Do fundraisers bring their own money trauma to donor conversations? Absolutely—and Courtney offers powerful advice for confronting your own beliefs about money before asking someone else for theirs. From missionaries with $100 to major gift officers asking for $25,000, this episode explores how our past shapes our comfort with fundraising. Learn how fundraisers can shift from imposter syndrome to service, and what high-net-worth individuals really want in a meaningful donor relationship. Key Themes: * How childhood and early career experiences shape fundraisers' scripts * What wealthy donors hate about vague or premature asks * Serving vs. soliciting: the mindset shift that builds trust * How to ask better questions and challenge with care