Episodes

Feel like investing is only for finance bros and math nerds? You’re not alone and this episode is about to change that. We’re joined by Chloé Daniels, the powerhouse behind Clobare Money, who’s helped over 300,000 people ditch financial fear and start investing the lazy way. Chloe’s journey is all-too-relatable: from believing “girls are bad with money” to loaning an ex $50K, she’s made the mistakes so you don’t have to. She breaks down investing in a way that actually makes sense—no jargon, n...

GoFundMe should never be your family’s financial plan. In this episode Jess & Brandon break down why life insurance is a non-negotiable part of smart financial planning, no matter your age, income, or relationship status. They share a powerful, heartbreaking story of a brilliant friend who passed away at 38, leaving behind a wife and young child with no coverage, and no financial protection. It’s a harsh wake-up call and a reminder that life can change in an instant. Here’s what you’...

For many families, the decision to become a stay-at-home parent isn’t really a choice, it’s the result of America’s broken childcare system. Daycare costs can swallow an entire paycheck, but leaving the workforce carries hidden financial risks that can last for decades. In this episode, Jess & Brandon explore: How career gaps impact your resume and earning power Why retirement savings and Social Security shrink when you’re out of the workforce The power imbalances that can emerge in single-i...

What does true financial freedom look like for women? Bola Sokunbi, founder of Clever Girl Finance, shares her journey from witnessing women in crisis—arriving at her family’s doorstep with nothing but suitcases—to building one of the largest personal finance platforms for women in the U.S. Raised in Nigeria, Bola absorbed early money lessons from her parents and watched her mother’s determination change the trajectory of their family. After being dismissed by a financial advisor who question...

In this episode, Jess and Brandon tackle the misconception of taxes, corporate greed and the new twist in retirement planning: cryptocurrency in your 401(k). The path to financial security lies in addressing the real economic challenges: demanding fair compensation, understanding the true value of your work, and sticking with sound, proven financial principles. If you want to stop falling behind and start building real financial security, this episode is your wake-up call. Watch this episode ...

Your income and investment returns matter—but nothing predicts your financial freedom more than your savings rate. Yet, most Americans save only 3–5% of their income, a level that almost guarantees they’ll have to work far longer than they’d like. In this episode, Jess & Brandon reveal why your savings rate is the true driver of wealth and how it works regardless of income level. They share real examples of modest earners who retired as millionaires—and why high-income professionals often fall ...

Money secrets can wreck marriages—and cost you everything in divorce. In this episode, Forensic Accountant, Tracy Coenen, reveals how spouses hide assets (think offshore accounts, hidden income, even billionaires fighting over private jets) and how she uncovers the truth. Tracy’s 25+ year career as a forensic accountant gives her a unique lens into corporate fraud, white-collar crime, and high-stakes divorce battles. In this episode she shares: How to spot signs your partner might be hiding m...

Ever wonder how politicians like Nancy Pelosi and Marjorie Taylor Greene grow millionaire-level wealth while you're getting hit with overdraft fees? In this episode, Jess and Brandon expose the shady world of insider stock trades, slap-on-the-wrist fines, and the double standards baked into the system. Then they’re coming for out-of-touch celebrity financial “advice” that sounds more like satire. If you’re tired of money tips that ignore real-life struggles, this one’s for you. Let’s talk powe...

Still swiping your debit card? You could be earning serious rewards instead. In this episode, Jessica and Brandon unpack how they use credit cards as intentional tools to build value—whether that’s free travel, cashback, or everyday perks that actually make life easier. They explain how to choose cards based on what you’ll actually use, not what sounds flashy. For Jessica and Brandon, travel rewards are the priority—like the $1,500 they saved on a family trip to Panama using points from just on...

What if luxury travel wasn’t just for the 1%? In this episode, travel rewards expert Spencer Howard reveals how everyday spending can unlock first-class flights, champagne service, and global adventures—without going into debt. You’ll learn: The 3 strategic approaches to credit card rewards (and which one fits your lifestyle) How to maximize point value by avoiding the biggest rookie mistake Why premium cabins aren't just comfortable—they’re career-building Whether you're a points newbie or...

Think your credit score is just a number? Think again. In this episode, we break down the five key components of your FICO score—and why they matter more than you think. Learn how to: Boost your score with smart, strategic moves (not guesswork) Avoid the myths that hurt more than help (yes, we’re looking at you, Dave Ramsey) Protect yourself from identity theft with simple, overlooked security steps Your credit score doesn’t define you—but it does define your financial options. Tune in to t...

Medical debt affects over 100 million Americans, but many don't realize the financial consequences of how they choose to pay it. In this episode, Jessica and Brandon break down why using a credit card for medical expenses can turn a manageable bill into long-term financial damage. You’ll learn: The key differences between medical debt and consumer debt—and why it mattersHow credit card payments erase crucial protections for medical billsSmarter ways to handle unexpected medical expensesWhethe...

