Courtney Markley, founder of the Center for Financial Discipleship, shares her journey from bridal fashion designer to financial counselor. She and Tom discuss how wealth doesn't solve money-related anxiety and how our past—especially childhood trauma—can deeply influence generosity. This episode explores the surprising truth that even high-net-worth individuals often struggle to talk about money, revealing how fundraisers can become safe, nonjudgmental conversation partners. Key Themes: * Courtney's personal financial transformation * Why math isn't enough: money behaviors vs. financial literacy * The deep emotional and spiritual pitfalls of wealth * How major gift officers unintentionally become confidants