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| Titre | Date | Durée | |
|---|---|---|---|
| The Trap of Success: Why Working at a Successful Company Can Hurt Your Career | 19 oct. 2026 | 00:30:48 | |
In this episode, Kaila and Kyle discuss the potential career pitfalls of working at a successful company, and how to avoid the “trap of success” when you do.
00:00 Intro
03:53 Kaila’s experience of leaning on Morning Brew’s success
06:52 Why it’s easy to get lazy at a successful company
09:19 The traps to be aware of at a successful company
14:45 How potential employers should analyze candidates from successful companies
16:56 Discussing the trap of success
22:51 A final note on the trap of success
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
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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
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! | |||
| Busting Myths About Millennials at Work with Morning Brew Daily’s Neal Freyman & Toby Howell | 12 oct. 2026 | 00:32:38 | |
In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell for a funny and insightful conversation around millennials at work—the stereotypes, the myths, the areas of strength and the areas that could use some improvement.
00:00 Intro
01:12 What distinguishes millennials from Gen Z
07:57 Millennial myth: millennials are job hoppers
11:36 Millennial myth: millennials seek careers with purpose
15:08 Millennial myth: millennials need praise
18:39 Millennial myth: millennials are too soft as managers
24:07 Lightning Round
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
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! | |||
| The “Enshittification” of Work: Why Your Career Feels Broken | 05 oct. 2026 | 00:35:08 | |
In this episode, Kaila and Kyle dive into Kaila’s theory that we’re seeing the “enshittification” of work, and how it is impacting the job market, college, and the career ladder. Listen to hear them explain the theory, and discuss what you as either a job-holder or job-seeker can do about it.
00:00 Intro
01:24 Where the inspiration for this topic came from
05:13 What we mean by “enshittification”
11:13 The promise we were sold of college
15:49 The “planned obsolescence” of the career ladder
18:50 The messiness of the job market
25:54 Advice for navigating the “enshittification” of work
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
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! | |||
| What Gen Z Really Thinks About Work, Loyalty, and Ambition | 28 sept. 2026 | 00:36:23 | |
In this episode, Kaila and Kyle are joined by Morning Brew creators Annie Bennett and Meg Baniewicz to talk about Gen Z and work—the stereotypes, myths, truths, and how they REALLY feel about all of it.
00:00 Intro
01:44 How Annie and Meg come up with work-based sketch ideas
04:40 The work life themes resonating with people right now (beyond AI)
09:16 The technological shift that defines Gen Z
12:18 Has the role of the office changed for Gen Z?
15:34 Is Gen Z trying to “act their wage”?
23:22 Lightning Round
This episode was sponsored by Croissant. Croissant handles the sourcing, bookings, and vendors for your distributed team all in one place. Try Croissant now and they'll host lunch for you and your team in a Croissant space. Go to: getcroissant.com/PMLE.
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
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! | |||
| 5 Daily Habits That Could Transform Your Career by Year-End | 21 sept. 2026 | 00:23:59 | |
In this episode, Kaila and Kyle break down a 5-step plan on how to make the most of the last 100 days of the year, and how to not only achieve your goals, but also improve upon them.
00:00 Intro
01:33 The inspiration for this episode
04:26 Why we made the Last 100 Days of the Year plan
06:26 Step 1
09:51 Step 2
11:23 Step 3
13:07 Step 4
16:32 Step 5
18:23 Preparing to start the Last 100 Days of the Year plan
This episode was sponsored by Croissant. Croissant handles the sourcing, bookings, and vendors for your distributed team all in one place. Try Croissant now and they'll host lunch for you and your team in a Croissant space. Go to: getcroissant.com/PMLE.
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
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! | |||
| The Problem with “Executive Presence” | 14 sept. 2026 | 00:31:02 | |
In this episode, Kaila and Kyle discuss the idea of “executive presence”—what it is and is NOT, why it can be harmful, and how to either adopt or navigate around it in order to move forward in your career.
00:00 Intro
02:05 The problem with the idea of “executive presence”
07:27 The chicken or egg problem
10:31 Game: Executive Presence or Executive Privilege?
