Help Wanted

Welcome to 2026! In this episode, Jason celebrates a milestone in his parenting and uses it to explore a bigger idea. The most important changes in our lives and careers rarely announce themselves. They happen quietly, without clear finish lines or moments of celebration. To kick off the New Year, this is an invitation to pause, look back, and recognize the progress you have already made. Even if it felt like just another day at the time.

Transcribed - Published: 1 January 2026

Today, Jason and Nicole dig into two stories that seem very similar. Both stories center on couples who are fighting because one spouse makes more than the other— but the premise of the individual fights are very different. Jason and Nicole play Judge Judy and give their verdict on which spouse is right— and share their advice for couples navigating the emotional side of a pay disparity.

Transcribed - Published: 30 December 2025

Jason skips resolutions and picks a theme instead. In this episode, he shares the simple year-end ritual he uses to set direction without boxing himself into narrow goals. He explains how it works and how you can choose a theme that actually sticks.

Transcribed - Published: 25 December 2025

Today’s caller is watching his company go through a big change... and as a result, his work is feeling less meaningful. Jason and Nicole help him realize that he's been looking for a solution in all the wrong places, and give their tips on how to make your voice heard at work.

Transcribed - Published: 23 December 2025

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.

Transcribed - Published: 18 December 2025

If your boss is a nightmare... do you stay or do you go? Nicole and Jason can help you answer this by going through one simple thought experiment. But first, they each share the most ridiculous thing a boss has ever asked them to do. And in Nicole's case, it involves being sawed in half…

Transcribed - Published: 16 December 2025

Today, Jason shares a strategy that will help you do the thing you’re afraid of. To start, he’ll show you how this helped a friend who’s been afraid of starting a new project.

Transcribed - Published: 11 December 2025

Today's caller has a problem: ever since she was promoted, her coworkers— who now report to her— have been giving her the cold shoulder and stalling on their deadlines. Today, Jason and Nicole help her plan a conversation that will repair the relationship, which hinges on an often overlooked superpower in leadership.

Transcribed - Published: 9 December 2025

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.

Transcribed - Published: 4 December 2025

Nicole knows LinkedIn is a good tool for advancing her work, but when it comes to using that tool effectively? She's stumped. For anyone who can relate, Jason (a LinkedIn Top Voice!) gives his proven formula for writing an engaging LinkedIn post that will grow your network.

Transcribed - Published: 2 December 2025

Kaitlyn Allen, a reader of Jason’s newsletter, writes in because her start-up is closing.  Instead, she shared something far more surprising and far more useful. In this episode, the conversation instead highlights an empowering way to turn fear of failure into something else. Something that can power your next big innovation.

Transcribed - Published: 27 November 2025

When someone says something nice, do you have a hard time just saying thank you? Yeah, so does Nicole. In this episode Jason and Nicole dig into why it can be so hard to just say “thank you” and actually enjoy praise. They break down awkward deflections and why your first instinct may be to downplay your own wins. If you’ve found yourself saying “Oh no, stop!” This episode is for you!

Transcribed - Published: 25 November 2025

Who actually wants the work you put into the world and how do you know whose work is worth listening to? This week, Jason opens the mailbag to take on both sides of that puzzle. From standing out in the noisy world of creators, to reentering the workforce with confidence, to figuring out whose advice is actually worth trusting, Jason breaks down the real questions behind the questions - what work matters and why?

Transcribed - Published: 20 November 2025

One in three people admit that they've felt like their partner was holding them back. If you've found yourself in that situation, what should you do? Today, Jason and Nicole talk about times they've felt like they've downplayed their achievements to loved ones, and what that has meant for the future of the relationship.

Transcribed - Published: 18 November 2025

What do The New York Times and Notion have in common? A lot more than you’d think. They’re both proof of a pattern that quietly runs the world. Once you see it, you can’t unsee it. Suddenly, change makes more sense, opportunities reveal themselves, and that next move you need to make might just become obvious.

Transcribed - Published: 13 November 2025

In case you missed it, New York Times Opinion released a video originally titled, "Did Women Ruin the Workplace?" that featured a debate on the different qualities men and women bring to the workplace. Today, Jason and Nicole are NOT debating that, because they are in agreement: women did not ruin the workplace. Instead, they explore how deeply leaders should engage with their team’s personal lives, and Nicole reflects on her own experiences navigating gendered expectations in leadership.

Transcribed - Published: 11 November 2025

We all have something we’re bad at. But maybe that’s not the problem. In this episode, we explore how your weaknesses might actually highlight your greatest strengths. Discover why focusing on fixing your flaws may not be the best use of your energy and where you should be spending your time instead.

Transcribed - Published: 6 November 2025

Today's caller is a personal trainer who wants help growing her social media audience so that she can find new clients. Jason and Nicole tell her she's looking for the solution to her problem in all the wrong places. Instead, they give her the client acquisition cheat code that anyone can use at home.

