Episodes
Dec. 15, 2025
Work Will Always Affect Your Personal Life – Here’s How to Control It
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...
Dec. 8, 2025
How to Be Less Online (While Your Job Still Needs You Online)
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 cu...
Dec. 1, 2025
The Worst Career Advice You’re Still Taking (And What to Do Instead)
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 get...
Nov. 24, 2025
Everything’s an Emergency: The Rise of Workplace Crisis Culture
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 w...
Nov. 17, 2025
So You Want to Be Your Own Boss? Here’s What It’s Really Like
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 down...
Nov. 10, 2025
Am I The A**hole? The Credit Thief, The Scrooge Boss, and The Office Narc
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 for free today at superhuman.com/podc...
Nov. 3, 2025
Co-CEOs, No Managers, and Zero Loyalty — How to Navigate “Work 2.0”
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 ...
Oct. 27, 2025
5 Life Experiences That Unexpectedly Make You Better at Your Job
In this episode, Kaila and Kyle discuss the pivotal life experiences that helped them in their careers in unexpected ways. Listen to hear Kaila and Kyle’s personal stories of rock-bottom moments and personal epiphanies that have ultimately made them better at their jobs. 00:00 Intro 03:13 Kyle’s biggest experience with failure 08:06 Kaila’s biggest experience with failure 11:54 The non-work things that have contributed to Kaila’s and Kyle’s careers 16:35 What Kyle learned from making his fi...
Oct. 20, 2025
The Great Lock-In: How to Crush Q4 and Finish the Year Strong
In this episode, Kaila and Kyle break down “The Great Lock-In”—the Q4 period where it’s advantageous for your year-end review to focus and get down to business. Listen to hear Kaila and Kyle’s extremely tactical and actionable advice on how to accomplish the most before the end of the year. 00:00 Intro 02:01 What “The Great Lock-In” is about 07:17 The first phase of “locking in” 13:14 The second phase of lock-in 17:47 Bullet journaling 20:00 Timeboxing 23:42 Another important element of l...
Oct. 13, 2025
Here’s What to Do If You Get a ‘Quiet Promotion’
In this episode, Kaila and Kyle discuss the rise of the “quiet promotion,” how to know whether or not you’re receiving one, and what to do if you have. 00:00 Intro 01:50 “job hugging” 07:42 Defining “quiet promotions” 10:12 Why quiet promotions are happening 13:40 Kaila’s experience with quiet promotions 15:28 Kyle on whether he’s been quiet promoted 17:41 What to do if YOU’RE being quiet promoted 29:29 Recap: The 3 steps to take if you’ve received a “quiet promotion” This episode was s...
Oct. 6, 2025
From “Yes Man” Bosses to Conflicting Feedback: We Answer Your Career Advice Questions
In this episode, Kaila and Kyle are responding to listener-submitted career advice questions…and they’re juicy! From how to handle conflicting feedback to wading through the “work fluff”, this episode is chock-full of useful tactics for handling tricky work situations. 00:00 Intro 01:25 Grab Bag Question #1 - communication issues 06:38 Grab Bag Question #2 - conflicting feedback 12:50 Grab Bag Question #3 - learning about different jobs 18:05 Grab Bag Question #4 - office decor 22:39 Grab ...
Sept. 29, 2025
Is Dating Your Coworker Ever Worth It?
In this episode, Kaila and Kyle debate whether you should or should NOT pursue your office crush. That’s right—we’re talking office romance this week, and Kaila and Kyle hold strongly opposing positions on the matter, based in part on their own personal experiences. 00:00 Intro 02:57 Historical context for the conversation 04:23 Kaila’s opinion on pursuing a relationship in the workplace 08:19 The types of jobs where office romance becomes more likely 15:53 The most important thing to remem...
Sept. 22, 2025
Is it Cringe to Try Hard at Work?
Is it cringe to try too hard? In this episode, Kaila and Kyle are joined by Normal Gossip co-creator and Defector Media co-owner Alex Sujong Laughlin to talk about the ins and outs of being a “try hard” at work. Alex’s new podcast, Try Hard, documents people attempting things that they’re afraid to do, and in this episode you’ll hear about a couple of moments when Alex and Kaila’s fear of being cringe nearly held back their career progress. 00:00 Intro 01:40 What is “Try Hard”? 05:29 Why bein...
Sept. 15, 2025
Why Middle Managers Matter More Than You Think
In this episode, Kaila and Kyle discuss the current trend of laying off middle managers and the flattening of organizations, the impact this can have on individuals, and why we can’t forget the key roles that middle managers have in your career. 00:00 Intro 01:43 Who are the middle managers? 04:15 Stats illustrating the decline of the middle manager 06:40 How an absence middle managers can hinder your career 11:09 The goal of a middle manager, and what happens when they disappear 18:44 Why...
Sept. 8, 2025
How to Survive in an AI-Dominated Job Market
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 the current environment 19:20 Tips for once you finally reach t...
Sept. 1, 2025
How to Navigate a Toxic Work Environment
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 bosses and how to handle them 24:45 An important note on “toxic b...
Aug. 25, 2025
The Leadership Traits the Top 1% of Executives Use to Climb the Ladder
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 trajectory 08:00 “Highly forgettable people” 09:39 A tip for w...
Aug. 18, 2025
Can You Get Wealthy With Just Your 9 - 5?
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 people’s perceptions of wealth 09:13 Where the traditional ideas a...
Aug. 11, 2025
Balancing Friendship Inside & Outside of Work, with Morning Brew Daily’s Neal Freyman & Toby Howell
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 Toby originally became friends 07:58 How being both friends and col...
Aug. 4, 2025
What Parental Leave is Actually Like
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 shift after paternity leave 23:37 How Kaila’s thinking about paren...
July 28, 2025
Business IS Personal, and Other Non-Obvious Truths
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 Hack of the Week Want to get all of Kaila & Kyle’s career resources?...
July 21, 2025
The 4 Types of Jobs Everyone Should Experience at Least Once
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 & Kyle’s career resources? Subscribe to Per My Last Email: https://www....
July 14, 2025
Why Office Politics Can Actually Be a Good Thing
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 experience with office politics 20:34 Office politics for remote employee...
July 7, 2025
How to Motivate Yourself – Even When You’re Burned Out
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 Theory 21:50 Manufacturing competition 27:19 Two more tactics fo...