Recent Episodes

The Workplace Tech Trends You Can't Ignore (AI, Surveillance & RTO)
July 13, 2026

The Workplace Tech Trends You Can't Ignore (AI, Surveillance & RTO)

In this episode, Kaila and Kyle are joined by Tech Brew’s editor Saira Mueller to discuss current and emerging tech trends—from AI to surveillance technology—and how they’re impacting the workplace, and what we can do to improve our own work environment with them (or in spite of them).00:00 Intro01:39 How AI use has trended in the workplace11:14 The AI software that has most impressed Tech Brew’s editor12:24 The tech trends that have emerged with RTO (return to office)15:33 Surveillanc
Does a Real Vacation Even Exist Anymore?
July 6, 2026

Does a Real Vacation Even Exist Anymore?

In this episode, Kaila and Kyle debate whether or not taking a real vacation even exists anymore, and provide tactics for how to protect your off time. Can you ever really fully log off in a world with flexible working conditions? And how can we reclaim PTO?00:00 Intro02:20 How we got to the state of the working “vacation”06:59 The real vs imagined expectations of your employer11:08 Setting clear expectations with your team14:32 Flexibility’s pros and cons21:27 The other reason we ca
The Career Advice You Need at 25, 35, and 45
June 29, 2026

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 Intro01:06 The art of the interview, and how Cherry identifies top ta
How Ambitious Do You Actually Need To Be To Succeed?
June 22, 2026

How Ambitious Do You Actually Need To Be To Succeed?

In this episode, Kaila and Kyle are debating ambition: do you really need to be super ambitious to have a successful career? What level of ambition is the ideal amount? And can you be ambitious in both work and life in equal measure?00:00 Intro01:21 How we’re defining “ambition”05:42 Can you succeed without ambition?13:30 What is the opposite of ambition?17:05 Kaila’s framework for thinking about the qualities necessary for career success18:18 How ambitious SHOULD you be?24:04 Can
The Surprising Power of Constraints at Work (with David Epstein)
June 15, 2026

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 Intro02:05 The story of General Magic06:02 Additive bias09:14 Brooks’s Law12:34 How Bell Labs is an example of useful constraints14:48 Can removing constraints ever be beneficial?19:3
Following Coworkers on Instagram and Other Social Media Dilemmas
June 8, 2026

Following Coworkers on Instagram and Other Social Media Dilemmas

In this episode, Kaila and Kyle dig into the unspoken rules of social media at work. When is it okay to follow a colleague on Instagram? When is posting about your company empowering vs. harmful? And is it okay to have no social media presence at all?00:00 Intro00:58 Which social platforms you should and should not follow your coworkers on08:05 A good rule of thumb for deciding whether or not to follow a coworker on Instagram09:58 The most important thing to keep in mind when it comes to

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