Single & Struggling? New series: From Chaos to Control

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EPS 36 – End-of-Year Distribution Planning Don’t let year-end taxes catch you off guard
36
Nov. 20, 2024

EPS 36 – End-of-Year Distribution Planning Don’t let year-end taxes catch you off guard

As the year winds down, investors start receiving notices of mutual fund and brokerage distributions—dividends, short-term gains, and long-term gains that can impact your tax bill. In this episode of Pink Money, Jerry Williams explains how these distributions work, why they happen, and how to plan ahead so you’re not caught off guard come tax season.From cost-basis methods and tax-loss harvesting to capital gains brackets and dividend rules, Jerry breaks down what you need to know to keep more of your money. Whether you’re managing your own portfolio or working with an advisor, this episode helps you prepare smartly for year-end and beyond.
EPS 35 - Using AI to Crush Debt and Build Wealth: My ChatGPT Experiment
35
Oct. 10, 2024

EPS 35 - Using AI to Crush Debt and Build Wealth: My ChatGPT Experiment

In this episode of Pink Money, Jerry Williams shares his surprising experience using ChatGPT as a financial planning tool. From creating a debt payoff strategy in seconds—comparing the “debt avalanche” vs. “debt snowball” methods—to suggesting investment options for as little as $60 a week, Jerry explores how AI can deliver practical, actionable financial insights.He highlights the pros and cons, explains why ChatGPT’s speed and specificity are eye-opening, and discusses how this technology can complement (not replace) traditional advisors. Whether you’re tackling credit card balances, building an investment plan, or just curious about how AI might help with your money, this episode shows why ChatGPT is more than just a research tool—it’s a financial game-changer.
EPS 34 – What Is a Dual Eligible Medicare Plan? Medicare made simple—without the sales pitch
34
Oct. 1, 2024

EPS 34 – What Is a Dual Eligible Medicare Plan? Medicare made simple—without the sales pitch

In this episode of Pink Money, Jerry Williams cuts through the noise of nonstop commercials about “dual eligible” Medicare plans and explains what’s really going on during open enrollment. He breaks down the difference between Medicare and Medicaid, what “dual eligible” actually means, and the key parts of Medicare—A, B, C, and D—so you can better understand your options.Jerry also explains the role of Medicare Supplement plans, how Advantage plans work, and why timing matters when it comes to signing up or switching coverage. With clear explanations of enrollment windows, penalties, and cost factors, this episode gives you the practical knowledge you need to make informed healthcare decisions for yourself—or to help someone you love.
EPS 33 - Dating Meets Money: What ‘Looking for a Man in Finance’ Really Means
33
Aug. 28, 2024

EPS 33 - Dating Meets Money: What ‘Looking for a Man in Finance’ Really Means

The viral “Man in Finance” song may be catchy, but what are the real chances of finding a 6’5”, blue-eyed finance guy with a trust fund? In this episode of Pink Money, Jerry Williams crunches the numbers—looking at how rare those traits really are—and dives into what working “in finance” actually means, from investment bankers to financial planners.Jerry also explores the reality of trust funds, professional licenses like the Series 7 and CFA, and why having money isn’t the same as keeping it. Along the way, he shares thoughts on the TikTok creator behind the trend, her sudden record deal, and the tax pitfalls that can bring even the tallest, richest finance bro down to size. A lighthearted but insightful take on love, money, and the myths we chase.
EPS 32 - Social Security: Take It Now or Wait?
32
Aug. 16, 2024

EPS 32 - Social Security: Take It Now or Wait?

In this episode of Pink Money, Jerry Williams breaks down the confusing—and often overwhelming—decision of when to start taking Social Security. From age 62 to 70, Jerry explains how timing impacts your monthly benefit, why “take it early and invest” isn’t always the best advice, and what realistic returns look like compared to the hype.He also dives into full retirement age rules, earnings limits, taxation of benefits, and life expectancy considerations. Whether you’re planning for yourself or helping someone else, this episode delivers a clear-eyed look at how to make Social Security work as part of your retirement strategy.
EPS 31 – Issues, Situations, and Challenges Faced by Lesbians Real talk on queer spaces, kind breakups, and keeping each other safe.
31
Aug. 2, 2024

EPS 31 – Issues, Situations, and Challenges Faced by Lesbians Real talk on queer spaces, kind breakups, and keeping each other safe.

