The Entrepreneur DNA

Eric Winegard’s story is not the polished founder myth. Before he became CEO and co-founder of Rare Blue Moon Marketing, he was a kid raised by a single mother on welfare, a teenager experimenting with drugs, and a young man who realized no one was coming to save him. In this episode of Entrepreneur DNA, Justin Colby sits down with Eric to unpack how he went from 17 years in a W-2 sales role to building an $18 million marketing business in just three years. What You’ll Learn in This Episode How Eric went from a troubled childhood to military discipline Why sales became the skill that changed his life The difference between networking and selling Why most marketers don’t understand sales How Rare Blue Moon Marketing scaled so quickly Why organic content and paid ads need to work together What business owners get wrong when hiring agencies Why commitment matters more than talent --- About Justin: Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience. Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence. Connect with Justin: Instagram: @thejustincolby YouTube: Justin Colby TikTok: @justincolbytsof LinkedIn: Justin Colby Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In this episode I sat down with Kristian Mtetwa, a wealth advisor who leads Synergy Private, a multifamily office serving athletes, entertainers, entrepreneurs, and executives. We start by busting the biggest myth about the rich: they aren’t hoarding money, they’re obsessed with adding value because that’s the only way to keep it. Kristian explains what a family office actually does, why giving anyone power of attorney over your money is a massive liability, and the numbers ($10M liquid net worth or $1M in annual income) where it starts to make sense. We dig into ambition vs. envy, why you focus to get wealthy but diversify to stay wealthy, how to avoid shiny object syndrome, and why liquidity matters more than most people think. I also share my own hard lessons from 2024, what I learned in my mastermind about using lines of credit instead of long-term loans, and how I use whole life insurance like a personal bank. If you want to build wealth that actually lasts, with long obedience in a specific direction and aggressive patience, this one’s for you. Guest Bio Raised in the suburbs of Nashville, Kristian is a Zimbabwean immigrant to the US and a nationally recognized wealth advisor specializing in advising the ultra-affluent. He entered financial services at age 18 before earning a Certificate in Financial Markets from Yale and becoming an Accredited Investment Fiduciary. He has held leadership positions at several financial institutions and now leads a Black-owned multifamily office with clients across the country. That firm is Synergy Private, a boutique wealth advisory firm operating as a multifamily office that offers bespoke financial guidance for ultra-affluent individuals and their families, available by invitation only. He was named 49 Financial’s Advisor of the Year for 2022 after nearly tripling his personal client roster. He is also a speaker on career development, entrepreneurship, and financial planning, and has been featured in Financial Planning, ThinkAdvisor, WealthManagement.com, and Yahoo Finance. Kristian Mtetwa +5 Connect With Kristian Website: https://kristianmtetwa.com LinkedIn: https://www.linkedin.com/in/kristianmtetwa Facebook: https://www.facebook.com/share/192zZu3Ywq/?mibextid=wwXIfr Instagram: @kristianmtetwa About Justin: Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience. Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence. Connect with Justin: Instagram: @thejustincolby YouTube: Justin Colby TikTok: @justincolbytsof LinkedIn: Justin Colby Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Your operator strengths might be the very thing holding you back. Gary Vaynerchuk shares a hard financial realization. Gary Vaynerchuk is known for spotting internet trends years before they happen. But even with that foresight, he faced a brutal reality in 2026. Sometimes, the skills that get you to a certain level of business growth are the exact same habits that prevent you from scaling further. --- In this episode, I sat down with my GOAT, Gary Vaynerchuk, and he did not hold back. Gary broke down his entire empire, from VaynerX and VeeFriends to Vayner Sports and his new TV production company, and explained why he refuses to follow the "just focus on one business" advice so many of us preach. He opened up about building Wine Library into a $50 million business for his dad, walking away at 34 with nothing, and growing VaynerX to roughly $400 million in revenue without a single outside dollar to start. We got tactical on where attention is right now, including TikTok Live, Substack, Facebook, YouTube Shorts, and Snapchat Spotlight, and why he calls this the era of "interest media." Then we went deep: why being a great operator is his biggest vulnerability, why he has no one he goes to for advice, how he runs his companies like a family business, and whether Gary Vee is actually happy. This one is packed with real advice you can use today. