137 episodes
Corporate Horror Stories: Bad Bosses, Missing Bonuses & Maternity Leave Nightmares
10/26/2026 | 29 mins.In this episode, Kaila and Kyle detail some of the most horrifying (and unfortunately true) work experiences from listeners and friends, and discuss what they would do if they faced the same situation.
00:00 Intro
00:51 Corporate Horror Story #1: Getting iced out at work
04:43 What would you do in situation #1?
12:02 Corporate Horror Story #2: Maternity leave drama
17:43 Corporate Horror Story #3: Wildly uncomfortable office dynamics
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!- 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
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! Busting Myths About Millennials at Work with Morning Brew Daily’s Neal Freyman & Toby Howell
10/12/2026 | 32 mins.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!- 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! - 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!
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About Per My Last Email
Is it okay to ask your coworker how much they make? Is Gen Z set up for failure in the workplace? Should you really bring your whole self to work? Each week on Per My Last Email, Morning Brew's resident career experts Kaila and Kyle—whose careers have collectively spanned the corporate, government, nonprofit, and startup sectors—debate the trickiest challenges in work life, and share tactics on how to overcome them.
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