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  • In this episode, Kaila and Kyle discuss the topic of employee surveillance, including the recent invasion of privacy lawsuit against Apple, and how it impacts company culture. Do companies have the right to monitor employee behavior? Is employee surveillance the new normal? And what can employees do to fight back?

    00:00 Intro
    00:28 Apple lawsuit
    05:31 Stats from the ABA on employee surveillance in the US
    08:10 Is surveilling employees ethical?
    17:19 What it means to “look like you’re working”
    23:06 How to make your job less “fuzzy”
    24:20 Tactics

    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 talk about how to decide whether it’s worth moving for your career, and how they’ve made decisions to move in their own lives. Is it always worth uprooting yourself for your career? And are there particular places that it’s more advantageous to live in than others?

    00:00 Intro
    01:22 Malcolm Gladwell quote
    05:03 What went into Kyle’s decision to move to New York
    08:38 A research-backed argument for relocating
    13:18 Why location is so important to consider when moving for a job
    17:30 Why Kaila moved to New York
    22:15 “Digital Nomads”
    26:14 Cities that are trying to attract new remote workers as residents

    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!
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  • In this episode, Kaila and Kyle are joined by career advice expert and content creator Hanna Goefft (@hannagetshired) to discuss the pros and cons of job hopping, how it looks to potential employers, and at what stages of your career it can positively or negatively impact your trajectory. 

    00:00 Intro
    01:30 How we’re defining “job hopping”
    03:05 Stats on millennial job hopping
    04:32 A case against job hopping 
    07:27 How recruiters view job hopping on a resume
    10:38 How to explain layoffs on your resume
    15:10 Hanna’s job hopping history
    19:59 When job hopping is viewed more negatively
    22:25 How careers are evaluated differently depending on your seniority 
    28:31 The under-appreciated benefit of staying at one company

    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 dive into Allstate’s innovative new hybrid work plan for their 54,000 employees across the country, and discuss the pros and cons of the plan, how it might play out in real time, and whether or not this is the future of work. 

    00:00 Intro
    01:11 Allstate’s new hybrid work plan
    08:51 How Allstate’s hybrid work model might change the culture of work entirely
    15:54 Are community managers the future of hybrid work?
    18:56 How Allstate is handling onboarding
    21:33 Why Allstate’s model is so brilliant
    26:34 Does Allstate’s model translate to companies of different sizes?

    Articles referenced in this episode: https://www.bloomberg.com/news/articles/2024-11-18/allstate-thinks-outside-the-cubicle-with-flexible-offices-coworking?srnd=work-shift  
    https://www.hr-brew.com/stories/2024/04/10/allstate-workplace-futurist-lauren-deyoung

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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 wave of big companies (Meta,Target, Fidelity, EY, to name a few) that have made headlines recently for firing employees over small offenses. Are these companies becoming stricter, or are these just layoffs in disguise? And is this a brilliant or a detrimental strategy?

    00:00 Intro
    01:58 Recent headlines about firings over small offenses
    09:02 What we’re calling “sneaky layoffs”
    11:29 On severance
    16:51 Kyle’s hot take
    21:39 Why it would be better for companies to do traditional layoffs
    25:23 What can you do about sneaky layoffs?

    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 talk about how to handle major, distracting life events at work. From wedding planning, to having a baby, to serious illness or injury—major life events happen to all of us. So what’s the best way to handle this without jeopardizing your career?

    00:00 Intro
    02:43 How Kaila handled planning her wedding while working
    07:27 Kyle’s big announcement
    10:03 Expectation setting
    14:31 Why it might be worth disclosing a negative life event with coworkers
    20:05 How Kyle approached telling his colleagues his big life news

    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!
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  • This week we’re bringing you another AITA-style episode (since we had so much fun doing it the first time). Listen to hear Kaila and Kyle read and weigh in on your “am I the a**hole?” submissions around your work-specific scenarios.

    00:00 Intro
    01:00 Scenario #1 - Dishonest Interview
    04:11 Scenario #2 - Tattle Tale
    10:31 Scenario #3 - Work Bestie Desserted Me
    16:03 Scenario #4 - Boss Is Back From Paternity Leave

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    Have a question for us? Send us an email or voice note to [email protected]
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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 real meaning of “Founder Mode” (made famous by Brian Chesky and Paul Graham), and whether or not it’s a good thing. Is it just a rebrand of micromanagement? Then, Kaila and Kyle debate whether or not micromanagement can ever be a good thing.

    00:00 Intro
    00:35 A brief explanation of “Founder Mode”
    04:45 Talking micromanagement
    06:43 The instances where being a micromanager is okay
    09:49 The Delegation Ladder
    14:57 The three buckets of micromanagement
    18:50 What to do when you’re being micromanaged
     23:30 Morning Brew’s founder on Founder Mode

    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!
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  • In this episode, Kaila and Kyle dive into the implications of going sober in your career with special guest Andrew Yeung, founder and CEO of Fibe. Can you still network and attend work happy hours when you’ve quit alcohol? What does it mean for climbing the ladder?

    00:00 Intro
    01:05 What prompted Andrew’s sobriety
    05:40 What you miss out on when abstaining from alcohol
    10:10 On having to explain your sobriety 
    15:36 How quitting alcohol impacted Andrew’s lifestyle
    18:28 How getting sober impacted Andrew’s business
    21:08 How alcohol has impacted Kaila and Kyle’s careers
    24:26 Tactics for the sober curious

    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 are joined by special guest (and Morning Brew social media star) Macy Gilliam to discuss whether Gen Z gets an unfair reputation at work, and address questions like: Does Gen Z overshare? Do they lack respect for office etiquette? Does Gen Z care less, or MORE about money than other generations?

    00:00 Intro
    02:38 Gen Z stereotype #1
    08:40 Resume Builder stat
    09:26 Gen Z stereotype #2
    16:18 Gen Z stereotype #3
    20:28 Gen Z stereotype #4
    26:04 Gen Z stereotype #5 
    31:36 Advice for working with Gen Z

    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 occupational personality tests—from the Myers-Briggs Type Indicator, to the science-backed Big Five—and debate their legitimacy, when they might be useful in the workplace, and whether or not they should be used at all.

    00:00 Intro
    01:00 Myers-Briggs (MBTI)
    03:57 Criticism of the Myers-Briggs
    07:28 The CliftonStrengths Assessment
    18:11 The Big Five Personality Test (OCEAN)
    25:19 A big critique of personality tests
    27:29 Tactics

    New York Times article cited in the episode: Personality Tests Are the Astrology of the Office

    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 tackle the age-old question of: how hard do you have to work to get ahead? Do you ACTUALLY have to put in overtime, or can you have a healthy “work-life balance”? 

    00:00 Intro
    02:54 Stats on workplace boundaries
    05:08 Defining what a workplace “boundary” is
    06:10 The 60% Rule
    08:55 Three things to keep in mind when adopting the 60% rule
    16:30 Decoupling number of hours work from impact
    18:19 The Eisenhower Matrix
    23:27 The “three seasons of work”
    29:15 Tactics for developing work-life balance that works for you

    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!
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  • In this episode, Kaila and Kyle debate whether Amazon’s decision to mandate a 5 day in office policy for all employees is a smart move for the tech giant or just a cover for possible impending layoffs.


    Amazon CEO letter cited: Message from CEO Andy Jassy: Strengthening our culture and teams

    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 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

    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 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

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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 

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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

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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

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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

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