The Money Conversations Everyone Should Be Having | Jason Tartick

‪@Jason_Tartick‬ has lived a few very different financial lives: corporate banker, reality TV personality, entrepreneur, investor, author, podcast host, and creator. He’s become known for breaking the taboo around money—asking the questions most people are afraid to ask and bringing radical transparency to conversations about how we earn, spend, invest, and build wealth. Now, Jason joins Mary Holland with the mic turned on him, getting candid about his own money habits, career pivots, investments, and relationships. They get into: What it was really like leaving the security and credibility of banking for The Bachelorette How his relationship with money has changed as his career—and income—have evolved The business behind his talent agency and how he makes money from it How he thinks about buzzy investments like AI and crypto How early you should start talking about money with someone you're dating The financial red flags to look out for in a relationship From career pivots and investing to salaries, relationships, and the money conversations we’d rather avoid, this episode is a reminder that financial transparency isn’t about having all the right answers—it’s about being willing to ask the right questions. Chapters: 00:00 – Intro: Turning the Mic on Jason Tartick 01:02 – Leaving Wall Street and Corporate Banking for Reality TV 04:34 – How the Bachelorette Called: The Charity Auction Story 06:05 – Is an MBA Worth the Cost Today? 07:45 – Demystifying AI: Easy Ways to Adopt AI Tools 12:10 – Accredited Investing, UBS, and AI Funds 14:26 – Index Funds, Debt, and S&P 500 Basics 16:54 – Dear Media Event Announcement 17:22 – Financial Literacy: How Men vs. Women Discuss Money 18:50 – Jason's Childhood Relationship with Money 21:18 – Cautionary Money Tales and Protecting Yourself 23:22 – Building a Talent Agency and Phantom Stock Explained 25:27 – What Makes a Creator Successful in the Modern Market 32:08 – How and When to Start Money Conversations with a Partner 34:10 – Red Flags: Financial Infidelity, Judgment, and Lies 41:02 – Where to Find Jason and Final Takeaways Dear Media by Day - GET YOUR TICKETS NOW (https://events.dearmedia.com/dearmedi...) Produced by ‪@DearMediaStudio‬ About Growing Interest: On ‘Growing Interest’, join Mary Holland Nader as she explores her curiosity and passion for how psychology, habits, and real-life behaviors shape how we earn and spend. Through thoughtful conversations with experts, professionals, and her friends - plus behind-the-scenes insights from her own life as an investment manager, founder, and reality personality - each episode will deliver practical, doable shifts that make financial wellness feel less overwhelming and more human. New Episodes are out every Tuesday. Keep Growing Your Interest 🌱 Have a money question, topic, or guest you want us to dig into? Email us at growinginterestpodcast@gmail.com Watch + Follow Growing Interest YouTube: @GrowingInterest Instagram: @GrowingInterestWithMaryHolland TikTok: @GrowingInterestPodcast Keep Up With Mary Holland Instagram: @MaryHolland TikTok: @Mae LinkedIn: @MaryHolland A Little More Interest 💸 Sign up for the Mary & Pip finance app waitlist Get the free Mary & Pip newsletter Visit MaryandPip.com DISCLOSURE: This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. All investing involves risk, including loss of principal. Guests and the host may own securities discussed on this show, and nothing said here is a recommendation to buy or sell any security. Always do your own research and consult a licensed financial advisor before making financial decisions. This podcast is not produced, reviewed, or endorsed by Mary & Pip Investments LLC, a registered investment advisor, nor its affiliates. Nothing said here reflects the views, advice, or services of that firm.