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PODCAST

Per My Last Email

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.

business careers

All Episodes

27:59

Why You Should Stop Chasing Money and Start Chasing...

Per My Last Email ·

2026/03/02

In this episode, Kyle sits down with venture capitalist and author Bill Gurley to talk about how to figure out your passion, what people get wrong about networking, and why pursuing your dream career isn’t such an idealistic idea. 00:00 Intro 01:23 How do we recognize if we have a “passion”? 04:40 Do we spend enough time in a sampling period? 08:48 Something Bill advises young people to ask of older adults 09:14 How Bill responds to the pushback that people should aim for a stable,

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37:18

Why Emotional Intelligence is More Important Than...

Per My Last Email ·

2026/02/23

In this episode, Kaila and Kyle discuss their thoughts on the age-old question: is it ever okay to be emotional at work? Listen to hear their anecdotes of crying with colleagues, surface acting vs. deep acting, and why they think emotional intelligence is so crucial at this point in time. 00:00 Intro 04:26 The aim of this episode 07:27 Affective Events Theory 09:53 Primal Leadership by Daniel Goleman 14:15 Is going with your gut an example of being emotional? 17:33 The contagious effect of

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36:23

AI at Work: What We Got Wrong (And the Use Cases That...

Per My Last Email ·

2026/02/16

In this episode, Kaila and Kyle revisit the topic of AI (2 years after their first episode on the topic) and discuss the major objections to AI, how the perception of the technology has changed recently, and the best ways to use it to enhance your work.00:00 Intro 01:27 How our perceptions of AI have changed in the past 2 years 03:56 The shifting public perception of AI - efficiency vs. enhancement 12:38 First objection to AI - environmental concerns 18:13 Second objection to AI - it’s

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35:00

Job Kissing, AI Slop, and Our Work Life Predictions...

Per My Last Email ·

2026/02/09

In this episode, Kaila and Kyle share their predictions for work and work culture in 2026. From “job kissing” to the careers we think might be eliminated in 2026, you’re not going to want to miss this episode. 00:00 Intro 01:48 Prediction #1: Slight imperfections will be a sign of effort 06:06 Prediction #2: There will be a premium on being able to explain the business impact of your work 08:50 Prediction #3: “Job kissing” 13:06 Prediction #4: Your degree and your network will matter more than

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38:49

Everyone Feels Uncertain at Work Right Now—Here’s How...

Per My Last Email ·

2026/02/02

In this episode, Kaila and Kyle discuss uncertainty at the individual, external, and societal level, and share their best strategies for managing and coping with the anxiety that comes with it. 00:00 Intro 03:08 Addressing uncertainty on the individual level 08:57 Kyle’s bucketing approach for tackling uncertainty 15:23 Dealing with external, corporate-level uncertainty 22:28 Discussing uncertainty at the societal level Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My

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32:28

BONUS: What Makes a Workplace People Actually Love?

Per My Last Email ·

2026/01/29

In this special bonus episode, Kaila and Kyle sit down with Industrious president Anna Squires Levine to discuss the role that connection plays at work, the future of offices and hybrid vs. remote work, the role of leadership in the modern workplace, and advice on making career pivots.00:00 Intro 01:16 University of Chicago Booth School of Business study on human connection 07:45 What most companies get wrong about how to design a great working environment 10:31 Advice for companies trying to

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34:28

The Biggest Money Mistakes of Our Careers – and How...

Per My Last Email ·

2026/01/26

In this episode, Kaila and Kyle get into personal finance—the money lessons they learned the hard way throughout their careers, and how they approach managing their savings, investments, and spending now. 00:00 Intro 02:36 A big wake-up call money moment in Kaila’s life 07:27 Kyle’s big wake-up call money moment 10:21 Kaila’s experience with lifestyle creep 13:56 An important salary negotiation in Kyle’s career 18:10 Learning to how to spend based on your values 21:40 Structuring your

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34:18

Commit to Sh*t: The Productivity Advice No One Tells You

Per My Last Email ·

2026/01/19

In this episode, Kaila and Kyle share the productivity tips that help them accomplish their to-do list, and to get your 2026 off to a strong start. 00:00 Intro 02:20 Kaila’s and Kyle’s word of the year 04:30 Productivity tip #1: The Sunday Setup 09:29 Productivity tip #2: The Bullet Journal 13:06 Productivity tip #3: Commit to S*** 16:57 Productivity tip #4: Lean into the Eustress Curve 19:09 Productivity tip #5: Time Block the Bull**** 22:20 Productivity tip #6: Create Boundaries Around

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36:26

Why So Many Workers Will Fall Behind in 2026 (And How...

Per My Last Email ·

2026/01/12

In this episode, Kaila and Kyle discuss why there is a fear of being “left behind” in the workplace in 2026, and what you can do to avoid that outcome. 00:00 Intro 02:08 Where the “left behind” framing is coming from 04:19 The “K-shaped” economy 09:02 Kyle’s hot take prediction on 2026 13:58 How to set yourself up for success in 2026 16:50 How Kaila and Kyle have started incorporating AI into their workflows 23:14 An example of how AI proved to be incredibly helpful in Kaila’s work 25:52

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34:17

The 5-Step Goal-Setting System to Getting Promoted in...

Per My Last Email ·

2026/01/05

In this episode, Kaila and Kyle break down their 5-step goal-setting framework that will help you get promoted in 2026. 00:00 Intro 02:17 Step 1 of goal-setting: Get clear on your company’s goals 07:21 Step 2 of goal-setting: Pick a word of the year 10:14 Step 3 of goal-setting: SMART goals 13:47 An important detail of setting SMART goals 17:08 Step 4 of goal-setting: Getting input 20:02 Step 5 of goal-setting: Create a check-in system 25:58 What if your goals are determined for you? This

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41:16

We Argue, We Rant, We Recap 2025: A PMLE Holiday...

