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.
Episodes
September 8, 2025 • 33 mins
In this episode, Kaila and Kyle discuss how AI is impacting the job market, what the future of work may look as more roles and industries become automated, and how to stand out in the age of AI-assisted hiring processes.
00:00 Intro
01:41 Research on the impact of AI on job seekers
06:28 The rise of the “he-cession”
10:07 How AI is impacting the job hunt for mid-career level individuals
14:02 Strategies for applying to jobs in...
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September 1, 2025 • 39 mins
In this episode, Kaila and Kyle discuss the three most problematic toxic workplace scenarios, and how to manage each of them. Plus, wait ‘til the end to hear a bonus fourth toxic workplace scenario that you probably haven’t considered.
00:00 Intro
01:42 Defining “toxicity” in the workplace
04:14 Stats on toxic workplaces
05:43 Toxic coworkers and how to handle them
11:46 How Kaila handled a former toxic coworker
16:34 Toxic ...
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August 25, 2025 • 38 mins
In this episode, Kaila and Kyle get educated on the four most important qualities of leadership that separate the top 1% of executives from the rest. Cassie Young, General Partner at Primary Venture Partners, joins Kaila and Kyle this week to discuss why these are the most important (and underappreciated) leadership traits, and why it’s important to know them even if you’re not a leader yourself.
00:00 Intro
02:32 Cassie’s career...
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August 18, 2025 • 38 mins
In this episode, Kaila and Kyle are discussing whether or not you can actually get wealthy in your 9 - 5 alone anymore. Is the American Dream dead, or just evolved? Listen to hear their takes on the best types of companies to work for if you want to build wealth without the side hustle.
00:00 Intro
01:40 How money has played a role in career motivation for Kaila
04:14 How money factored into Kyle’s career path
07:15 Stats on pe...
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August 11, 2025 • 36 mins
In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell to talk about a subject they know better than anyone—the reality of having a work bestie. Listen to hear Neal and Toby share the story of how they went from colleagues, to friends, to podcast co-hosts, and the unexpected benefits and potential drawbacks of having such a tight working relationship.
00:00 Intro
02:09 How Neal and Tob...
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August 4, 2025 • 39 mins
In this episode, Kaila and Kyle discuss Kyle’s experience of paternity leave so far, what’s been the most surprising to him, and how he’s feeling about returning to his 9 to 5.
00:00 Intro
01:32 Stats on maternity vs. paternity leave in the U.S.
05:02 Research on the impact of taking paternity leave on a father’s brain
08:11 How pat leave has been for Kyle
13:53 Kyle’s feelings around returning to work
18:24 How boundaries ...
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July 28, 2025 • 31 mins
In this episode, Kaila and Kyle debate what they consider to be some non-obvious but very real truths about the nature of work and career. Plus, listen ‘til the end of the episode to hear Kaila’s bonus productivity hack.
00:00 Intro
00:26 “Per YOUR Last Email” segment
02:32 Non-Obvious Truth #1
05:30 The 3 “right” ways to be exploited at work
11:35 Non-Obvious Truth #2
19:33 Non-Obvious Truth #3
26:18 Bonus Productivity Hac...
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July 21, 2025 • 37 mins
In this episode, Kaila and Kyle discuss and debate the four types of jobs that they think everyone should have at least once in their career. Plus, listen ‘til the end to hear Kaila’s work fail of the week.
00:00 Intro
01:06 Job #1
06:21 Pros and cons of working for a name brand
10:54 Job #2
20:04 Job #3
23:44 Job #4
29:32 Sequencing your career trajectory
32:08 Kaila’s work fail of the week
Want to get all of Kaila ...
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July 14, 2025 • 38 mins
In this episode, Kaila and Kyle discuss the ins and outs of office politics, what it REALLY is, and how to improve on your office politicking skills in order to advance your career.
00:00 Intro
03:09 The two buckets of office politics
07:48 Can you opt out of office politics?
10:24 Advice for groups who face more biases in the workplace
12:57 MIT study on promotions based on potential
15:07 Kaila and Kyle’s personal experien...
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July 7, 2025 • 38 mins
In this episode, Kaila and Kyle discuss the difference between extrinsic and intrinsic motivation, and how to artificially generate it when you find yourself lacking motivation.
00:00 Intro
00:51 Intrinsic motivation vs extrinsic motivation
03:08 Kyle’s intrinsic motivation vs Kaila’s extrinsic motivation
08:56 How Kaila hacks her motivation
14:52 Research-backed strategies for increasing motivation
19:24 Self-Determination ...
