

Per My Last Email
Morning Brew
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.
Episodes
Mentioned books

Sep 8, 2025 • 34min
How to Survive in an AI-Dominated Job Market
In this episode, Kaila and Kyle discuss how AI is impacting the job market, what the future of work may look as more roles and industries become automated, and how to stand out in the age of AI-assisted hiring processes.
00:00 Intro
01:41 Research on the impact of AI on job seekers
06:28 The rise of the “he-cession”
10:07 How AI is impacting the job hunt for mid-career level individuals
14:02 Strategies for applying to jobs in the current environment
19:20 Tips for once you finally reach the interview process
24:03 A major networking pro-tip, especially if you have a small network
This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.
Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/
Watch Per My Last Email on YouTube:
@PerMYLastEmailShow
Follow Per My Last Email
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!
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 1, 2025 • 39min
How to Navigate a Toxic Work Environment
Discover how to navigate the tricky realm of toxic workplaces, focusing on three key scenarios: toxic coworkers, challenging bosses, and problematic environments. Hear personal anecdotes that highlight the emotional toll of toxicity and the importance of communication in managing such relationships. Gain insights into the signs of toxic leadership and reflect on your own role in creating workplace harmony. Plus, enjoy a bonus tip that unveils a lesser-known aspect of workplace toxicity, rounding out essential strategies for a healthier work life.

Aug 25, 2025 • 39min
The Leadership Traits the Top 1% of Executives Use to Climb the Ladder
In this episode, Kaila and Kyle get educated on the four most important qualities of leadership that separate the top 1% of executives from the rest. Cassie Young, General Partner at Primary Venture Partners, joins Kaila and Kyle this week to discuss why these are the most important (and underappreciated) leadership traits, and why it’s important to know them even if you’re not a leader yourself.
00:00 Intro
02:32 Cassie’s career trajectory
08:00 “Highly forgettable people”
09:39 A tip for when deciding on a job based on the manager
10:21 The value of P&L fluency
15:44 Cassie’s favorite hack for getting more fluent in profit and loss
16:52 “First Team” leadership
24:03 “Pulse on Macromarket”
29:08 The importance of “bat phone” relationships
This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/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! Learn more about your ad choices. Visit megaphone.fm/adchoices

4 snips
Aug 18, 2025 • 39min
Can You Get Wealthy With Just Your 9 to 5 Job Anymore?
The discussion revolves around the shifting landscape of wealth creation in today’s job market. Is the American Dream still alive or has it transformed? Kaila and Kyle explore how younger generations perceive wealth, emphasizing non-traditional career paths. They weigh the benefits of equity in startups against stable salaries and urge listeners to redefine expectations around financial success. Moreover, the conversation highlights the significance of having a financial safety net and aligning career choices with personal values for long-term happiness.

Aug 11, 2025 • 37min
Balancing Friendship Inside & Outside of Work, with Morning Brew Daily’s Neal Freyman & Toby Howell
In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell to talk about a subject they know better than anyone—the reality of having a work bestie. Listen to hear Neal and Toby share the story of how they went from colleagues, to friends, to podcast co-hosts, and the unexpected benefits and potential drawbacks of having such a tight working relationship.
00:00 Intro
02:09 How Neal and Toby originally became friends
07:58 How being both friends and colleagues has affected their work
10:12 Developing the Morning Brew Daily show
13:31 On the period that Toby and Neal were together 24/7
16:14 Advice for someone unsure about cultivating a deep friendship at work
20:30 The difference between having work friends at a small company versus a larger one
23:00 Neal and Toby answer questions from their own Morning Brew Daily production team
29:41 Game:
This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/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!
Learn more about your ad choices. Visit megaphone.fm/adchoices

Aug 4, 2025 • 40min
What Parental Leave is Actually Like
In this episode, Kaila and Kyle discuss Kyle’s experience of paternity leave so far, what’s been the most surprising to him, and how he’s feeling about returning to his 9 to 5.
00:00 Intro
01:32 Stats on maternity vs. paternity leave in the U.S.
05:02 Research on the impact of taking paternity leave on a father’s brain
08:11 How pat leave has been for Kyle
13:53 Kyle’s feelings around returning to work
18:24 How boundaries shift after paternity leave
23:37 How Kaila’s thinking about parental leave
33:41 The systemic problem that lack of parental leave policy in the U.S. is creating
This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/partners/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!
Learn more about your ad choices. Visit megaphone.fm/adchoices

8 snips
Jul 28, 2025 • 32min
Business IS Personal, and Other Non-Obvious Truths
The hosts dive into surprising truths about work that challenge common perceptions. They discuss the intricacies of workplace exploitation, particularly for Gen Z, highlighting the risks and boundaries essential for career growth. The conversation shifts to 'personality hires' and how charisma must complement job performance to bolster team dynamics. Lastly, they emphasize the power of vulnerability in professional success and share a clever productivity hack for enhancing efficiency.

Jul 21, 2025 • 38min
The 4 Types of Jobs Everyone Should Experience at Least Once
Discover the four essential job types that can shape your career. The hosts delve into the balance of prestige versus personal fulfillment while working for prestigious brands. They highlight the growth opportunities in challenging roles, especially in startups. The significance of agency in the workplace is explored, emphasizing the need for supportive environments. Plus, don't miss Kaila's hilarious work fail of the week!

Jul 14, 2025 • 38min
Why Office Politics Can Actually Be a Good Thing
In this episode, Kaila and Kyle discuss the ins and outs of office politics, what it REALLY is, and how to improve on your office politicking skills in order to advance your career.
00:00 Intro
03:09 The two buckets of office politics
07:48 Can you opt out of office politics?
10:24 Advice for groups who face more biases in the workplace
12:57 MIT study on promotions based on potential
15:07 Kaila and Kyle’s personal experience with office politics
20:34 Office politics for remote employees
23:02 Using meetings to build buy-in
26:41 Asking for a promotion
29:19 Game: How Would You Respond?
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!
Learn more about your ad choices. Visit megaphone.fm/adchoices

Jul 7, 2025 • 38min
How to Motivate Yourself – Even When You’re Burned Out
Discover the intriguing world of motivation as intrinsic and extrinsic drives take center stage. Kaila and Kyle share their personal experiences with these motivators, revealing how external validation can fall short in the long run. The duo explores research-backed strategies to boost motivation, including the power of healthy competition. They also tackle how to challenge yourself during tough times and harness urgency to break goals into manageable tasks. Tune in for practical hacks that can reignite your drive and elevate your work life!