16:59 Listener email about executive presence
20:09 Amanda Goetz’s KUBA framework
22:53 How to handle it if someone tells you that you don’t have executive presence
This episode was sponsored by Croissant. Croissant handles the sourcing, bookings, and vendors for your distributed team all in one place. Try Croissant now and they'll host lunch for you and your team in a Croissant space. Go to: getcroissant.com/PMLE.
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
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! | |||
| 6 Habits to Steal From the Most Successful Leaders | 07 sept. 2026 | 00:31:28 | |
In this episode, Kaila and Kyle talk about the habits they’ve observed in the most effective and successful leaders they know, and how to incorporate them into your own work life. (And let’s just say a few of them are a bit controversial.)
00:00 Intro
02:31 Habit #1
08:50 Habit #2
12:38 Habit #3
17:59 Habit #4
21:18 Habit #5
24:32 Habit #6
This episode was sponsored by Croissant. Croissant handles the sourcing, bookings, and vendors for your distributed team all in one place. Try Croissant now and they'll host lunch for you and your team in a Croissant space. Go to: getcroissant.com/PMLE.
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
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! | |||
| Am I the A**hole? Clapping Back at Work, Refusing a Referral and More | 31 août 2026 | 00:27:03 | |
In this episode, Kaila and Kyle bring you another round of a fan favorite: Am I The A******? Listen to hear Kaila and Kyle react to some of the wildest, work-related AITA posts on Reddit, and weigh in with their professional advice.
00:00 Intro
00:25 Scenario 1 | Clapping back at a coworker
06:41 Scenario 2 | Office desk assignment
12:44 Scenario 3 | Job referral
18:27 Scenario 4 | Covering my friend’s maternity leave
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
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! | |||
| 4 Types of Networking You’re Probably Ignoring | 24 août 2026 | 00:29:15 | |
In this episode, Kaila and Kyle dig into the more subtle (but incredibly important) forms of networking that you might not be thinking about. Whether it’s honing your personal brand or expanding your weak ties, Kaila and Kyle share some excellent tips on the more unexpected ways to network.
00:00 Intro
00:39 Kaila’s experience with back-channeling
04:26 Peer-to-peer networking
10:56 Building up weak ties
14:16 Building your personal brand
18:42 Ways to grow your personal brand (beyond posting on LinkedIn)
20:17 The networking you do with your own boss
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
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! | |||
| BONUS: The Career Advice We Wish We Knew in Our 20s (Live) | 20 août 2026 | 00:42:35 | |
In this special bonus episode, Kaila and Kyle tape their very first live episode at Verizon HQ in Basking Ridge, New Jersey. Listen to hear Kaila and Kyle share what they learned from their own early career experiences with Verizon’s intern class (aka VTerns), as well as hear professional insights and advice from Christina Schelling, Verizon’s own SVP of Human Resources (whose early career experiences include working for the CIA).
00:00 Intro
03:08 Kaila’s internship experience at Goldman Sachs
04:19 Kyle’s first career experiences
08:57 On figuring out what you want to do with your career
11:41 The 30-60-90 Framework
16:41 On learning from your bosses
17:47 Using naivete to your advantage
19:59 SVP of Human Resources, Christina Schelling
22:02 Christina’s experience at the CIA
26:41 The unexpected skills that are becoming more valuable today
30:25 The areas that young professionals should focus on developing in the first 5 years
35:33 The cost of perfectionism in your career
39:37 The questions young professionals should ask in interviews
This episode was sponsored by Verizon. Visit mycareer.verizon.com to apply to open roles and learn more about working at Verizon today.
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
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! | |||
| Why “Good Enough” Is Better for Your Career | 17 août 2026 | 00:29:10 | |
In this episode, Kaila and Kyle discuss why perfectionism is actually a negative at work (and in life), and how to overcome it. And as a self-proclaimed recovering perfectionist, Kaila offers some excellent tactics and tips.
