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Am I the A**hole? Clapping Back at Work, Refusing a Referral and More

In this episode, Kaila and Kyle bring you another round of a fan favorite: Am I The A******? Listen to hear Kaila and Kyle react to some of the wildest, work-related AITA

4 Types of Networking You’re Probably Ignoring

In this episode, Kaila and Kyle dig into the more subtle (but incredibly important) forms of networking that you might not be thinking about. Whether it’s honing your per

BONUS: The Career Advice We Wish We Knew in Our 20s (Live)

In this special bonus episode, Kaila and Kyle tape their very first live episode at Verizon HQ in Basking Ridge, New Jersey. Listen to hear Kaila and Kyle share what they

Why “Good Enough” Is Better for Your Career

In this episode, Kaila and Kyle discuss why perfectionism is actually a negative at work (and in life), and how to overcome it. And as a self-proclaimed recovering perfec

The Most Overrated Work Perks (And the Ones You're Ignoring)

In this episode, Kaila and Kyle dig into and debate the most overrated and underrated work perks, and how to make the most of the ones you’re probably overlooking. Summer

Coworker Pet Peeves: What We Hate and What We Love

In this episode, Kaila and Kyle list the most annoying and the most appreciated qualities in a coworker. Plus, how to make the most of those good qualities and navigate t

AI Is Changing How We Talk to Each Other...And It's Annoying

In this episode, Kaila and Kyle discuss how AI is starting to impact how we communicate with one another at work. There are both obvious and subtle ways in which the tech

The Workplace Habits That Are Quietly Hurting Your Body & Brain

In this episode, Kaila and Kyle dig into the unexpected ways in which work impacts our mental and physical health, and provide some tactics for how to avoid some of these

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

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 reall

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 cand

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? A

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

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 compan

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), w

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 w

Why “Optimization” Is Actually Making You Miserable

In this episode, Kaila and Kyle are joined by author Brad Stulberg to dig into what we get wrong about “excellence,” what true excellence really looks like, and the achie

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

The Hidden “BS” Holding You Back at Work (And How to Break It)

In this episode, Kaila and Kyle are joined by Aiko Bethea, Founder of Rare Coaching, to talk about the hidden bullsh*t at work, how it’s holding you back, and what you ca

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 Wh