Per My Last Email

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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.

  1. The Career Advice You Need at 25, 35, and 45

    1 day ago

    The Career Advice You Need at 25, 35, and 45

    In this episode, Kaila and Kyle are joined by Cherry Miao, CFO of Hightouch, who gets into the art of conducting an effective job interview, how she susses out a job candidate’s mindset, and what she thinks should be changed about the job interview process in general. She also breaks down the skills that are most important to hone in each stage of your career—from your first entry-level job all the way to the C-Suite.  00:00 Intro 01:06 The art of the interview, and how Cherry identifies top talent in interviews 07:27 The blameless retro 09:26 Mindset vs skillset 11:05 What Cherry would like to see changed about the hiring process 13:25 The anti-sell interview 15:29 The most important skill to develop as an early career professional 18:41 Advice for the transition into mid-career 23:37 What C-suite level professionals should be focused on 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

    34 min
  2. The Surprising Power of Constraints at Work (with David Epstein)

    15 Jun

    The Surprising Power of Constraints at Work (with David Epstein)

    In this episode, Kaila and Kyle are joined by author David Epstein to discuss the topic of his latest book, Inside the Box: How Constraints Make Us Better. Listen to hear why constraints increase both productivity and creativity, and how to implement them on your own to help you in work and life. 00:00 Intro 02:05 The story of General Magic 06:02 Additive bias 09:14 Brooks’s Law 12:34 How Bell Labs is an example of useful constraints 14:48 Can removing constraints ever be beneficial? 19:31 How do we build a constraint to prevent distraction? 23:49 David’s observations on AI’s impact on human productivity  27:30 Creativity and the Green Eggs and Ham Effect 31:07 What is the relationship between creativity, expertise, and constraints? 35:08 Is having unlimited professional options actually good career advice? 39:28 Decision-making and Fredkin’s Paradox  41:00 How David’s two books Range and Inside the Box tie into one another 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

    47 min
  3. The Rise of the Career Generalist (and Why It Matters More Than Ever)

    1 Jun

    The Rise of the Career Generalist (and Why It Matters More Than Ever)

    In this episode, Kaila and Kyle are joined by Milly Tamati, the founder of generalist.world, to talk about the benefits of being a career generalist (vs. a specialist), what people get wrong about generalists, and how to start building a portfolio career.  00:00 Intro  01:29 Defining what a “generalist” is 02:27 What does a long-term generalist career look like? 04:42 What people get wrong about specialists vs generalists 07:39 How do you figure out your strengths and fit as a generalist? 14:52 What is a “portfolio career”? 21:16 Are there certain personalities that are best suited for a portfolio career? 23:06 How Milly is thinking about AI 27:03 Is it more beneficial in the long run to be a generalist given the AI boom? 31:57 Per My Last Policy 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

    37 min
  4. Retirement Has Changed—Here’s How to Plan For What It’s Really Like

    25 May

    Retirement Has Changed—Here’s How to Plan For What It’s Really Like

    In this episode, Kaila and Kyle discuss all things retirement—how the concept of retirement has changed, how they’re financially planning for their own retirements, and what their ideal retirement looks like.  00:00 Intro 01:33 What does retirement look like right now? 08:48 How Kaila and Kyle approach the financial element of retirement 12:58 Thinking about the non-financial aspects of retirement 22:30 Mini retirements 25:45 Where Kaila and Kyle plan to retire 31:13 Per My Last Policy This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.  Find Granola-generated notes on this episode here: https://notes.granola.ai/t/a9006ea5-1bbd-41d5-855f-b456a44d2822-009c2hma 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

    36 min
  5. Should You Be Friends With Your Boss? + 3 More Career Dilemmas

    11 May

    Should You Be Friends With Your Boss? + 3 More Career Dilemmas

    In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommodations, this episode addresses a wide range of relatable scenarios.  00:00 Intro 02:56 Question 1 - Can you befriend your boss? 10:37 Question 2 - Can I ask for a raise after a round of layoffs? 15:50 Question 3 - How can I ask for remote work accommodations? 21:57 Question 4 - How should you prepare for a merger/acquisition at your company? This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE.  Find Granola-generated notes on this episode here: https://notes.granola.ai/t/4c7f65b0-fdee-40ca-9e1c-e9aa332279f7-009c2hma 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

    33 min
  6. The 5 Sneaky Ways You Might Be Sabotaging Your Career

    27 Apr

    The 5 Sneaky Ways You Might Be Sabotaging Your Career

    In this episode, Kaila and Kyle break down the five sneaky (and surprising) things that are affecting your career, and what you can do about them.  00:00 Intro 02:42 Why your commute is more important than you think 08:00 Tactics if your commute is negatively impacting your career 11:00 How discussing your AI use can impact your career 17:59 The consequences of being unknown at work 22:27 Tactics for making yourself better known at work 24:51 How bad tech affects your career 30:16 Dealing with manager burnout This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire  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

    38 min
  7. Meetings Suck—Here are the Science-Backed Ways to Fix Them

    20 Apr

    Meetings Suck—Here are the Science-Backed Ways to Fix Them

    In this episode, Kaila and Kyle are joined by Rebecca Hinds, PhD, author of Your Best Meeting Ever: 7 Principles for Designing Meetings That Get Things Done. Rebecca breaks down the science behind why meetings so often fail—and shares research-backed tactics to decide which meetings are actually worth having, and how to design them for better outcomes. 00:00 Intro 02:36 Why do meetings suck? 03:47 Meeting Doomsday  05:40 Determining which meetings are actually useful 08:03 Considering remote employees 10:11 Making better meeting agendas 13:53 How to stop attendance inflation 16:13 How to manage the dominant speaker in a meeting 19:48 The “meeting-free day” debate 23:30 The value of a pre-read 25:55 Game: So Crazy It Just Might Work This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire  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

    39 min
  8. Why AI Isn’t Killing Jobs (And What It’s Actually Changing)

    6 Apr

    Why AI Isn’t Killing Jobs (And What It’s Actually Changing)

    In this episode, Kaila and Kyle are joined by LinkedIn Chief Economic Opportunity Officer (and former speech writer for President Obama) Aneesh Raman to talk about why we can be optimistic about AI. Aneesh’s new book, Open to Work: How to Get Ahead in the Age of AI, challenges the notion that AI is the death of entry-level work and instead argues that the technology is simply changing work as we know it in exciting and innovative ways. 00:00 Intro 02:30 How does AI unleash human potential? 06:25 Will AI weaken our ability to think? 11:48 Will AI increase the potential for cognitive debt? 14:35 How will AI change the workplace? 19:16 How should recent college grads be thinking about this moment? 27:11 What is the most important skill to have right now in your career? 31:51 Advice for getting started with AI if you come from a more rigid, less creative role This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 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

    40 min
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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.

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