00:00 Intro
01:48 The misconception about perfectionism
06:16 The impacts of perfectionism
14:38 On whether we overrate intelligence
16:22 Measuring the delta between time and output
19:31 100 rejections in 100 days
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
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! | |||
| The Most Overrated Work Perks (And the Ones You're Ignoring) | 10 août 2026 | 00:27:47 | |
In this episode, Kaila and Kyle dig into and debate the most overrated and underrated work perks, and how to make the most of the ones you’re probably overlooking. Summer Fridays? Education credits? Unlimited PTO? You might be surprised by some of their controversial takes.
00:00 Intro
00:14 Reviewing the Morning Brew company party
05:09 Kaila’s party strength vs. Kyle’s party strength
06:53 Are company parties a good work perk?
08:42 Underrated work perk #1
10:28 Underrated work perk #2
11:37 Underrated work perk #3
14:15 Underrated work perk #4
15:04 Underrated work perk #5
16:18 Overrated work perk #1
18:35 Overrated work perk #2
21:57 Overrated work perk #3
24:45 Overrated work perk #4
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
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! | |||
| Coworker Pet Peeves: What We Hate and What We Love | 03 août 2026 | 00:28:31 | |
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
23:23 Coworker green flag #4
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
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! | |||
| AI Is Changing How We Talk to Each Other...And It's Annoying | 27 juil. 2026 | 00:29:46 | |
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 altered by AI
15:56 How using AI can be corrosive to work relationships
21:11 The linguistic tip-offs that signal something might have been written by AI
23:35 Another way that AI is changing how we speak
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
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! | |||
| The Workplace Habits That Are Quietly Hurting Your Body & Brain | 20 juil. 2026 | 00:34:49 | |
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 The thing impacting our health more than sitting all day
22:08 Why going into the office (vs working remotely) might be healthier overall
24:13 Middle Manager-itis
29:54 Per My Last Policy
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
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! | |||
| The Workplace Tech Trends You Can't Ignore (AI, Surveillance & RTO) | 13 juil. 2026 | 00:38:24 | |
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’s editor
12:24 The tech trends that have emerged with RTO (return to office)
15:33 Surveillance technology
18:47 The other reason companies use surveillance technology
21:44 Technology backlash and how to unplug
29:54 Game: Signal or Noise
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
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! | |||
| Does a Real Vacation Even Exist Anymore? | 06 juil. 2026 | 00:32:09 | |
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 with your team
14:32 Flexibility’s pros and cons
21:27 The other reason we can’t fully log off anymore
25:20 Other tactics for getting your vacation time back
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
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! | |||
| The Career Advice You Need at 25, 35, and 45 | 29 juin 2026 | 00:34:17 | |
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.
00:00 Intro
01:06 The art of the interview, and how Cherry identifies top talent in interviews
07:27 The blameless retro
09:26 Mindset vs skillset
11:05 What Cherry would like to see changed about the hiring process
13:25 The anti-sell interview
15:29 The most important skill to develop as an early career professional
18:41 Advice for the transition into mid-career
23:37 What C-suite level professionals should be focused on
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
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! | |||
| How Ambitious Do You Actually Need To Be To Succeed? | 22 juin 2026 | 00:38:35 | |
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 the qualities necessary for career success
18:18 How ambitious SHOULD you be?
24:04 Can you be ambitious at work and have some level of work life balance?
27:07 Advice if you’re questioning your own level of ambition
31:46 Work Rants
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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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! | |||
| The Surprising Power of Constraints at Work (with David Epstein) | 15 juin 2026 | 00:47:14 | |
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 useful constraints
14:48 Can removing constraints ever be beneficial?
19:31 How do we build a constraint to prevent distraction?
23:49 David’s observations on AI’s impact on human productivity
27:30 Creativity and the Green Eggs and Ham Effect
31:07 What is the relationship between creativity, expertise, and constraints?
35:08 Is having unlimited professional options actually good career advice?
