Episodes

In this episode, Kaila and Kyle are joined by special guest (and Morning Brew social media star) Macy Gilliam to discuss whether Gen Z gets an unfair reputation at work, and address questions like: Does Gen Z overshare? Do they lack respect for office etiquette? Does Gen Z care less, or MORE about money than other generations? 00:00 Intro 02:38 Gen Z stereotype #1 08:40 Resume Builder stat 09:26 Gen Z stereotype #2 16:18 Gen Z stereotype #3 20:28 Gen Z stereotype #4 26:04 Gen Z stereotype...

In this episode, Kaila and Kyle dig into occupational personality tests—from the Myers-Briggs Type Indicator, to the science-backed Big Five—and debate their legitimacy, when they might be useful in the workplace, and whether or not they should be used at all. 00:00 Intro 01:00 Myers-Briggs (MBTI) 03:57 Criticism of the Myers-Briggs 07:28 The CliftonStrengths Assessment 18:11 The Big Five Personality Test (OCEAN) 25:19 A big critique of personality tests 27:29 Tactics New York Times arti...

In this episode, Kaila and Kyle tackle the age-old question of: how hard do you have to work to get ahead? Do you ACTUALLY have to put in overtime, or can you have a healthy “work-life balance”? 00:00 Intro 02:54 Stats on workplace boundaries 05:08 Defining what a workplace “boundary” is 06:10 The 60% Rule 08:55 Three things to keep in mind when adopting the 60% rule 16:30 Decoupling number of hours work from impact 18:19 The Eisenhower Matrix 23:27 The “three seasons of work” 29:15 Tac...

Amazon RTO Mandate

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 c...

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...

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 ...

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 ...

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/product...

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 questio...

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:...

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 S...

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_em...

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” 1...

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...

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 M...

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 ar...

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 “P...

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 ma...

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 Want to get all of Kaila & K...

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...

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 Want to get all of Kaila ...

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 Want to get...

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 ...