Transcribed - Published: 4 November 2025

Someone once told you to reach out, and you meant to. You thought about it, replayed the conversation in your head, and then never did it. In this episode, Jason explains why we hold ourselves back and what happens when we finally follow through. The correct follow-up can open doors.

Transcribed - Published: 30 October 2025

Is the "work wife" and "work husband" culture inappropriate? Today, Jason and Nicole untangle a viral Reddit "work wife" story gone wrong and weigh-in on whether they think the "work spouse" nickname should get fired.

Transcribed - Published: 28 October 2025

Jason asked his readers one question: What do you regret most? And the answers poured in. This week, Jason shares some of those stories not to dwell on the past, but to help us all feel a little lighter about it. From missed opportunities to money mistakes to “what if” moments, this episode breaks down five powerful strategies for handling regret and turning it into forward motion.

Transcribed - Published: 23 October 2025

There are some bizarre headlines making the rounds in business news... but, beyond the headlines, there are some important lessons on the line between building buzz and eroding trust, how to find meaning in your work, and brand integrity. Today, Jason and Nicole mine those lessons from the weirdo headlines.

Transcribed - Published: 21 October 2025

Do past mistakes keep you up at night? They used to haunt Jason, too. That is, until he discovered a surprising way to shrink regret down to size. In this episode, he shares how to stop replaying the “what ifs” and start feeling lighter about the choices that got you here.

Transcribed - Published: 16 October 2025

So you want to (or have to) bootstrap your business. Nicole is self-funding the business that makes this very podcast, and she will tell you: it is not easy. To share best-practices around protecting your bottom line and mental health, Nicole and Jason are joined by Christina Stembel, who has self-funded her business Farmgirl Flowers. Learn more about Christina and her biz here: https://farmgirlflowers.com/about Originally aired on 06.19.2024

Transcribed - Published: 14 October 2025

Want to live a life you’re proud of at 90? Start saying yes. In this episode, Jason shares the essay that changed his perspective forever. (Click here and scroll down to see the very awkward photo of him at 22 that proves he actually practices what he preaches.) Because yes may feel risky or even cringe, but it’s also the only way to build memories, create opportunities, and discover what you’re truly capable of.

Transcribed - Published: 9 October 2025

Today's caller is ambitious, but every time she wants to level up, she questions whether she deserves it. Jason and Nicole share the mental exercise that stops imposter syndrome in its tracks.

Transcribed - Published: 7 October 2025

Jason sat down with Shark Tank’s Robert Herjavec and learned a sales technique so simple and so unexpected that it can change the way you pitch, present, and connect with anyone. He unpacks how it works, why it’s unforgettable, and how you can use it everywhere in your life. You may even find the results shocking.

Transcribed - Published: 2 October 2025

Today, Jason and Nicole dissect a real cold email their Producer Morgan received— and it's not pretty. They talk about what went wrong, and how to write an email that people actually respond to.

Transcribed - Published: 30 September 2025

Big decisions can feel paralyzing because we treat every choice like a lifelong commitment. But what if you stopped thinking in terms of permanence, and instead saw each new step as an experiment? Suddenly, risk becomes data, failure becomes progress, and every move teaches you something useful.

Transcribed - Published: 25 September 2025

Today, Nicole and Jason are tackling a question that parents are increasingly struggling with: is it bad to post photo of my kids online? Nicole has decided not to post photos of her daughter, but Jason has a framework that helps him determine what's appropriate to post. Would you follow this framework? Listen to find out! Listen to the Money Rehab episode on the risks of posting photos of your kids online.

Transcribed - Published: 23 September 2025

When failure happens, what happens next? In this episode, Jason shares a simple way to reframe setbacks so they feel energizing instead of defeating. Through stories from the business world and his own career, he shows how to turn every failure into progress and keep moving forward.

Transcribed - Published: 18 September 2025

This one gets deep. Nicole kicks things off with a provocative question: throughout Jason’s career in journalism, has he seen anyone successfully get a story about themselves erased from the internet? The question turns into a vulnerable conversation about whether the internet is forever, how we can feel a sense of control over the uncontrollable, and what is the price of reputation.

Transcribed - Published: 16 September 2025

This week, Jason digs into three big questions. How do humble people get ahead? How should you think about your future? And how do you know when an idea is ready for prime time? The answers are surprising, useful, and connected by one common theme.  We’re all works in progress, and that’s exactly how growth happens.

Transcribed - Published: 11 September 2025

A friend of the show calls in with an awkward question, “How do you ask someone for money they don’t even know they owe?” Jason and Nicole walk through every possible misstep and outcome, from the awkward ask to the aftermath. And then - our caller sends the text. You’ll hear exactly what happens next.