39:28 Decision-making and Fredkin’s Paradox
41:00 How David’s two books Range and Inside the Box tie into one another
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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! | |||
| Following Coworkers on Instagram and Other Social Media Dilemmas | 08 juin 2026 | 00:34:02 | |
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
09:58 The most important thing to keep in mind when it comes to following on social media
18:11 Posting as a form of empowerment
21:32 Finding the balance between posting too much and posting too little
23:50 Should phones be banned from the office?
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
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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! | |||
| The Rise of the Career Generalist (and Why It Matters More Than Ever) | 01 juin 2026 | 00:36:41 | |
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 specialists vs generalists
07:39 How do you figure out your strengths and fit as a generalist?
14:52 What is a “portfolio career”?
21:16 Are there certain personalities that are best suited for a portfolio career?
23:06 How Milly is thinking about AI
27:03 Is it more beneficial in the long run to be a generalist given the AI boom?
31:57 Per My Last Policy
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
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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! | |||
| Retirement Has Changed—Here’s How to Plan For What It’s Really Like | 25 mai 2026 | 00:36:05 | |
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 retirements
25:45 Where Kaila and Kyle plan to retire
31:13 Per My Last Policy
This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.
Find Granola-generated notes on this episode here: https://notes.granola.ai/t/a9006ea5-1bbd-41d5-855f-b456a44d2822-009c2hma
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:
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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! | |||
| Why “Optimization” Is Actually Making You Miserable | 18 mai 2026 | 00:39:50 | |
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 “zombie burnout”?
07:59 How to avoid a sh**** flow state
11:05 Identity house
18:38 Should we be thinking in terms of a “minimum effective dose”?
21:42 The real meaning of grit
25:32 How do you know if you’ve found fit in a given profession?
28:01 Brad’s views on failure
31:35 Can a growth mindset ever handicap you?
33:44 The first step towards excellence
This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.
Find Granola-generated notes on this episode here: https://notes.granola.ai/t/f3c9df4d-0c70-4de5-b584-bea0f16d3dcf-009c2hma
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:
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| Should You Be Friends With Your Boss? + 3 More Career Dilemmas | 11 mai 2026 | 00:32:54 | |
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 for remote work accommodations?
21:57 Question 4 - How should you prepare for a merger/acquisition at your company?
This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.
Find Granola-generated notes on this episode here: https://notes.granola.ai/t/4c7f65b0-fdee-40ca-9e1c-e9aa332279f7-009c2hma
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:
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| The Hidden “BS” Holding You Back at Work (And How to Break It) | 04 mai 2026 | 00:44:37 | |
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 Aiko’s new book, Anchored, Aligned, Accountable: A Framework for Transcending Bullsh*t and Transforming Our Lives and Work.
00:00 Intro
02:04 What Aiko is referring to when she talks about bullsh*t
04:57 The Bullsh*t Asymmetry Principle
06:13 Using the anchored, aligned, accountable framework
11:37 How to figure out your values
17:42 Finding the motivation to get clear on your values
21:22 How to hold colleagues, peers, and higher-ups accountable
25:13 The important role of curiosity
28:00 How do you counteract a scarcity mindset?
33:07 How do you know when your identity is too tied up in your work?
38:45 The best first step towards getting anchored, aligned, and accountable
This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.
Find Granola-generated notes on this episode here: https://notes.granola.ai/t/3956660c-bf65-4fc9-a36e-c0781be3c119-008umkv4
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
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| The 5 Sneaky Ways You Might Be Sabotaging Your Career | 27 avr. 2026 | 00:37:57 | |
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 better known at work
24:51 How bad tech affects your career
30:16 Dealing with manager burnout
This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire
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
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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
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! | |||
| Meetings Suck—Here are the Science-Backed Ways to Fix Them | 20 avr. 2026 | 00:39:16 | |
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
05:40 Determining which meetings are actually useful
08:03 Considering remote employees
10:11 Making better meeting agendas
13:53 How to stop attendance inflation
16:13 How to manage the dominant speaker in a meeting
19:48 The “meeting-free day” debate
23:30 The value of a pre-read
25:55 Game: So Crazy It Just Might Work
This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire
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
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| Should You Flex at Work? The Career Math Behind Showing Wealth | 13 avr. 2026 | 00:35:43 | |
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 the perception of wealth early in their careers
10:45 What the research says about how flaunting wealth impacts perception
14:11 How presenting wealth becomes a strategy mid-career
22:37 Displays of wealth later in your career
29:02 Per My Last Policy
This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire
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
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| Why AI Isn’t Killing Jobs (And What It’s Actually Changing) | 06 avr. 2026 | 00:40:06 | |
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 innovative ways.
