Per My Last Email

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

Coworker Pet Peeves: What We Hate and What We Love

August 3, 2026 • 28 mins
In this episode, Kaila and Kyle list the most annoying and the most appreciated qualities in a coworker. Plus, how to make the most of those good qualities and navigate the grating ones.  00:00 Intro 01:08 Coworker pet peeve #1  06:02 Coworker pet peeve #2 10:15 Coworker pet peeve #3  12:50 Coworker pet peeve #4  15:23 Coworker green flag #1 19:19 Coworker green flag #2  21:00 Coworker green flag #3...
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AI Is Changing How We Talk to Each Other...And It's Annoying

July 27, 2026 • 29 mins
In this episode, Kaila and Kyle discuss how AI is starting to impact how we communicate with one another at work. There are both obvious and subtle ways in which the technology is affecting how we speak, and Kaila and Kyle have some strong feelings about it. 00:00 Intro 00:18 The problem 04:04 How we got here 09:41 The inciting concern about how we talk to chatbots  13:05 Another communication heuristic that has been alte...
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The Workplace Habits That Are Quietly Hurting Your Body & Brain

July 20, 2026 • 34 mins
In this episode, Kaila and Kyle dig into the unexpected ways in which work impacts our mental and physical health, and provide some tactics for how to avoid some of these health risks whether you work remotely or in an office.  00:00 Intro 02:22 Remote work and unhappiness 09:28 Kaila’s hot take on remote work 11:27 Tactics to avoid the pitfalls of remote work 16:00 The impact of work on our physical health 18:55 T...
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The Workplace Tech Trends You Can't Ignore (AI, Surveillance & RTO)

July 13, 2026 • 38 mins
In this episode, Kaila and Kyle are joined by Tech Brew’s editor Saira Mueller to discuss current and emerging tech trends—from AI to surveillance technology—and how they’re impacting the workplace, and what we can do to improve our own work environment with them (or in spite of them).  00:00 Intro 01:39 How AI use has trended in the workplace 11:14 The AI software that has most impressed Tech Brew&r...
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Does a Real Vacation Even Exist Anymore?

July 6, 2026 • 32 mins
In this episode, Kaila and Kyle debate whether or not taking a real vacation even exists anymore, and provide tactics for how to protect your off time. Can you ever really fully log off in a world with flexible working conditions? And how can we reclaim PTO? 00:00 Intro 02:20 How we got to the state of the working “vacation” 06:59 The real vs imagined expectations of your employer 11:08 Setting clear expectations wi...
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The Career Advice You Need at 25, 35, and 45

June 29, 2026 • 34 mins
In this episode, Kaila and Kyle are joined by Cherry Miao, CFO of Hightouch, who gets into the art of conducting an effective job interview, how she susses out a job candidate’s mindset, and what she thinks should be changed about the job interview process in general. She also breaks down the skills that are most important to hone in each stage of your career—from your first entry-level job all the way to the C-Suite.&n...
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How Ambitious Do You Actually Need To Be To Succeed?

June 22, 2026 • 38 mins
In this episode, Kaila and Kyle are debating ambition: do you really need to be super ambitious to have a successful career? What level of ambition is the ideal amount? And can you be ambitious in both work and life in equal measure? 00:00 Intro 01:21 How we’re defining “ambition” 05:42 Can you succeed without ambition? 13:30 What is the opposite of ambition? 17:05 Kaila’s framework for thinking about t...
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The Surprising Power of Constraints at Work (with David Epstein)

June 15, 2026 • 47 mins
In this episode, Kaila and Kyle are joined by author David Epstein to discuss the topic of his latest book, Inside the Box: How Constraints Make Us Better. Listen to hear why constraints increase both productivity and creativity, and how to implement them on your own to help you in work and life. 00:00 Intro 02:05 The story of General Magic 06:02 Additive bias 09:14 Brooks’s Law 12:34 How Bell Labs is an example of usefu...
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Following Coworkers on Instagram and Other Social Media Dilemmas

June 8, 2026 • 34 mins
In this episode, Kaila and Kyle dig into the unspoken rules of social media at work. When is it okay to follow a colleague on Instagram? When is posting about your company empowering vs. harmful? And is it okay to have no social media presence at all? 00:00 Intro 00:58 Which social platforms you should and should not follow your coworkers on 08:05 A good rule of thumb for deciding whether or not to follow a coworker on Instagram...
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The Rise of the Career Generalist (and Why It Matters More Than Ever)

June 1, 2026 • 36 mins
In this episode, Kaila and Kyle are joined by Milly Tamati, the founder of generalist.world, to talk about the benefits of being a career generalist (vs. a specialist), what people get wrong about generalists, and how to start building a portfolio career.  00:00 Intro  01:29 Defining what a “generalist” is 02:27 What does a long-term generalist career look like? 04:42 What people get wrong about specialist...
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Retirement Has Changed—Here’s How to Plan For What It’s Really Like

