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Jerry Williams breaks down how different tax systems really work — progressive, flat, and everything in between. With humor and clarity, he explains why two people earning the same income can pay vastly different tax rates, what deductions actually do, and how state and federal tax layers interact.Whether you’re frustrated by “the system” or simply want to understand your paycheck better, this episode turns tax confusion into clear insight.

Jerry welcomes entrepreneur and author Gregory True, whose new book Proud Wealth: Building Abundance on Your Own Terms guides LGBTQ+ listeners through the A-to-Z of personal finance. Proud Wealth: Building Abundance on Your Own Terms – Gregory True🔗 Grab your copy hereGregory shares the personal story behind the book—the loss of his husband—and why estate planning, powers of attorney, and other legal docs are essential for queer couples. We also talk about tackling debt without shame, first steps for 20-somethings, choosing queer-competent advisors, and why “saving and security is our best form of protest.” Gregory’s audiobook is newly released, and the book is available widely (including Amazon). He also shares ongoing tips on Instagram at @proudwealth.In this episode:• Estate planning must-haves for LGBTQ+ families• Budgeting, debt, credit, and beginner investing made simple• Navigating discrimination and staying authentic in business• How to find advisors …

A real-life test drive of life insurance: Jerry compares real quotes from three different insurance carriers: Ethos, USAA, and Pacific Life, and explains why there is such disparity in the quotes. He dives into why term vs. whole policies have a hidden cost of insurance (COI) and what you should ask for when presented with illustrations from your agent and finally why those $9.99 ads don’t tell the whole story.

Jerry explores the real impact of rising prices, inflation, and tariffs—from simple t-shirt math to the bread lines of Weimar Germany. He explains how costs trickle down to consumers, why shortages fuel chaos, and how history shows us the dangers of runaway inflation. More importantly, he offers practical advice for protecting your finances today: build an emergency fund, cut high-interest debt, and take control where you can—whether through smarter budgeting, side hustles, or planning ahead.💬 Have a question or comment? Contact Jerry here

Jerry talks about losing the time value of money and problems that can occur when we wait to take steps to do what's most important to us. Procrastination costs more than time — it costs money. Jerry shares real stories and practical steps to stop putting off your financial future.💬 Have a question or comment? Contact Jerry here

In this thought-provoking episode of Pink Money, host Jerry Williams dives into the real numbers behind America’s leading causes of death—from smoking and heart disease to suicide and substance abuse—and explores how these realities impact the LGBTQ+ community in unique and devastating ways.Jerry unpacks health disparities, discrimination, and the ongoing threats of hate-filled rhetoric from those who weaponize religion and politics against queer lives. He reflects on personal stories of coming out, family conversations, and battles for equal rights, connecting past struggles like Colorado’s “special rights” amendment with today’s attacks on trans and queer protections.The episode also highlights the power we hold to push back—through voting, advocacy, and even thoughtful giving. Jerry explains how to support organizations that fight for equality while making smart, tax-deductible choices with your money.It’s a powerful reminder that resilience, pride, and financial empowe…

In this Pride Month episode of Pink Money, host Jerry Williams reflects on the emotional and financial challenges of breakups—sharing personal stories of how money habits, debt, and resentment can intensify the stress of separation. Jerry explains how tracking expenses, setting common goals, and building financial independence can make or break a relationship, and why developing good money habits is essential both together and apart.He also explores the bigger picture: what it means to live authentically, embrace who you are, and celebrate Pride in a world that doesn’t always make it easy. With humor, honesty, and heartfelt encouragement, Jerry reminds listeners—queer and allies alike—that being true to yourself is powerful, and being financially smart makes you even stronger.

In this episode of Pink Money, Jerry Williams tackles a common workplace shock: automatic 401(k) enrollment. When a listener panics after finding their paycheck suddenly smaller, Jerry explains why employers are allowed to do this, how automatic contributions work, and why it’s ultimately designed to benefit you.From target-date funds to money markets, pre-tax vs. Roth contributions, and employer matches, Jerry breaks down how to make the most of your retirement plan. He also shares practical advice on what to do if you’re strapped for cash, how to adjust contributions without missing out on “free money,” and why starting early is key to building long-term financial security.A clear, empowering guide for anyone navigating retirement savings—whether you’re just starting out, catching up, or simply confused about where your money’s going.