In this episode, Kaila and Kyle discuss how to have those difficult conversations at work with career advice expert Erin McGoff of @advicewitherin. From addressing your lazy coworker to handling your micromanaging boss, Kaila, Kyle, and Erin offer specific tactics and approaches for conducting these challenging conversations.

00:00 Intro

00:55 How Advice With Erin got started

03:49 Stats on how much people avoid having difficult conversations

 04:34 How Erin recommends approaching difficult conversations broadly

08:25 How to prep for having a difficult conversation

14:34 Difficult conversation scenario 1 - Telling your boss that you’re quitting

19:25 Difficult conversation scenario 2 - How to address your anxious coworker

24:41 Difficult conversation scenario 3 - How to deal with a micromanaging boss

29:28 Difficult conversation scenario 4 - How to address a team member who isn’t pulling their weight

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!

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

In this episode, Kaila and Kyle dig into the details of the Rippling v Deel corporate espionage lawsuit, and why—even if you aren’t a corporate spy yourself—it should matter to you.

00:00 Intro

00:51 Background

07:26 Our reaction to the Rippling v Deel case

12:36 Remembering what Slack really is

18:08 What kind of information is okay to take with you from a job, and what is not

20:11 Noncompete clauses

21:59 “garden leave”

22:41 Why a work nemesis is good

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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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 philosophical and discuss the ethics of working for a company that doesn’t align with your values. Is it ever acceptable to work at a job that you perceive as immoral? And what can you do if you have to work at such a place?

00:00 Intro

05:30 Whether or it’s morally okay to work somewhere that goes against your values

09:08 Another important caveat when it comes to values aligning with your work

11:45 Effective altruism

16:08 How your role within an organization impacts the moral quandary

17:49 Stats on how important values at work are to people

24:43 Figuring out what values are most important to YOU

25:58 Game: Would you work for…?

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 discuss the difference between nepotism vs. networking in the workplace, and how to make nepotism work for you even when you don’t think you have the connections you need to secure an opportunity.

00:00 Intro

00:46 Defining a “nepo baby”

04:54 How common workplace nepotism actually is

09:03 When people are, and are not okay with workplace nepotism

12:52 Is nepotism different from networking?

18:22 How to make nepotism work for you

19:56 The power of weak ties

22:19 “Nepo or Not” game

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 discuss whether or not millennial managers are too soft, the different styles of management, and how to navigate giving tough feedback.

00:00 Intro

02:29 How Kaila and Kyle define a “millennial manager”

07:49 The difference between a good millennial manager and a bad millennial manager

10:08 Previous generations vs millennials in terms of management styles

15:08 “Primal Leadership” and the styles of management

20:55 What to do if you have a millennial manager

24:27 Advice on receiving feedback

26:26 Different types of feedback you can give

28:20 West Point teachers study

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

We’ve done it again—this week Kaila and Kyle read and respond to your “am I the a**hole?” submissions around your work-specific situations…and they do not hold back.

00:00 Intro

01:02 AITA scenario 1 | vengeful quitter

05:37 AITA scenario 2 | “friend” exploitation

09:57 AITA scenario 3 | senior exec’s personal tragedy

14:44 AITA scenario 4 | Reddit submission

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 discuss the recent headlines around DEI, the potential implications of these measures, and what actually makes the most effective teams.

00:00 Intro

00:43 Recent headlines around DEI

06:05 Listener email 

12:04 Stats around DEI from Morning Brew’s Insights and Analytics team

16:34 Why having a diverse workforce helps your business outcomes

20:04 An example of DEI efforts in the workplace

22:05 What are the the things that make for a truly high performing team?

24:49 Culture fit vs culture add

26:18 The importance of psychological safety

28:25 Google’s study on what makes strong teams

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 are joined by Hannah Williams, founder and host of @SalaryTransparentStreet, to talk about the importance of salary transparency, why it’s still such an uncomfortable thing to talk about, and how to negotiate for a higher salary.

00:00 Intro

00:45 Hannah Williams and Salary Transparent Street

01:24 When Hannah first realized she was being underpaid

07:51 The experience of filming Salary Transparent Street

11:06 Why it’s so important to consider being transparent about your salary

15:44 Why HR professionals are in favor of salary transparency 

17:41 Negotiation tactics

19:41 On leveraging an outside offer to increase your salary

24:00 Salary guessing game

Salary Transparent Street’s Salary Database: https://www.salarytransparentstreet.com/salary-database 

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 discuss the pros and cons of taking an “adult gap year” (aka sabbatical or “mini-retirement”), why they’re becoming more common, and how to financially plan for one if you want to take one yourself.

00:00 Intro

01:56 Stats on burnout

05:54 Defining “sabbatical” vs “leave of absence” vs “gap year” or “mini retirement”

08:48 Companies providing sabbatical options 

15:01 What Kyle and Kaila would do with a 4-week sabbatical

18:36 Harvard Business Review’s study on sabbaticals

20:56 Can you take a break without hurting your career?

22:16 How to take a break if you don’t necessarily have the financial means to

26:39 Tactics

Harvard Business Review’s article on sabbaticals.

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 discuss some of the recent news surrounding Meta—from their announcement of cutting 5% of their workforce, to Mark Zuckerberg’s recent comments on masculinity in the workplace. 

00:00 Intro

00:51 Meta’s recent announcement around firing practices

04:25 Two potential upsides to Meta’s “rank and yank” system

07:07 Issues with stack ranking systems

13:39 What is the ideal performance incentive at work?

17:29 How certain incentives cause “creaming” 

20:09 What’s going on with managers?

22:53 Mark Zuckerberg on Joe Rogan clip

32:12 What we can takeaway from Meta’s new policies

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