Transcribed - Published: 9 September 2025

You might be clear about what you offer a client, but do you really understand what they need on a deeper level? That difference can be the thing that closes the deal… or leaves you waiting for a call that never comes. In this episode, Jason breaks down how to move beyond surface-level clarity and tap into a deeper knowing so you can truly connect.

Transcribed - Published: 4 September 2025

Help Wanted’s own producer calls in for advice. What do you do when a business partner drags you into a long, unnecessary process? Jason and Nicole dig into the real issue, offer smart ways to push back, and share what to do when nothing works. Blame Nicole.

Transcribed - Published: 2 September 2025

Jason once got scammed on vacation. Years later, he had a chance to confront his scammer. What he learned changed how he sees conflict. Here’s how you can use it too.

Transcribed - Published: 28 August 2025

Nicole got a referral, hired the person, and then got ghosted. She and Jason break down what to do when a referral doesn’t work out. Who’s responsible when you vouch for someone? What about the people who never make referrals, or the ones who expect a finder’s fee? Plus, what the heck happened to Nicole’s hire who disappeared?

Transcribed - Published: 26 August 2025

What if your greatest strength is also your biggest roadblock? In this episode, Jason digs into how overusing the very thing you’re best at can quietly sabotage your success. With a dose of self-awareness, you can turn that liability back into a true superpower and unlock the next level of growth.

Transcribed - Published: 21 August 2025

Julia Cabral, LinkedIn’s Senior Director of Product Marketing and content creator, joins Nicole and Jason to demystify how the platform really works. You’ll learn what the LinkedIn algorithm rewards (and what it ignores), why your views might suddenly drop, and how to create posts that get noticed. Plus, Jason shares his go-to formula for writing the perfect hook.

Transcribed - Published: 19 August 2025

Someone’s upset, maybe a colleague, a client, or your partner,  and you have no idea why. Here’s the simple, 10-word phrase that can calm the room, cut through confusion, and get to the real problem. It works at home, at work, and anywhere else clarity beats conflict.

Transcribed - Published: 14 August 2025

Where’s the line between being nice and flirting? A little charm can make interactions brighter and even boost business, but push it too far, and you risk confusion or misleading someone. Nicole and Jason dig into when flirting can be good for sales, and when it can turn into bad business.

Transcribed - Published: 12 August 2025

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.

Transcribed - Published: 7 August 2025

Sometimes even the hosts need a little help. Nicole gets a boost from Andrew Cates, founder of Rayzyn, the superfood raisin company. After surviving the Napa fire, Andrew and his community were left with a field of grapes too smoke-damaged for wine. So, he got creative. He turned them into raisins. In the process, he rebuilt his business and helped his neighbors do the same. He joins the show to talk about resilience, reinvention, and finding opportunity in the ashes.

Transcribed - Published: 5 August 2025

Three questions. Three personal dilemmas. Jason digs into how to take (or ignore) advice from your spouse, how to start over when everything changes, and why you don’t need to dance on TikTok to build a business.

Transcribed - Published: 31 July 2025

Jason got three emails and a phone call on his personal line from a stranger trying to get him to change a story. It worked, but it earned the guy a sassy reply. In this episode, Jason and Nicole unpack when persistence crosses the line into annoyance  and how to build a drip campaign that actually gets people to say yes.

Transcribed - Published: 29 July 2025

You’re working on something. You’d like feedback. But let’s be honest: Feedback can be hard to hear. And it can make you defensive. So now you’re wondering things like: Who should I ask? And when? And what if I don’t like what they say? In Jason’s experience, the best feedback comes from completing this formula: Right people + right time + right perspective Today, Jason will break it down for you.

Transcribed - Published: 24 July 2025

There are some bizarre headlines making the rounds in business news... but, beyond the headlines, there are some important lessons on building a brand, having tough conversations at work, and building trust. Today, Jason and Nicole mine those lessons from the weirdo headlines.

Transcribed - Published: 22 July 2025

What happens when your C-suite becomes tabloid fodder? In this episode, Jason and Nicole unpack the viral moment that set social media on fire: Astronomer CEO and Chief People Officer caught having an affair—on a Coldplay concert Jumbotron, no less. Beyond the scandal, Jason and Nicole dive into the real lesson: how companies should handle PR disasters, take accountability, and lead through chaos. Whether you’re running a business or climbing the ladder, this is a masterclass in crisis comms—Coldplay optional.

Transcribed - Published: 19 July 2025

You’re trying to understand something, but you’re stuck. Maybe it’s a problem at work, a decision you need to make, or an idea you can’t quite articulate. You’ve been thinking about it a lot, but clarity is elusive. Here’s Jason’s advice: Don’t think alone. Today, he’ll show you why — and how to gain clarity more strategically and intentionally.

Transcribed - Published: 10 July 2025