Confidence Classic: Bet on Yourself and Build Wealth Fast with Sean Castrina episode artwork

EPISODE · Jul 15, 2025 · 51 MIN

Confidence Classic: Bet on Yourself and Build Wealth Fast with Sean Castrina

from Creating Confidence with Heather Monahan · host Heather Monahan | YAP Media

Think a steady paycheck is the “safe” path? Think again. In this episode, I sit down with author and serial entrepreneur Sean Castrina to talk about what it really takes to create financial freedom, move through fear, and build the life you actually want. Sean shares how he launched more than 20 companies over the past two decades, the power of partnerships, and why taking bold action is always the better bet. I also share how I got scrappy in the early days of my speaking career and why confidence must come before the payoff. Tune in to flip the script on risk and take back control of your success. In This Episode You Will Learn Why most people never launch their dream business. Sean’s top strategy for building a business fast. How to make smart business moves without waiting for funding or “the right time”. The skill that separates successful entrepreneurs from everyone else. How to avoid the ‘Bermuda Triangle’ of startup mistakes that sink businesses. Resources + Links Get Sean’s book “The Eight Unbreakable Rules For Business Start-up Success“ HERE! Listen to Sean’s Podcast HERE! 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 Sean on Instagram & Website

Think a steady paycheck is the “safe” path? Think again. In this episode, I sit down with author and serial entrepreneur Sean Castrina to talk about what it really takes to create financial freedom, move through fear, and build the life you actually want. Sean shares how he launched more than 20 companies over the past two decades, the power of partnerships, and why taking bold action is always the better bet. I also share how I got scrappy in the early days of my speaking career and why confidence must come before the payoff. Tune in to flip the script on risk and take back control of your success. In This Episode You Will Learn Why most people never launch their dream business. Sean’s top strategy for building a business fast. How to make smart business moves without waiting for funding or “the right time”. The skill that separates successful entrepreneurs from everyone else. How to avoid the ‘Bermuda Triangle’ of startup mistakes that sink businesses. Resources + Links Get Sean’s book “The Eight Unbreakable Rules For Business Start-up Success“ HERE! Listen to Sean’s Podcast HERE! 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 Sean on Instagram & Website

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Confidence Classic: Bet on Yourself and Build Wealth Fast with Sean Castrina

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Frequently Asked Questions

How long is this episode of Creating Confidence with Heather Monahan?

This episode is 51 minutes long.

When was this Creating Confidence with Heather Monahan episode published?

This episode was published on July 15, 2025.

What is this episode about?

Think a steady paycheck is the “safe” path? Think again. In this episode, I sit down with author and serial entrepreneur Sean Castrina to talk about what it really takes to create financial freedom, move through fear, and build the life you actually...

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