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June 30, 2025 • 28 mins
In this episode, Kaila and Kyle dive into some conversation-sparking Reddit “Am I the A******?” submissions, and give their candid opinions on each. From whether or not you should share details of your personal life with your coworkers, to the ethics of applying for the same job as a friend, Kaila and Kyle bring some strong opinions.
00:00 Intro
00:53 Scenario #1 - Retirement Gift
05:14 Scenario #2 - Applying for the Same Job a...
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June 23, 2025 • 36 mins
In this episode, Kaila and Kyle talk about their biggest work fails, a different way to think about failure beyond simply as a “learning opportunity,” and share tactics on how to best move through and recover from failures in both work and career.
00:00 Intro
00:40 Kaila’s biggest work failure
04:20 Kyle’s biggest work failure
09:34 The problem with “I don’t fail, I either win or I learn.”
17:46 An NIH study on career failure ...
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June 16, 2025 • 38 mins
In this episode, Kaila and Kyle discuss what having high agency at work really means, the problems having high agency poses in certain contexts, and how to cultivate more of it in order to help your career.
00:00 Intro
01:20 Defining what having “high agency” is
06:52 The elements of high agency
10:34 An important point about having agency
14:17 An important element of truly effective high agency
15:03 A time when Kaila dem...
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June 9, 2025 • 40 mins
In this episode, Kaila and Kyle discuss the viral Steve Madden interview and debate whether CEOs and corporations should be expressing their political views, as well as how to navigate politics in the workplace.
00:00 Intro
01:24 Steve Madden’s viral Cutting Room Floor interview
06:26 Lulu Cheng Meservey on “going direct” as a business leader
07:29 Stats on how different generations feel about companies voicing their political ...
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June 2, 2025 • 38 mins
In this episode, Kaila and Kyle dive into the problems with being a “people pleaser”, and how to balance being agreeable enough while also being effective and impactful at work. Plus, Kaila introduces The Workplace People Pleasing Matrix.
00:00 Intro
00:44 Defining what “people pleasing” actually is
01:55 Why the term “people pleaser” is inflammatory
06:09 Stats on agreeableness and income
07:53 The Workplace People Pleasing ...
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May 26, 2025 • 34 mins
In this episode, Kaila and Kyle discuss work stress and whether we’ve been thinking about it in the wrong way. There’s clearly such a thing as too much stress, but what about too little? And is there an ideal amount of stress we should be aiming for in order to be most successful at our jobs?
00:00 Intro
00:24 APA stats on stress and anxiety
02:53 Kaila’s relationship with work-related stress
06:57 Stats on workplace mental hea...
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May 19, 2025 • 34 mins
In this episode, Kaila and Kyle discuss common career tropes and debate whether or not the sayings hold up. Is HR really not your friend? Are your connections more important than your skills? Listen and find out.
00:00 Intro
00:36 Career myth #1 - “No one knows what they’re doing.”
07:35 Career myth #2 - “HR is not your friend.”
12:51 Career myth #3 - “It’s not WHAT you know, it’s WHO you know.”
19:11 Career myth #4 - “Follow ...
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May 12, 2025 • 33 mins
In this episode, Kaila and Kyle are joined by Yale professor and host of The Happiness Lab podcast, Dr. Laurie Santos, to talk about the small ways you can find more meaning in your job, and the adjustments that help increase our happiness and well being at work.
00:00 Intro
00:44 Dr. Laurie Santos Intro
01:47 How much does your work factor into your overall happiness?
03:33 Dr. Santos’ take on the difference between how mille...
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May 5, 2025 • 37 mins
In this episode, Kaila and Kyle discuss the problems with the current conversation around AI, and debate the issues with and the benefits of the technology for the workforce, society, and individuals.
00:00 Intro
00:57 The problem with the discourse around AI
05:42 Why we’re not having good faith arguments around AI
09:43 The three use cases for AI that Kaila found helpful
17:28 Kaila’s concerns with AI
21:00 How Kyle uses AI...
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April 28, 2025 • 32 mins
In this episode, Kaila and Kyle talk about the value of giving your job its own performance review, the most effective way to do it, and the lowest rated jobs from their own career experiences.
Get your copy of the Rate Your Job Template here!
00:00 Intro
06:46 The Rate Your Job Template
13:38 Explaining the template through an example
15:55 How Kaila used the Rate Your Job Template when choosing her current job
19:00 Us...
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