Per My Last Email

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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@PerMYLastEmailShow

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!
Learn more about your ad choices. Visit megaphone.fm/adchoices

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

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 [email protected]

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

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 [email protected]

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!

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

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 [email protected]

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

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 [email protected]

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!

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