00:00 Intro
02:30 How does AI unleash human potential?
06:25 Will AI weaken our ability to think?
11:48 Will AI increase the potential for cognitive debt?
14:35 How will AI change the workplace?
19:16 How should recent college grads be thinking about this moment?
27:11 What is the most important skill to have right now in your career?
31:51 Advice for getting started with AI if you come from a more rigid, less creative role
This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire
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
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| You Survived a Layoff…Now What? (The Truth No One Tells You) | 30 mars 2026 | 00:38:49 | |
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 layoff survival stories.
00:00 Intro
03:06 Kaila and Kyle’s layoff survival story
07:35 What NOT to do if you’ve survived a layoff
12:27 How your work changes post-layoff
16:48 Another important thing to get clear on post-layoff
18:54 How Kaila and Kyle handled getting assigned entirely new roles post-layoff
24:23 How your working identity can shift post-layoff
29:18 How to talk about your layoff survival story
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| Inside the Recruiter’s Brain: How to Get Hired in the Age of AI | 23 mars 2026 | 00:36:08 | |
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?
06:28 How people are finding new jobs is changing
09:28 How to make yourself more appealing to recruiters on LinkedIn
12:59 Shifting from a experience-based resume to a skills-based resume
16:57 Is there still value in cold-applying to jobs?
20:15 How AI plays into the hiring process
26:14 What Sam has learned about motivation from working as a recruiter
29:14 Game: Hiring Faux Pas, or Nah?
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:
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| From Happy Hour to Zyn: Navigating Drug Culture at the Office | 16 mars 2026 | 00:36:00 | |
In this episode, Kaila and Kyle discuss drug culture and how to navigate it when it interacts with your professional life. Should you talk about your weekend marijuana use with your colleagues? Is Zyn use at the office hurting your reputation? And how many drinks should you actually have at the company party?
00:00 Intro
01:23 Disclaimer
04:01 Accepted and normalized drugs
08:17 Navigating drinking culture in the workplace
15:11 Discussing marijuana at work
23:07 Zyn
29:13 Per YOUR Last Email
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| The 100th Episode Special: Work News, Gen Z & an HR Performance Review | 09 mars 2026 | 00:38:48 | |
In this episode, Kaila and Kyle celebrate the 100th episode of Per My Last Email with a fun and informative variety show, followed by a surprise walk down memory lane at the end.
00:00 Intro
00:32 News You Can Use
07:55 A check-in with our Gen Z correspondents
15:00 Game: Slay or Nay?
18:41 Skillcation report
23:47 Per My Last Email gets a performance review
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
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| Why You Should Stop Chasing Money and Start Chasing Obsession, with Bill Gurley | 02 mars 2026 | 00:28:14 | |
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, money-making career instead of their dream jobs
11:21 On mentorship and networking
17:09 Bill’s “Go where the action is” principle
21:54 Advice to people early in their career with regards to emerging technologies
Be sure to check out Bill’s new book, Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.
