Per My Last Email

Latest Episodes:

Am I The A**hole? The Credit Thief, The Scrooge Boss, and The Office Narc Nov 10, 2025

Show notes

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 to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

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@PerMYLastEmailShow

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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. Share the show with a friend, and leave us a review on your favorite podcast app!

Co-CEOs, No Managers, and Zero Loyalty — How to Navigate “Work 2.0” Nov 03, 2025

Show notes

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 changed

13:18 So what comes next for corporate structures?

14:25 “The Dead Economy Theory”

17:08 The example of Zappos’ “holacracy”

22:38 What you can do to brace yourself in this evolving landscape

This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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5 Life Experiences That Unexpectedly Make You Better at Your Job Oct 27, 2025

Show notes

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 first podcast

19:28 An early epiphany in Kaila’s career

21:55 The international experience that changed Kaila’s perspective

27:40 What Kyle’s learned about cold-emailing people he admires

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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The Great Lock-In: How to Crush Q4 and Finish the Year Strong Oct 20, 2025

Show notes

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 locking in

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Here’s What to Do If You Get a ‘Quiet Promotion’ Oct 13, 2025

Show notes

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 sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

From “Yes Man” Bosses to Conflicting Feedback: We Answer Your Career Advice Questions Oct 06, 2025

Show notes

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 Bag Question #5 - work fluff

25:26 Grab Bag Question #6 - “yes man” boss

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is Dating Your Coworker Ever Worth It? Sep 29, 2025

Show notes

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 remember when considering a romantic relationship with a coworker

18:58 Power dynamics in coworker relationships

21:02 Disclosure

22:35 Never be the main character

26:28 Perception

28:19 Kaila’s 4 conditions for pursuing an office romance

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it Cringe to Try Hard at Work? Sep 22, 2025

Show notes

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 being a “try hard” in the office is perceived as cringe right now

12:33 An experience that almost derailed Alex’s career path

17:18 How to gently encourage trying hard

21:33 What’s the right level of earnestness at work?

25:42 Is LinkedIn posting cringe?

28:09 A time where Kaila’s fear of being “cringe” almost held her back in her career

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Why Middle Managers Matter More Than You Think Sep 15, 2025

Show notes

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 companies should realize the importance of a middle manager

23:45 What to do if you see a flattening of your organization

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

How to Survive in an AI-Dominated Job Market Sep 08, 2025

Show notes

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 the interview process

24:03 A major networking pro-tip, especially if you have a small network

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/

Watch Per My Last Email on YouTube:

@PerMYLastEmailShow

Follow Per My Last Email