Jerry welcomes Dalton and Melina for a candid, funny, and sometimes raw conversation about what many lesbians navigate day-to-day. From being ignored at gay bars and dress-code gatekeeping to why some lesbians feel safer in “straight” spaces, Melina shares lived realities that don’t get talked about enough. The trio also gets practical about relationships—hyphenated names, beneficiaries, insurance, and handling a mutual split with compassion. They touch on Roe’s reversal, pregnancy-test basics, and debunking sexual-health myths (PSA: don’t use food as lube). It’s an episode about respect, safety, and growing up without growing hard.
EPS 30 - IRS Changes 2024: What’s New and How It Affects Your Taxes
30
Aug. 2, 2024

EPS 30 - IRS Changes 2024: What’s New and How It Affects Your Taxes

In this episode of The Pink Money Podcast, host Jerry Williams breaks down the IRS’s most recent changes to the tax code — more than 60 adjustments that could affect your 2024 filing. From higher standard deductions and updated tax brackets to shifts in IRA contribution limits, AMT thresholds, and tax credits, Jerry explains what really matters in plain English. He also covers healthcare FSAs/HSAs, education credits like the American Opportunity and Lifetime Learning Credits, and how income levels affect deductions. Whether you file on your own or work with a professional, knowing these updates helps you avoid mistakes, maximize your benefits, and reduce tax-time stress.Keywords/Tags: 2024 taxes, IRS updates, standard deduction, tax credits, IRA limits, Social Security, earned income credit, personal finance
EPS 29 - Fees in Financial Products The Hidden Cost of Money: Why Fees, Deductions, and Good Advice Matter
19
Feb. 10, 2024

EPS 29 - Fees in Financial Products The Hidden Cost of Money: Why Fees, Deductions, and Good Advice Matter

In this episode of the Pink Money Podcast, Jerry Williams, MS-PFP, explores one of the most overlooked aspects of personal finance: the true cost of fees in financial products.From annuities and life insurance to mutual funds and advisor commissions, Jerry explains how hidden expenses can quietly drain your portfolio over time. He also discusses the risks of chasing “hot stock tips,” the importance of reviewing your investments annually, and why professional guidance in both taxes and financial planning is often money well spent.You’ll learn:The difference between transparent and hidden fees in products like annuities, insurance, and mutual funds.Why “cheap” can be costly if you don’t understand expense ratios and commissions.Common mistakes independent contractors make with tax deductions (and why the IRS comes knocking).How to balance DIY investing with smart use of financial professionals.💡 Takeaway: Paying attention to fees and expenses isn’t just detai…
Episode 28 — Small Business Succession: Avoiding the Pitfalls
28
Sept. 16, 2023

Episode 28 — Small Business Succession: Avoiding the Pitfalls

What happens to your business when you’re gone? In this episode, Jerry shares a real-life story of a woman left struggling after her CPA husband passed without a plan in place. From probate headaches to locked accounts, Jerry explains the simple steps you can take today—like payable-on-death designations, life insurance, and succession planning—to protect your loved ones and keep your business running smoothly.
EPS 27: The Truth About Roofs and Insurance Claims Storm-Proof Your Roof: Insurance, Hail, and How to Hire the Right Pro (with Alex from Alexis Roofing)
27
Sept. 15, 2023

EPS 27: The Truth About Roofs and Insurance Claims Storm-Proof Your Roof: Insurance, Hail, and How to Hire the Right Pro (with Alex from Alexis Roofing)

In this episode of the Pink Money Podcast, Jerry sits down with Alex from Alexis Roofing to break down what homeowners really need to know about roofs, insurance claims, and protecting their biggest investment. From navigating tricky insurance denials to understanding the difference between replacement cost vs. actual cash value policies, Alex shares insider knowledge from decades of experience as both a roofer and adjuster. You’ll also learn how hail really impacts your shingles, why code upgrades matter, and the red flags to watch out for when hiring a contractor. Whether you’ve recently had storm damage or just want to be better prepared, this episode is packed with practical advice to save you money—and headaches.www.alexisroofing.com💬 Have a question or comment? Contact Jerry here
EPS 26 - Umbrella Insurance: Protecting More Than Just Your Home
26
June 11, 2023

EPS 26 - Umbrella Insurance: Protecting More Than Just Your Home

Sometimes the biggest financial risks aren’t the ones you see coming. In this episode of the Pink Money Podcast, Jerry breaks down why an umbrella policy can be a smart, affordable way to protect your assets beyond the limits of your homeowners or auto insurance.From dog bites at the neighborhood pool to trampolines, defamation claims, or even accidents that exhaust your standard liability limits, Jerry explains:When an umbrella policy kicks in — and why it matters if you have growing assetsHow much coverage typically costs (and why it’s cheaper than you think)Why insurers may require you to max out your auto/home limits firstReal-world stories of renters, valuables, and unexpected liability claims💡 Takeaway: If you have a lot to lose, you have a lot to protect. An umbrella policy may be one of the most overlooked but essential tools for safeguarding your financial future.
EPS 25 – Terrible with Money? Start Here: Emergency Funds, Debt, and Building Wealth
25
June 5, 2023

