of posting on LinkedIn
    17:36 Why Kyle believes every possible role could benefit from posting on LinkedIn
    20:38 Kyle’s tactics for posting on LinkedIn
    23:35 Kaila’s tips on how to start posting on LinkedIn if you’re afraid of the cringe factor

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