Per My Last Email ·

2025/12/29

This week, we’re bringing you a special (and very fun) variety show-style holiday episode. Listen to hear Kaila and Kyle quiz each other on 2025 news trivia, followed by a listener-submitted Am I the A******?, 2025 work rants, and finally our rose, bud, thorn of 2025.00:00 Intro 01:31 2025 Workplace Trivia 18:26 Listener-submitted “Am I the A******?” Segment 24:12 Work rants 30:36 2025 Rose, Bud, and Thorn This episode was sponsored by Industrious. Try out Industrious for yourself with a day

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39:27

The 4-Step Guide to Acing Your End of Year Review

Per My Last Email ·

2025/12/22

In this episode, Kaila and Kyle break down their simple and effective End of Year Reflection Framework, which will help you give the best end-of-year performance review possible. 00:00 Intro 01:55 Kaila and Kyle’s 2025 overall vibe check 04:52 Step one of the reflection framework 08:34 Step two of the reflection framework 16:01 Big takeaways from completing the first two steps of the 4-step reflection framework 19:35 Step three of the reflection framework 27:46 Step four of the reflection

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15:47

BONUS: Joel Kim Booster Gives Us His Holiday Hot Takes

Per My Last Email ·

2025/12/20

In this very special bonus episode of PMLE, Kaila and Kyle are joined by comedian, actor, and producer Joel Kim Booster to get his holiday hot takes. Listen to hear how Joel would organize his own office holiday party, the rule he thinks would make corporate America more fun, and his honest opinions in a round of Iconic of Moronic. 00:00 Intro 00:31 What Joel’s performance review would say if he held an office job today 02:02 The most unhinged party theme Joel would institute if he were in

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33:52

Work Will Always Affect Your Personal Life – Here’s...

Per My Last Email ·

2025/12/15

In this episode, Kaila and Kyle discuss both how family has influenced their career paths, how they talk about work with their families, and the importance of figuring out what the right amount of spillover is between work and family life. 00:00 Intro 01:40 How Kaila and Kyle talk about work with their families 07:28 The “spillover-crossover model” 13:19 The danger of co-rumination 15:42 How Kaila’s family influenced her career path 20:34 How Kyle’s family influenced his career path 25:12

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40:43

How to Be Less Online (While Your Job Still Needs You...

Per My Last Email ·

2025/12/08

Is it possible for us to start to digitally “detox” while still leveling up at work? In this episode, Kaila and Kyle are joined by Kate Noel (host of the podcast People Person, and Morning Brew’s SVP of People Operations) to talk about how we can start to become less dependent on our screens, while still remaining diligent at our jobs. 00:00 Intro 02:53 Should we even be trying to digitally detox? 06:37 How Kate, as an HR leader, is approaching organizational boundary setting 10:55 How to

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33:38

The Worst Career Advice You’re Still Taking (And What...

Per My Last Email ·

2025/12/01

In this episode, Kaila and Kyle break down and debate the worst career advice they’ve ever heard, and what they think you should do instead.00:00 Intro 02:45 Bad advice #1 09:28 Bad advice #2 16:28 Bad advice #3 23:30 Bad advice #4 27:50 Work rant This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. Want to

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36:51

Everything’s an Emergency: The Rise of Workplace...

Per My Last Email ·

2025/11/24

In this episode, Kaila and Kyle dig into “crisis culture” at work—what it is, how it came about, and what you can do about it if you’re experiencing it in your own workplace. 00:00 Intro 01:35 What is “workplace crisis culture”? 02:35 Why is this crisis culture happening? 09:49 How crisis culture has affected Kaila’s career 14:42 Kyle’s own experience with crisis culture 19:14 Another way to think about urgency 21:07 Tips and tactics for handling a workplace crisis culture This episode was

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36:36

So You Want to Be Your Own Boss? Here’s What It’s...

Per My Last Email ·

2025/11/17

In this episode, Kaila and Kyle sit down with journalist, media executive, entrepreneur, and NKA Media founder Nora Ali to talk about the realities of becoming your own boss. Nora gets extremely candid about what pursuing entrepreneurship really looks like in detailing her transition from the traditional 9 - 5 to founding her former startup Mason Media. 00:00 Intro 02:09 Nora’s career trajectory 05:15 Why Nora decided to pursue starting her own business when she did 09:09 The unexpected

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35:53

Am I The A**hole? The Credit Thief, The Scrooge Boss,...

Per My Last Email ·

2025/11/10

In this episode, Kaila and Kyle give their strong and uninhibited opinions on some more spicy work-related AITA Redditor submissions. From refusing to cover for colleagues to reporting them to HR, this episode brings the drama. 00:00 Intro 02:23 Scenario #1 - The Credit Thief 09:35 Scenario # 2 - The Scrooge Boss 17:02 Scenario #3 - The Shady Firm 21:54 Scenario #4 - The Office Narc This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast. Want

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36:44

Co-CEOs, No Managers, and Zero Loyalty — How to...

Per My Last Email ·

2025/11/03

In this episode, Kaila and Kyle discuss the demise of the traditional corporate structure—from co-CEOs, to the elimination of middle managers, and even the death of workplace loyalty. It seems like everything we know about the way companies are organized are changing, so what does this mean for you?00:00 Intro 01:43 What’s unique about this moment in time for workplaces 04:36 A possible explanation for why these company structures keep changing 07:46 The AT&T memo and how workplace loyalty has

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