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Everyone wants to talk about AI, but my guest this week would rather talk about people. Heather Simpson spent years in real estate building brokerages and personal brands for agents before making a hard pivot to build something for women entrepreneurs specifically. Today she runs Her Connection Hub, a coworking and community space in the Pacific Northwest, and she is expanding into Northern California. We got into why she thinks too many people are outsourcing their thinking, the gap she saw between hustle culture and the "make a million from the beach" crowd, and what actually separates the women who win from the ones who stall out. We also had a real conversation about sacrifice, about what it costs a mother to go after something bigger, and about how she is adapting a physical business in a challenging 2026 economy. Heather uses AI for systems, never for her voice, and honestly I think that is where the smart operators are landing. If you are a builder who feels wired for more, this one is for you. About Heather: Heather Simpson is a business strategist, community builder, and the founder of Her Connection Hub, a female-focused coworking community in Bellingham, Washington. Simpson began offering monthly Connection Breakfasts in 2018, and they proved to be the catalyst for something much bigger. The events resonated deeply with attendees, who then voiced their desire for a physical coworking space, and so Simpson turned that dream into a reality with Her Connection Hub, which opened to the public in 2021. Before building for entrepreneurs, Heather spent years in real estate helping agents develop their brands and helping launch brokerages. She is also the founder of She Leads Me, a company devoted to supporting women on their individual journeys in their lives, careers, and businesses. She hosts the podcast Shatter This, a show for leaders, founders, and builders who are done outsourcing their thinking and ready to create what actually lasts. Her first book, Shattering Glass, is coming soon. Connect with Heather Simpson: Instagram: https://www.instagram.com/weshatterglass/ Website: https://shatteringglass.com Her Connection Hub: http://herconnectionhub.com Her Connection Hub Instagram: https://www.instagram.com/herconnectionhub/ Shatter This Podcast: https://podcasts.apple.com/us/podcast/shatter-this-with-heather-simpson/id1866931224 Heather's book, Shattering Glass, is coming soon. Stay updated at https://shatteringglass.com About Justin: Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience. Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence. Connect with Justin: Instagram: @thejustincolby YouTube: Justin Colby TikTok: @justincolbytsof LinkedIn: Justin Colby Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

AI is all anyone can talk about right now, but most of us are just getting started with it while the giants have been building it for two decades. In this episode I sat down with Sneha Shah, CEO and co-founder of Hazel AI, who spent nearly 20 years at Amazon and Google as the engineer behind the scenes. She was on the team that built Amazon same-day delivery and scaled it to ten countries, then went to Google as a founding engineer on Cloud Spanner, the global database that powers companies like Deutsche Bank and Nintendo, before building Vertex AI and scaling it into Gemini Enterprise. We broke down how AI actually gets built (yes, it is real people writing real code), why Amazon delivery has always been a losing model, why AWS is where the money is, and the difference between knowledge and wisdom in an LLM. Then we got into Hazel AI, the engine she is building underneath the biggest tech consulting firms on the planet, and the honest conversation everyone is avoiding: which jobs AI is going to take, which ones it is going to create, and why the opportunity has never been bigger for the people willing to get uncomfortable and level up. If you want to hear where AI is going from someone who has actually been in the trenches instead of another influencer guessing, this one is for you. About Guest: Sneha Shah is the CEO and co-founder of Hazel AI, an Autonomous AI Modernization OS that powers global system integrators as they take Global 2000 enterprises from cloud native to AI native. Before founding Hazel, Sneha spent nearly two decades building at the largest scale on the planet. She started her career at Amazon straight out of Carnegie Mellon University, where she was part of the team that built same-day delivery and scaled it across ten countries. She then spent almost a decade at Google Cloud as a founding engineer on Cloud Spanner, the globally distributed database used by companies like Deutsche Bank and Nintendo, growing the team from four to hundreds and the product to over 100 million in scale. She went on to build Vertex AI, Google's flagship AI platform, and scale it into Gemini Enterprise. Hazel AI now works with five of the top ten global system integrators and serves over $10 billion in business across retail, manufacturing, and agriculture. Sneha is based in the San Francisco Bay Area. Guest Links and Socials: Website: https://www.gethazel.dev Platform sign-up: https://gethazel.ai LinkedIn: https://www.linkedin.com/in/snehashah/ Contact: [email protected] About Justin: Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience. Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence. Connect with Justin: Instagram: @thejustincolby YouTube: Justin Colby TikTok: @justincolbytsof LinkedIn: Justin Colby Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.