Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee
Tue, 06 May 2025
Want to know how the most unapologetically confident think? I’m bringing back my episode with the one and only, Gary Vee. He shares incredible insights about chasing your dreams, why success isn't about money but about happiness, and how to stay true to yourself in a world full of noise. We talk parenting, entrepreneurship, and how to turn your passion into your purpose - with zero excuses. If you're ready to be inspired, challenged, and motivated to level up your life, this episode is going to light a fire under you that you won't forget! In This Episode You Will Learn Why most parents are raising entitled kids (and how to actually set them up for success.) Gary’s formula for leadership, personal growth, and emotional freedom. What to do when your passion doesn’t match traditional success. How to negotiate your salary with confidence. Resources + Links Sign up for a one-dollar-per-month trial period at shopify.com/monahan Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN. Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN. Get 10% off your first Mitopure order at timeline.com/CONFIDENCE. Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com. Call my digital clone at 201-897-2553! Visit heathermonahan.com Sign up for my mailing list: heathermonahan.com/mailing-list/ Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com If you haven't yet, get my first book Confidence Creator Follow Heather on Instagram & LinkedIn Gary on Instragrm: @garyvee
Why is parenting a key topic in building confidence?
What's hard is not doing something that is true to you. And so, I want to really redefine success. I really, really do. I really, like, this is my new thing, which is like, okay, wait a minute, right. Everybody starts with a North Star.
If I, through my sheer will and gifts, can start a true movement of conversation that success needs to be happy and calm, not rich and famous, boy, could I really be good when I do finally get hit by a bus. Like, That has to be the ROI. It has to be. And my big thing is cars and diamonds and wine and sneakers and homes and planes and tickets to big events. Please don't make that your aspiration.
It's fine if you want to. Knock yourself out. But please understand that making $88,000 a year, loving it, will always, always be making 297 hating it. And we don't have that conversation in our culture just yet. And when people just heard follow your passion, where they get stuck, let me give you an example.
If we did this podcast 11 years ago, following your passion, and the other person on the other line says, well my passion is to play video games, there was nothing for him or her to see that they could make enough money to live in society around playing video games.
When I say that now, everybody knows that you can be an esports star, and not only can you live your passion, you can be rich and famous being ninja. I'm familiar.
My 11-year-old tells me every day.
So what happens is... That's my concern. My concern is that everybody listening right now, follow your passion, do your thing.
If that thing is knitting, or if that thing is sports gambling, which would be highly not acceptable right now by most parents of 11 year olds, though the math behind it is very similar to poker and all this other stuff, and I do believe that moms and dads all across the world right now have 11 year olds whose number one passion is sports betting, and they look down on it because what they look on was the past.
bookies, the mafia, Las Vegas. That's where we're all coming from our past. And I always look at the future. That's my knack. So what I see is that the sports better is gonna be put on the pedestal similar to the stock trader or similar to a professor. Or let me give an example that's already happened. If you walked into your parents' house in 1987 and said, dad, I wanna be a chef.
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