Episodes

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 c...

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...

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 organ...

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 ti...

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 manage...

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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 tea...

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 transpar...

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 ...

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 ...

In this episode, Kaila and Kyle discuss when and how to make a career pivot, and the questions to ask yourself before starting. 00:00 Intro 01:19 Listener career pivot story submission 05:06 Kaila’s biggest career pivot 07:55 A crucial consideration before making a career change 08:21 Kyle’s career pivots 12:13 The importance of finding what you actually enjoy doing 15:54 A common mistake with networking 20:25 Knowing career narrative 23:12 Embracing the beginner’s mindset 24:13 Listen...

In this episode, Kaila and Kyle discuss the rise of revenge quitting, what it is, why it’s seemingly on the rise, and their takes on its effectiveness. 00:00 Intro 01:43 Defining what “revenge quitting” is 04:05 Why 2025 will be the year of revenge quitting 09:30 Why the year of revenge quitting might actually be something else 10:37 Why Kaila loves the idea of revenge quitting 16:35 The truth about revenge quitting 17:28 How Kaila and Kyle have quit jobs in their career 22:51 The import...

In this episode, Kaila and Kyle discuss the real strategies and steps involved in getting a promotion, from how and when to have the conversation with your boss, to how to get clear for yourself what you really want in the next stage of your career. 00:00 Intro 00:36 Kaila and Kyle’s first promotions 05:38 Kaila and Kyle’s 2025 career goals 07:12 The number one thing you should be doing to set yourself up for success 17:12 More tips for how to get promoted in 2025 19:29 How Kaila and Kyle ...

In this episode, Kaila and Kyle are joined by Morning Brew’s SVP of People Operations Kate Noel to talk about how to make the most of your year-end performance review—from how to prepare for it to what to expect from it—and what most people forget about this formal evaluation process. 00:00 Intro 00:57 How Morning Brew Inc. handles performance reviews 05:53 The pros and cons of performance reviews 10:18 Advice for one-on-ones 13:48 How to make the most of your performance review 17:56 Talk...

In this episode, Kaila and Kyle discuss the companies in the UK and in Japan that have been experimenting with the 4-day work week, what the outcomes have been, and whether or not we can expect to see it implemented in the US. Does the 4-day work week actually solve anything? Is it beneficial or detrimental to society as a whole? 00:00 Intro 01:41 The New York Times report on UK businesses piloting the 4-day workweek 06:46 When a 4-day workweek isn’t a fix 11:29 The Tokyo case study of the 4...

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 workin...

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...

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 ...

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 W...

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...

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 Kyl...

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 Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last E...

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 micromanage...

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 im...