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In this episode, Kaila and Kyle dive into the unspoken rules around Slack, Teams, and email. What is proper etiquette when it comes to professional communication these days? When is email actually necessary in a Slack-driven workplace environment?
Plus, award-winning journalist and communication expert Celeste Headlee weighs in on what she thinks the new rules of workplace communication should be.
00:00 Intro
04:30 The issues with instant messaging
10:32 Have Slack and Teams hurt workplace communications?
15:12 How Slack affects workplace culture after a layoff
18:24 Tactics for Slack (or any workplace IM platform)
20:21 How to think about email when your company has Slack or Teams
26:28 An argument for the email before the meeting
31:42 Tactics for in-person communication
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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!
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In this episode, Kaila and Kyle discuss the different styles of mentorship, how to find and secure a career mentor, and why mentorship benefits the mentor as well as the mentee.
00:00 Open
00:19 Intro
03:44 Can a boss be a mentor?
05:14 Defining mentorship
06:03 “Mentorship from afar”
11:00 How to get to an informal mentorship
15:00 Kyle’s advice for how to approach cold-emailing a potential mentor
19:03 The benefits of being a mentor
23:35 Mentorship vs sponsorship
28:27 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss the realities and misconceptions around imposter syndrome, why Kyle has never experienced it, and Kaila’s take on when imposter syndrome becomes a humble brag.
00:00 Open
00:22 Intro
01:07 Defining imposter syndrome
07:13 Stats on the prevalence of imposter syndrome
07:32 Why Kyle has never experienced imposter syndrome
12:35 Kaila’s experience with imposter syndrome
20:43 The people who are actually imposters
22:46 How Kaila overcame feeling like an imposter
26:27 Advice for listeners
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In this episode, Kaila and Kyle discuss the actual importance of your first 90 days at a new job, what most people get wrong in the first 90 days, and the best tactics for approaching your early days at a new job.
00:00 Open
00:36 Intro
01:36 Kaila and Kyle’s chaotic first 90 days at Morning Brew
06:02 Why the first 90 days are so important at a new job
10:35 Why the first 90 days for managers bringing on a new employee are so important
18:17 Stats on the reasons people leave a job within the first 90 days
23:11 Harvard Business Review’s 5 recommended steps in the first 90 days of a new job
28:19 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss whether or not you need to map your career, and what “career mapping” or career planning actually looks like when done effectively.
00:00 Open
00:25 Intro
05:05 How Kaila did a form of “career mapping” early in her career
06:50 What is a productive “career plan”?
13:30 The importance of having a North Star
19:00 How to decide between commitment and optionality
27:01 Tactics
Morning Brew’s Career Mapping Toolkit: https://shop.morningbrew.com/products/career-mapping
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle dive deep into the ways that the interview process is fundamentally flawed, and share tactics for how to succeed as both an interviewee as well as interviewer.
00:00 Open
00:35 Intro
03:30 Interview stats
10:01 A great interview mindset
12:09 What most job descriptions get wrong
14:17 Easy wins for going into the interview process
17:05 What employers should have prepared for an interview
21:11 Culture fit vs culture add
24:48 Game: good interview question or bad interview question
31:01 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss the real meaning of burnout, when and why it happens, and what to do about it if you find yourself stuck in a cycle of burnout.
00:00 Open
00:24 Intro
06:00 What “burnout” really means
08:25 Stats on burnout
11:00 Misconceptions about burnout
16:35 Why burnout is an environmental problem
26:41 Tactics for handling burnout
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss the best way to handle different versions of bad managers, and how to evaluate whether you need to manage up, or if it’s you who should be doing something different.
00:00 Open
00:29 Intro
02:10 Why the quality of your boss matters (stats)
05:12 What having a “toxic” boss actually means
10:24 How the quality of your boss impacts your career trajectory
13:55 Bad Boss Scenario #1
17:02 Bad Boss Scenario #2
20:39 Bad Boss Scenario #3
23:22 Bad Boss Scenario #4
25:50 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this AITA-style episode, Kaila and Kyle read and weigh in on listener submissions asking “am I the a**hole?” in specific workplace situations.
00:00 Open
00:15 Intro
02:22 Scenario 1
06:14 Scenario 2
11:54 Scenario 3
16:58 Scenario 4
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In this episode, Kaila and Kyle dig into the history of work attire, and what clothing is considered “professional” or “appropriate” for work in 2024.
00:00 Open
00:26 Intro
02:38 How Kaila’s dressing for work mentality has changed
06:25 How Kyle’s mentality around dressing for work has changed
08:22 How the perception of “work professional clothing” has changed since the pandemic
12:38 Stats on how people dress for work now
14:03 Considering the reasons that work attire even “matters”
18:01 Studies on perceptions of how you dress in the workplace
21:21 Professional or Nah game
24:00 Stats form the WSJ on what is acceptable men’s attire
26:16 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle break down what it is to be a “generalist” (aka a jack of all trades) or a “specialist” in your career, the pros and cons of each, and whether one is truly more advantageous than the other.