May 25, 2026 • 36 mins
In this episode, Kaila and Kyle discuss all things retirement—how the concept of retirement has changed, how they’re financially planning for their own retirements, and what their ideal retirement looks like.  00:00 Intro 01:33 What does retirement look like right now? 08:48 How Kaila and Kyle approach the financial element of retirement 12:58 Thinking about the non-financial aspects of retirement 22:30 Mini r...
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Why “Optimization” Is Actually Making You Miserable

May 18, 2026 • 39 mins
In this episode, Kaila and Kyle are joined by author Brad Stulberg to dig into what we get wrong about “excellence,” what true excellence really looks like, and the achievable strategies to achieve it. Also check out Brad’s new book, The Way of Excellence: A Guide to True Greatness and Deep Satisfaction in a Chaotic World. 00:00 Intro 02:08 How Brad define’s “excellence” 05:47 What is “z...
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Should You Be Friends With Your Boss? + 3 More Career Dilemmas

May 11, 2026 • 32 mins
In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommodations, this episode addresses a wide range of relatable scenarios.  00:00 Intro 02:56 Question 1 - Can you befriend your boss? 10:37 Question 2 - Can I ask for a raise after a round of layoffs? 15:50 Question 3 - How can I ask...
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The Hidden “BS” Holding You Back at Work (And How to Break It)

May 4, 2026 • 44 mins
In this episode, Kaila and Kyle are joined by Aiko Bethea, Founder of Rare Coaching, to talk about the hidden bullsh*t at work, how it’s holding you back, and what you can do about it. From holding yourself, your colleagues, and even bosses accountable, to freeing yourself of a scarcity mindset, this conversation is packed with practical advice for anyone feeling stuck in their career.  And don’t forget to pick up...
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The 5 Sneaky Ways You Might Be Sabotaging Your Career

April 27, 2026 • 37 mins
In this episode, Kaila and Kyle break down the five sneaky (and surprising) things that are affecting your career, and what you can do about them.  00:00 Intro 02:42 Why your commute is more important than you think 08:00 Tactics if your commute is negatively impacting your career 11:00 How discussing your AI use can impact your career 17:59 The consequences of being unknown at work 22:27 Tactics for making yourself bett...
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Meetings Suck—Here are the Science-Backed Ways to Fix Them

April 20, 2026 • 39 mins
In this episode, Kaila and Kyle are joined by Rebecca Hinds, PhD, author of Your Best Meeting Ever: 7 Principles for Designing Meetings That Get Things Done. Rebecca breaks down the science behind why meetings so often fail—and shares research-backed tactics to decide which meetings are actually worth having, and how to design them for better outcomes. 00:00 Intro 02:36 Why do meetings suck? 03:47 Meeting Doomsday  0...
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Should You Flex at Work? The Career Math Behind Showing Wealth

April 13, 2026 • 35 mins
In this episode, Kaila and Kyle discuss the politics of displaying wealth at work, and how the perception of it depends on what stage you are at in your career. When does it go from being gauche to cool to flaunt your wealth at the office? And is it ever strategic to appear more or less wealthy than you actually are? 00:00 Intro 01:40 Why we’re discussing wealth at work 04:43 Kaila’s and Kyle’s experiences with...
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Why AI Isn’t Killing Jobs (And What It’s Actually Changing)

April 6, 2026 • 40 mins
In this episode, Kaila and Kyle are joined by LinkedIn Chief Economic Opportunity Officer (and former speech writer for President Obama) Aneesh Raman to talk about why we can be optimistic about AI. Aneesh’s new book, Open to Work: How to Get Ahead in the Age of AI, challenges the notion that AI is the death of entry-level work and instead argues that the technology is simply changing work as we know it in exciting and innova...
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You Survived a Layoff…Now What? (The Truth No One Tells You)

March 30, 2026 • 38 mins
While there is a lot of advice out there about what to do if you’ve been laid off, there isn’t a lot of information for how to manage if you’re one of the lucky (or not so lucky) survivors of a layoff. From being more vulnerable to burnout to taking on more responsibilities, Kaila and Kyle discuss how to handle surviving a layoff both emotionally and professionally, as well as discuss how they navigated their own ...
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Inside the Recruiter’s Brain: How to Get Hired in the Age of AI

March 23, 2026 • 36 mins
In this episode, Kaila and Kyle are joined by author, speaker, and ZipRecruiter career expert Sam DeMase (@apowermood) to share the best tips for landing a job in the age of AI. From understanding how recruiters think and operate, to structuring your resume for maximum impact, to mastering the “upper third,” this is one episode you don’t want to miss. 00:00 Intro 01:10 What is the life of a recruiter like? 06:2...
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