EPS 25 – Terrible with Money? Start Here: Emergency Funds, Debt, and Building Wealth

Do you ever feel like your money is out of control? Host Jerry Williams dives into what being “terrible with money” really means—and how to fix it with a clear, step-by-step strategy. From setting realistic goals and creating a budget that works, to building an emergency cushion, paying down debt, and planning for retirement, Jerry lays out a roadmap for financial success. With tips on accountability, avoiding risky advice, and making your money work harder for you, this episode gives you the foundation to reach your first $10,000 and beyond.
EPS 24 - Pride, Boycotts, and the Business of Backlash: Target, Bud Light & Beyond”
24
June 5, 2023

EPS 24 - Pride, Boycotts, and the Business of Backlash: Target, Bud Light & Beyond”

Target has been under fire for its Pride displays — from merchandise being ripped down to employees harassed and media voices calling for boycotts. In this episode, Jerry unpacks the controversy around Target, Bud Light, and corporate Pride backlash.You’ll hear:Why stock price swings don’t mean a company is collapsing.The difference between unrealized gains/losses and actual losses.Why most analysts still recommend Target as a solid long-term buy.How Pride support in corporate America has evolved since the 1990s.A no-nonsense look at the myths linking LGBTQ+ people with “grooming” — and the hypocrisy behind it.Jerry’s takeaway? Boycotts make headlines, but Target — and Pride — aren’t going anywhere.
EPS 23 - Dividend Dates Demystified: Ex-Date vs Record Date Made Simple
23
May 30, 2023

EPS 23 - Dividend Dates Demystified: Ex-Date vs Record Date Made Simple

The financial news often mentions an “X-Date,” but what does that really mean? In this episode, Jerry explains the difference between the debt ceiling’s X-Date and mutual fund ex-dates, why these dates affect your dividends, share prices, and taxes, and how smart investors use them to their advantage. You’ll learn when distributions matter, why reinvesting vs. taking cash changes your outcome, and simple strategies to avoid surprise tax bills. Clear, relatable, and actionable advice—so you don’t get tripped up by a confusing little date.💬 Have a question or comment? Contact Jerry here
EPS 21 - Bond Basics: Credit, Risk, and the U.S. Debt Ceiling
21
May 27, 2023

EPS 21 - Bond Basics: Credit, Risk, and the U.S. Debt Ceiling

In this episode, Jerry clears up a mix-up from the last release (where the wrong audio played about gold instead of bonds) and dives into the U.S. debt ceiling and how it ties directly into bonds and credit ratings.Jerry explains the debt ceiling in everyday terms—like paying off a credit card—and why a U.S. default would affect ordinary people, including Social Security recipients. He then connects this to bond investing, showing how credit ratings work for both individuals and countries, why high ratings keep borrowing costs lower, and why downgrades (like the U.S. experienced in 2011) matter.Listeners also get a practical walkthrough of:How bond ratings are structured (AAA, AA, A, BBB… down to junk).The three major credit rating agencies (S&P, Moody’s, Fitch) and why their grades carry weight.The role of bonds in a diversified portfolio, including income, risk balancing, and tools like bond ladders.Real-world examples—like Wachovia’s collapse in 2008—to show…
EPS 22 - Power of Attorney: Planning Ahead Before It’s Too Late
22
May 24, 2023

EPS 22 - Power of Attorney: Planning Ahead Before It’s Too Late

As parents age — or even in your own life — there comes a point when someone may need help managing financial or health decisions. That’s where a power of attorney (POA) becomes critical.In this episode of the Pink Money Podcast, Jerry explains:The different types of powers of attorney (general, durable, limited, healthcare, and springing).Why timing matters — and why waiting until a loved one is incapacitated is too late.Common pitfalls, like banks rejecting older POAs or requiring their own forms.The limits of a POA (valid only while someone is alive) and when executors take over.How to avoid headaches by reviewing and updating POAs regularly.Takeaway: A power of attorney is one of the simplest, most powerful estate planning tools — but only if you put it in place before it’s needed. Don’t wait until a crisis forces your hand.
EPS 20 - Precious Metals 101: Should You Put Gold in Your Retirement?
20
May 1, 2023

EPS 20 - Precious Metals 101: Should You Put Gold in Your Retirement?