Most couples unknowingly agree to their state’s version of a prenup when they sign a marriage license. But what if you could rewrite the rules to actually reflect your values? In this episode, Jess & Brandon share why they created a post-nuptial agreement after nine years of marriage—not as a plan for divorce, but as a blueprint for how they handle money, co-parenting, and conflict with intention. They walk through how they worked with attorney Aaron Thomas to build a post-nup that protects th...

*This episode contains profanity and may not be suited for children under age 13 Charly Stoever has worn many hats—undocumented immigrant, stockbroker, money coach, and global adventurer. In this raw and inspiring conversation, they unpack how a childhood shaped by financial uncertainty led to a life of intentional wealth-building. From a full ride to Wellesley to living on Peace Corps stipends, Charly eventually found their money “aha moment” in a simple stock market chart—leading to a career...

Financial jargon isn’t just annoying—it’s expensive . Banks bank on the fact that most people don’t really know what terms like APR, APY, and amortization actually mean. That confusion? It could be costing you thousands. This episode breaks down the alphabet soup of money terms that keep smart, successful people stuck. No jargon. No fluff. Just the knowledge banks hope you never Google. Visit prenups.com/sugardaddy to learn more about fair prenups that help couples plan for a healthy fina...

Your money story isn’t just about numbers—it’s about emotions. In this powerful episode, financial therapist Wendy Wright unpacks why 80–90% of our financial decisions are emotionally driven —and how your earliest money memories are likely still shaping your current habits. You’ll learn: How to spot hidden money patterns rooted in childhood A simple reframe that helps couples stop fighting about "money" Why debt often triggers shame—and what to do about it How to start healing your relat...

May is Mental Health Awareness Month—and Jess and Brandon are talking about one of the biggest, most ignored triggers of anxiety and depression: money stress. Financial pressure doesn’t just hurt your bank account—it hijacks your sleep, your self-worth, and your ability to think clearly. In this episode, they unpack the debt-stress spiral, why even high earners aren’t immune, and how shame keeps so many people silently suffering. If you’ve ever avoided your account balance or felt like you’re f...

Think financial advisors just pick stocks? Think again. In this episode, Jess and Brandon unpack what really makes an advisor invaluable—hint: it’s not yelling into phones like Wolf of Wall Street. From planning maternity leave and budgeting for braces to navigating tough talks with aging parents, great advisors help you make money decisions that align with your life, not just your portfolio. And sometimes? Their job is reminding you it’s okay to spend the money you’ve saved. If you want peace...

Think you need to be debt-free or have a fat savings account before you invest? That myth is keeping you broke. In this episode, Jess and Brandon break down why starting now—even with just $5—is more powerful than waiting for the "perfect" moment. They call out outdated advice that tells you to wait, and show you how to grow wealth while paying off debt. You’ll learn why index funds are your low-risk, high-impact secret weapon, and exactly how to start investing—even if you're overwhelmed or ...

Layoffs, inflation, and rising costs are rewriting the rules of emergency savings. In this episode, Jess & Brandon break down why the old "3-month cushion" no longer cuts it—and what you actually need instead. You’ll learn: Why experts now recommend a 12-month emergency fund How to separate wants vs. needs when calculating your savings target Why investments ≠ emergency savings (and what to do instead) 5 practical strategies to build your fund faster—without burnout How to turn a daunting ...

What do free lunch money, a horse, and a seven-figure landscaping company have in common? Trina Julian. In this episode, Jess and Brandon dive into how Trina built Country Girl Gardens from a $10K side hustle into a seven-figure business—all with one goal in mind: freedom. From day one, she designed her company to run without her, documenting every process, system, and role. So when a horseback riding accident sidelined her, the business kept thriving—thanks to her standard operating procedures...

Money that once supported entire families now barely covers daycare costs, leaving many six-figure earners wondering: Is $250,000 the new middle class? Jess and Brandon are tackling this financial reality shift head-on, exploring why high incomes don't stretch as far as they used to. Ready to break free from the high-income trap? Tune in for an honest conversation about navigating today's complex financial landscape and what you can do to stretch your dollar Visit prenups.com/sugardaddy to lea...

In this episode, you’ll get to meet Kia Commodore, the 26-year-old financial literacy powerhouse who's changing how young people in the UK think about money. As founder of Pennies to Pounds and author of "How to Handle Money" (HarperCollins), Kia is tackling a startling reality: the average financial literacy age in the UK is just nine years old. Join Jess and Brandon as they discuss Kia's journey from early money lessons, to running her first business and the lessons in between that helped sha...

In this episode, Jess and Brandon dive into strategies to build significant wealth for your children through early and consistent investing, leveraging the incredible power of compound interest. In this episode we discuss: • Educational accounts like 529 plans • Custodial investment accounts (UTMAs) • Custodial Roth IRAs • How business owners can employ their children for tax advantages Visit prenups.com/sugardaddy to learn more about fair prenups that help couples plan for a healthy financial...