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
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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
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! | |||
| Why Emotional Intelligence is More Important Than Ever at Work | 23 févr. 2026 | 00:37:33 | |
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 emotions
20:42 Crying at work
25:16 Surface acting vs. deep acting
27:42 The gender disparity when it comes to emotions in the workplace
29:57 Tactics
32:20 Per YOUR Last Email
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:
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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com
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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! | |||
| AI at Work: What We Got Wrong (And the Use Cases That Actually Work) | 16 févr. 2026 | 00:36:38 | |
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 weakening our ability to think
22:08 Third objection to AI - the controversy over the way AI was trained
23:41 Use cases and tactics
31:44 The most common error Kyle sees people making with AI
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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! | |||
| Job Kissing, AI Slop, and Our Work Life Predictions for 2026 | 09 févr. 2026 | 00:35:15 | |
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 ever before
17:18 Prediction #5: The two career paths that won’t exist by 2027
23:54 Prediction #6: Career growth is going to become a lot harder
27:12 Bonus Wackadoodle predictions
28:32 Per My Last Policy
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
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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! | |||
| Everyone Feels Uncertain at Work Right Now—Here’s How to Handle It | 02 févr. 2026 | 00:39:04 | |
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 Last Email: https://www.permylastemailshow.com/
Watch Per My Last Email on YouTube:
@PerMYLastEmailShow
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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
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! | |||
| BONUS: What Makes a Workplace People Actually Love? | 29 janv. 2026 | 00:32:43 | |
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 introduce more fun into their culture
12:42 How should leaders think about creating a great workplace given the mixture of hybrid, remote, and in-office employees?
15:57 Game: Ask Anna
22:43 How Anna approaches building a culture of energy (vs. one of burnout)
25:37 Anna’s advice for those looking to make a career pivot
29:47 What parenting has taught Anna about navigating work
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 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
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! | |||
| The Biggest Money Mistakes of Our Careers – and How You Can Avoid Them | 26 janv. 2026 | 00:34:43 | |
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 compensation
25:18 How Kaila and Kyle structure their savings and personal finances
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 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
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! | |||
| Commit to Sh*t: The Productivity Advice No One Tells You | 19 janv. 2026 | 00:34:33 | |
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 Your Energy
25:18 Productivity tip #7: The Great Filter
26:03 Bonus listener question
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 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
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! | |||
| Why So Many Workers Will Fall Behind in 2026 (And How Not To) | 12 janv. 2026 | 00:36:26 | |
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 Another key tip for not falling behind in 2026
28:22 Extreme prioritization
31:09 The parable of the farmer
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 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
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! | |||
| The 5-Step Goal-Setting System to Getting Promoted in 2026 | 05 janv. 2026 | 00:34:17 | |
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 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 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
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! | |||
| We Argue, We Rant, We Recap 2025: A PMLE Holiday Spectacular | 29 déc. 2025 | 00:41:31 | |
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 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 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
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! | |||
| The 4-Step Guide to Acing Your End of Year Review | 22 déc. 2025 | 00:39:27 | |
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 framework
34:39 Step five of the reflection framework
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 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
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! | |||
| BONUS: Joel Kim Booster Gives Us His Holiday Hot Takes | 20 déc. 2025 | 00:15:47 | |
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 charge of the office holiday party
03:09 The office rule Joel would put in place that would make everyone’s work a little more chaotic and a lot more fun
04:34 Rapid Fire Round
09:34 Iconic or Moronic
A very special thanks to Cup Noodles for making this episode possible. Follow Cup Noodles to see which lucky Joel Kim Booster fan will receive an office party rescue.
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
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! | |||
| Work Will Always Affect Your Personal Life – Here’s How to Control It | 15 déc. 2025 | 00:33:52 | |
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 Tactics
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 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
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! | |||
| How to Be Less Online (While Your Job Still Needs You Online) | 08 déc. 2025 | 00:40:43 | |
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 cultivate a boundary-respecting culture within an organization
15:08 How to help cultivate a boundary-respecting culture as an individual contributor
17:27 A different way to think about “work-life balance”
22:12 Should we be on our phones when we’re not working?
27:15 “You don’t rise to the level of your willpower, you fall to the level of your systems.”
32:49 An important thing to consider if you’re feeling overwhelmed at work
34:12 Final tactics for setting better boundaries at work
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.
Check out People Person here: https://www.podpage.com/people-person/
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
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! | |||
| The Worst Career Advice You’re Still Taking (And What to Do Instead) | 01 déc. 2025 | 00:33:38 | |
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 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
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! | |||
© My Podcast Data · Projet indépendant · Données issues d'Apple & Spotify