In this episode, Jerry tackles the ever-present ads urging people to “buy gold for your IRA” and breaks down whether that’s really a good idea. He explains the different ways investors can gain exposure to gold and other precious metals—from physical gold bars and coins to mutual funds and ETFs—and highlights the pros and cons of each approach.Key points include:Physical gold in IRAs: Allowed under IRS rules, but it must be stored with a custodian (not at home), and storage carries added costs.Risks of holding gold: While gold can act as a hedge against inflation and is uncorrelated with stocks, it’s also volatile and comes with liquidity and security challenges.Portfolio role: Experts generally suggest keeping no more than 20–30% of a portfolio in precious metals to avoid concentration risk.Alternative options: Mutual funds and ETFs offer easier diversification, lower storage hassles, and professional management, though at the cost of higher expense ratios (for mu…
EPS 19 - Mortgages Made Simple: FHA, VA, NACA & Beyond
19
April 25, 2023

EPS 19 - Mortgages Made Simple: FHA, VA, NACA & Beyond

Buying a home can feel overwhelming, especially for first-time buyers. In this episode of the Pink Money Podcast, Jerry is joined by his husband Dalton for a candid conversation about mortgages—what they are, how they work, and what first-time buyers need to know before jumping in. From FHA and VA loans to credit unions, down payments, interest rates, and hidden costs like PMI, Jerry breaks down the essentials with real-life examples and practical tips. They also explore special programs like NACA that make homeownership more accessible. Whether you’re saving for your first house or just curious about how the process works, this episode will help you understand the path to turning rent payments into equity.
Guest: Dalton
EPS 18 - Getting Someone off your Auto Loan
18
April 14, 2023

EPS 18 - Getting Someone off your Auto Loan

In this episode of Pink Money Podcast, Jerry answers a listener’s question about how to remove a co-signer or joint owner from a car loan and title. He explains what banks look for before releasing the other party, including creditworthiness, payment history, and loan-to-value considerations. The discussion expands to practical steps like checking your credit reports, understanding credit utilization, and building a strong relationship with your bank. Jerry also highlights the importance of full coverage insurance, gap insurance, and knowing how deductibles impact your finances. Finally, he draws parallels between refinancing a car loan and refinancing a mortgage, especially in today’s high-interest-rate environment.This episode gives you a clear roadmap for taking ownership of your vehicle—or your home loan—on your own terms.
EPS 17 - Dow, S&P 500, and NASDAQ Demystified: What Market Indexes Really Mean
17
April 14, 2023

EPS 17 - Dow, S&P 500, and NASDAQ Demystified: What Market Indexes Really Mean

In this episode of the Pink Money Podcast, Jerry breaks down the meaning behind the daily headlines about the Dow, S&P 500, and NASDAQ. He explains how each index works, why they’re tracked, and what they really mean for your portfolio. From the history of these indexes to how portfolio managers use them as benchmarks, this episode gives you a clear, practical way to understand what the market updates on the news actually tell you.
EPS 16 - EPS 16 - IRA Basics Explained: Contributions, Deductions & Rules
16
April 3, 2023

EPS 16 - EPS 16 - IRA Basics Explained: Contributions, Deductions & Rules

Jerry Williams breaks down everything you need to know about IRA contributions and tax deadlines. From the April filing extension to the differences between Traditional and Roth IRAs, contribution limits, deductibility rules, and how to avoid double taxation, this episode is a clear and practical guide for anyone working toward retirement security.
EPS 14 - Banks Fail from Bad Risk, Not Pride Flags
14
April 3, 2023

EPS 14 - Banks Fail from Bad Risk, Not Pride Flags

Jerry pushes back on claims that “wokeness” caused Silicon Valley Bank’s collapse, explaining the real issues—concentration risk, poor risk management, and the red flags raised by insider stock sales. He argues that inclusion efforts don’t sink banks—and pivots to the broader climate targeting LGBTQ+ people, from drag bans to bad-faith “groomer” smears. The episode closes with a clear call to stay informed, diversify risk, document carefully, and stand up for your community.
ESP 15 - Rights, Money, and Real Talk: A Candid Conversation with David
15
March 23, 2023

ESP 15 - Rights, Money, and Real Talk: A Candid Conversation with David

Jerry sits down with guest David for an honest conversation about LGBTQ rights in today’s political climate. From marriage equality and protecting assets, to drag bans, book censorship, and the rise of extremism, they reflect on personal experiences, history, and what’s at stake if progress is rolled back. This episode blends heartfelt stories with political insight—reminding us why visibility, resilience, and speaking out still matter.
EPS 13 - Bank Failures & FDIC Explained: How to Protect Your Deposits
13
March 14, 2023

EPS 13 - Bank Failures & FDIC Explained: How to Protect Your Deposits

In this episode of the Pink Money Podcast, Jerry returns to the mic to break down recent bank failures and explain how FDIC insurance works. He shares lessons from past crises, what it means for everyday depositors, and practical steps to protect your money—like using payable-on-death accounts, trusts, and multiple banks. Whether you’ve got a few thousand or a few million, this episode gives you tools to understand risk and keep your deposits safe.