Help Wanted

Today's caller is getting a divorce from her husband... and her husband also happens to be her business partner. She wants to know: is it possible to have joint custody of a business? Jason and Nicole give their tips for anyone who is navigating a complicated work relationship.

You have the right stuff: You’re talented, smart, and good at what you do. But the right people aren’t noticing. So here’s a difficult truth you must take seriously: you are a high-quality person, but you can’t compete on quality alone. Today, Jason shows you how to get noticed another way.

Whether you're talking to a prospective client, or to your boss about a promotion, you'll be faced with the same questions: when is it time to ask for money? And when it is the right time... how do you do it? Jason and Nicole help someone very close to home who is struggling with this question, and it all starts with a rule Jason learned while online dating.

We’ve all held back from asking for what we wanted and ended up feeling hurt. But what you might not realize is that it's also hurting your potential partnerships.

Today's caller had been asking to take on more responsibility at her work for about a decade - and she finally got it! Now, she wants to leverage those new responsibilities to negotiate a raise and a senior job title. Sounds pretty simple, right? Well, plot-twist! Jason and Nicole point out why this ask is not as straightforward as it seems, and give their do's and don'ts around how to navigate this delicate conversation.

Most of us avoid asking for help because we don’t want to be a burden. But what if that instinct is actually wrong? Today Jason explains the secret psychology behind why asking for help could just be the best thing for our relationships.

On the show, Jason and Nicole read a lot of bad emails. Today, you're going to hear a good one— featuring the person who sent it, Julie Griggs, cofounder of the app Fourplay (a social platform where single friends match with other pairs and go on double dates). In this episode, Jason and Nicole explain why Julie's email was so good that they're still talking about it two years later. Learn more about Fourplay here: https://www.fourplaysocial.com/ To keep up with Julie, click here: https://www.linkedin.com/in/juliegriggsfourplaysocial/

Are you dreading a conversation because you know it will be awkward? Today, Jason explains how to use awkwardness as its own solution— and to do that, he shares a story from this very podcast!

Believe it or not, it is possible to oversell yourself when networking. Jason calls it "story inflation"— and you don't want to do it. But at the same time, you don't want to deflate yourself either. You want to represent yourself Goldilocks style: in a way that's juuuuust right. Nicole and Jason share their do's and don'ts that will help you nail your next intro.

Do you have to be an AI company to win right now? Sabin Lomac says: heck no. Sabin is the cofounder of Cousins Maine Lobster, a franchise food truck business and one of the OG Shark Tank Success stories. Today Sabin tells Nicole how AI can support brick-and-mortar food businesses, and what AI can't replace. Plus, Nicole and Sabin also get in to what it's really like to pitch on Shark Tank, and why entrepreneurs shouldn't sleep on franchising. Follow Cousins Maine Lobster on Instagram, and watch their Shark Tank pitch.

Can challenges socializing at work stunt your career growth? It's possible - but if small talking and networking aren't your jam, don't worry! Today, Jason and Nicole share strategies you can use to connect with colleagues— whether you're an introvert or an extrovert.

You’re envious of someone. Why? Pick the reason. They make more money than you. Accomplish more than you. Their career is bigger. Their title is cooler. You already know that comparison is the thief of joy. Jason doesn't need to tell you that — and anyway, knowing it doesn’t help. So today, Jason will give you something that actually helps: he will show you how the people you envy aren’t as enviable as you think — and how you can celebrate what you have.

If someone says the wrong thing, is it actually helpful to tell them? Today's caller, Jeff, got a message from an acquaintance asking if Jeff could secure an internship for his son. Jeff told his acquaintance that it would have been better if the son had reached out directly... should he have said that? Today, Jason and Nicole help you find the line that separates helpful feedback from overkill.

Today, Jason teaches you how to chill out… while getting everything important done. Because for all the wild stories out there about hustlers hustling, there’s something important you need to know. Jason explains.

Rebecca Minkoff has built brands, led teams, negotiated deals, and navigated high-stakes conversations for decades — so it’s no surprise she’s become an expert communicator along the way. Today, Rebecca joins Nicole to share the exact scripts she uses for moments most people dread: firing someone, giving tough feedback, asking for a refund, setting boundaries, and more.

In a Mother's Day rerun, Jason checks in with Nicole to see how she's managing the demands of work and parenting a four-month-old. Nicole opens up about the mental load of being the parent responsible for most of the childcare logistics. Jason then phones a friend—his wife, Jen—who shares the systems she and Jason have put in place to create a more balanced and equitable approach to parenting.

When the pressure’s on, it’s easy to believe that everything hinges on this one moment. But what if the stakes aren’t as high as you think? In this episode, Jason shares a personal story about how reframing the situation can reduce stress, improve your decision-making, and lead to better results.

A throwback episode! When a video of a plane passenger refusing to give up her seat for a toddler went viral, the internet had thoughts—and most of them weren’t kind. Today, Jason and Nicole sit down to unpack why they're siding with the passenger, and what this viral moment reveals about how we rush to judgment online. This episode isn’t just about plane etiquette—it’s about the stories we tell, the facts we skip, and the cost of outrage culture. By the end of the episode, you’ll walk away with a sharper lens for spotting bias in viral narratives—and how that same skill can help you make better, smarter decisions in business and in life. ⁠HERE⁠ is the story referenced in the episode.

Jenny Stojkovic is a venture capitalist and a top LinkedIn creator thinking critically about AI, the future of social media, and the mistakes creators can make as they scale. And as you’re about to hear, that is actually how Nicole and Jenny met. Today, they share that story, and the essential lessons anyone building on social media today needs to know. From the conversation, check out: The creator rights and IP resource Jenny coauthored with Rebecca Rechtszaid Shira Lazar and What’s Trending Sim Kaur and Friends That Invest The Women Creators Tyler Chou, The Creators’ Attorney Jenny Stojkovic linkedin.com/in/jenniferstojkovic instagram.com/jennystojkovic tiktok.com/@jennystojkovic youtube.com/jenny.stojkovic Join 50K subscribers for Jenny’s weekly newsletter:⁠ play.jennystojkovic.com⁠

What happens when you are getting less out of a situation than you would like? It can be hard to know if the little you are getting is worth it or not. Jason has developed a useful framework for how to make that decision. And it all starts with thinking about a bag of chips….