#39: Keeping Yourself Motivated with Heather Monahan

Join Jayson Waller and Heather Monahan for a conversation about how Heather grew a $18M company to a $55.5M company, during a recession! How she created a position for herself at a media company and how she became one of only a handful of C level female executives. By creating confidence in yourself, you are betting on yourself to win! Boss in Heels is a company Heather started after getting fired from her previous job. She now gets to help people on a personal level, and feel fulfilled while doing it! Check out Heather’s latest book Leapfrogging Villains, and her podcast Creating Confidence with Heather Monahan. Links:  Follow True Underdog on IG: www.instagram.com/true_underdog Reach out to Jayson directly at jayson@trueunderdog.com Follow Jayson on Linkedin: https://www.linkedin.com/in/jayson-waller-/ Follow Jayson on Instagram: www.instagram.com/jaysonwallerbam Check out our website to meet the team, view show notes and transcripts: www.trueunderdog.com Guest Links: Heather’s Facebook: https://www.facebook.com/heathermonahanofficial/ Heather’s Twitter: https://twitter.com/_heathermonahan?lang=en Heather’s Website: https://heathermonahan.com/heather-monahan-boss-in-heels/ Heather’s LinkedIn: https://www.linkedin.com/in/theheathermonahan/ Heather’s Instagram: https://www.instagram.com/heathermonahan/?hl=en Timestamps: 0:30 - Introduction 1:30 - Leapfrogging Villains 3:30 - Personal Growth 6:31 - Intuition 12:40 - Get Back Up 16:23 - Make Your Own Lane 19:46 - Overcoming the Past 21:37 - Passing on Your Legacy 25:02 - Take Action During the Pandemic 26:14 - Boss in Heels 30:54 - Creating Confidence Resources Mentioned in the Show: Heather’s Book: https://heathermonahan.com/confidence-creator-book/ Heather’s Podcast:  https://heathermonahan.com/podcast-creating-confidence-with-heather-monahan/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Om Podcasten

Welcome to “Jayson Waller Unleashed”—the raw, no-holds-barred podcast where nothing is off-limits. This is more than a business show; it’s a deep dive into real life, raw truths, and wild stories people think about but rarely say out loud. 👀🤯🤘 Join Jayson as he digs into the highs and lows of life and entrepreneurship with powerhouse guests like Kevin O’Leary, Calvin Johnson, Barry Sanders, Kendra Lust, Eric Thomas, and Ed Mylett. Together, they tackle everything from fame and fortune to family drama, unspoken struggles, and, yes, even alien encounters. Expect unfiltered conversations, explosive debates, and moments of unexpected vulnerability. And now, Jayson’s bringing his signature energy to Go Fund Yourself, a new, interactive crowdfunding show where CEOs pitch live, and viewers can invest on the spot—think Shark Tank with a twist. If you’re ready for insights, laughs, and the kind of brutal honesty that’s as inspiring as it is entertaining, tune into “Jayson Waller Unleashed.” It’s not just a podcast; it’s an experience. #UnleashTheTruth #GoFundYourself #RealTalk