00:00 Open
00:32 Intro
01:34 Kaila and Kyle’s career concerns as a career “generalist”
03:18 Defining a “Generalist” and a “Specialist”
08:40 The pros and cons of being a generalist or a specialist
11:19 Kyle’s “connecting the dots” framework
16:19 The unique place where specialists succeed
21:23 “Wicked” and “Kind” environments
22:18 The wrong way to approach being a generalist
27:18 How the generalist approach can apply to building teams
29:24 Tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss the merits of getting an MBA, and whether or not it’s even worth it anymore in today’s job market.
00:00 Open
00:19 Intro
03:56 History of MBA programs
05:00 MBA program stats
09:19 Why an MBA is looking like a less promising option lately
11:23 Scott Galloway’s take on MBA programs
12:49 What you’re actually getting when you enroll in an MBA program
17:00 What holds Kaila back from applying for an MBA program
23:43 The worst reason to pursue an MBA
29:31 What to do if you’re unsure about pursuing an MBA
33:31 Advice for listeners when considering an MBA
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode Kaila and Kyle are joined by Morning Brew’s SVP Head of People Operations, Kate Noel, to discuss the matter of taking vacation at work—how much paid time off is too much? Is there a minimum amount of PTO you should be taking per year? Is unlimited vacation a great perk or a scam?
00:00 Open
00:22 Intro
03:46 Stats on Americans use of PTO
05:47 How Kate Noel thought through creating Morning Brew’s vacation policy
07:03 How unlimited PTO can be a scam
13:00 Why the culture around a PTO policy is important
20:00 Reframing time off for subscribers to “hustle culture”
22:13 More Harris Poll stats on employee behavior
27:11 Common misconceptions about HR
30:26 Tactics
The Harris Poll Thought Leadership Practice
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In this episode, Kaila and Kyle discuss what it means to be an introvert vs an extrovert at work, and how to succeed as an introvert in an extrovert’s world.
00:00 Open
00:37 Intro
02:33 What it really means to be an introvert
09:48 Statistics on how the workplace favors extroverts
14:14 How Kyle navigates public speaking as an introvert
17:41 How extroverts and introverts process differently
18:55 The best types of leaders for the best types of personality types
21:13 The idea of the “Personal User Guide”
22:09 Amazon’s thoughtful approach to meetings
26:44 A tactic for extroverts
28:33 A tactic for introverts
29:57 Kyle’s advice for employees and employers
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle discuss the pros and cons of becoming a manager, and why even those who are worried about taking this next step in their career should consider it seriously.
00:00 Open
00:28 Intro
03:39 Why it’s important to take becoming a manager seriously
08:15 Why becoming a manager is the only way to grow in your career
16:17 Kyle’s hot take on managers vs ICs
20:36 Advice for people debating whether they’re ready to become a manager
24:07 How to test drive being a manager, and other tactics
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle debate the merits of networking, and the do’s and don'ts when it comes to expanding your professional network.
00:00 Open
00:23 Intro
02:25 Networking stats
08:12 When networking is the most vital in your career
11:52 The power of weak ties
17:01 Ways to network that aren’t networking events
22:22 How Kaila networked early in her career
26:32 The importance of adding value
28:18 Other tactics and do’s and don’ts of networking
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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In this episode, Kaila and Kyle explore the extent to which you need to go above and beyond in order to get that promotion, and the red flags to look out for to determine whether or not you employer is simply taking advantage of your hard work.
00:00 Open
00:26 Intro
06:48 How we got to hustle culture in the US
10:38 The problem with purpose-driven work culture
12:16 What “Quiet Quitting” really means
17:21 What comes first, the promotion or the responsibilities?
21:29 Kyle’s red flags to look out for with your employer
29:31 Tactics
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In this episode, Kaila and Kyle discuss how to know whether it's time to leave your job, and if it is, how to quit gracefully (i.e. not burn bridges).
00:00 Open
00:39 Intro
03:49 Stats on employment opportunities and job satisfaction
08:03 The cost of employee turnover to employers
14:49 What you should do before you decide to quit
19:36 The dos and don’ts of negotiating a job offer with your current company
25:58 Tactics for those considering leaving their job
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In this episode, Kaila and Kyle discuss the pros and cons of having friends at work, as well as some tips on how to make them if you’re struggling.
00:00 Open
00:42 Intro
03:16 How Kaila and Kyle became friends
05:08 Stats on loneliness
08:54 Kaila’s “making friends at work” chart
11:27 When friends at work can be complicated
18:13 Kaila’s strategy for making friends at work
23:53 Remembering that friendship is a 2-way street
27:02 Another downside of having friends at work
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In this episode, Kaila and Kyle debate the merits of posting on LinkedIn, and whether or not it can help bolster your career. Is it actually useful, or just plain cringe?
00:00 Open
00:19 Intro
03:20 LinkedIn and personal brand stats
07:28 Why Kaila isn’t the biggest fan of LinkedIn
08:54 Why Kyle is pro LinkedIn
13:31 An under-appreciated benefit of posting on LinkedIn
17:36 Why Kyle believes every possible role could benefit from posting on LinkedIn
20:38 Kyle’s tactics for posting on LinkedIn
23:35 Kaila’s tips on how to start posting on LinkedIn if you’re afraid of the cringe factor
Want to get all of Kaila & Kyle’s resources? Subscribe: https://www.permylastemailshow.com/
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