135 episodios
Busting Myths About Millennials at Work with Morning Brew Daily’s Neal Freyman & Toby Howell
12/10/2026 | 32 minIn 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/
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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!- 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! - 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! - 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!
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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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