Episodes

Send us Fan Mail You just had a fight about the dishwasher. Or the thermostat. Or the vacation your partner keeps putting off. Spoiler: it wasn't about any of those things. Most arguments couples have about money are actually about something much deeper, and once you learn to spot it, you can't unsee it. In this episode, Jessica and Brandon break down how couples argue about money without ever actually talking about money. They share their own real-life examples, including Jessica's recent ...

Send us Fan Mail Your ability to earn money is your most valuable financial asset, and most people have zero protection for it. In this episode, Jessica and Brandon break down disability insurance from the ground up: what it actually covers, why your employer's policy probably isn't enough, and how to plug the gaps before something happens. You'll learn: The difference between short-term and long-term disability, and why most people confuse themWhy 60% of your base salary sounds fine until ...

Send us Fan Mail No performance issues. No warnings. Just a Monday morning calendar invite that ends your role. In this episode, Brandon and Jessica, a tech professional who has been laid off twice in two years, walk through the red flags most employees ignore, what to do financially before a layoff happens, and how to navigate the first critical days after it does. Listeners will learn: How to spot the organizational and role-specific signs that a layoff may be comingWhy great performance r...

Send us Fan Mail A woman shows up to her partner with a 16-page binder, a proration schedule, and a request for up to $50,000 before agreeing to get pregnant. Her partner posts it to Reddit. The internet has thoughts. So do we. In this episode, Jessica and Brandon break down a viral Reddit thread about financial compensation for pregnancy, and why this woman's "crazy" demand is actually one of the smartest financial moves an unmarried woman can make. They cover the motherhood tax, why spiritu...

Send us Fan Mail Debt in your 20s felt manageable. Now it's competing with your mortgage, your kids, your aging parents, and your retirement clock and it's winning. In this episode, Jessica and Brandon unpack why debt feels so much heavier in your late 30s and 40s, why making more money didn't fix it, and what to actually do now. They discuss the “invest vs. pay off debt” debate, the identity shift you need before any strategy will stick, and the one action item that will bring immediat...

Send us Fan Mail Your spouse just found out they're inheriting money, and now they want a postnup. Do you panic, or do you see it for what it actually is? In this episode, Jessica and Brandon break down the real purpose of prenups and postnups, share why they got one after almost a decade of marriage, and explain why the stigma around these agreements is costing couples more than they realize. Spoiler: your state already wrote your prenup. You just don't know what it says. They cover what to ...

Send us Fan Mail Trump Accounts are making headlines, but do they actually benefit your child, or are they just political noise? In this episode, Jessica and Brandon break down everything you need to know about the proposed Trump Accounts: who qualifies, how the accounts work, what happens to the $1,000 government seed money, and how they stack up against 529 plans and UTMA accounts. You'll learn: Who is eligible (birth dates, citizenship requirements, and what you might be surprised to find...

Send us Fan Mail If you’re using a debit card for everyday spending, this episode is a must-listen. Jessica and Brandon break down a real-life fraud situation and explain why the outcome would have been very different if a debit card had been used instead of a credit card. In this episode, they'll cover: The key differences in fraud protection Why debit card theft hits harder and lasts longer How to use a credit card safely without going into debt Simple...

Send a text A simple birthday party question turned into a bigger conversation about boundaries, assumptions, and modern parenting etiquette. What should you do when parents RSVP kids who weren’t invited? In this episode, Jessica and Brandon talk through: Why this keeps happeningThe real cost of “just one extra kid”How to handle it as the hostWhat respectful guests should actually doOur stance is simple: ask, don’t assume. If you’ve ever planned a party, felt taken advantage of, or weren’t su...

Send a text Life insurance is one of the most misunderstood parts of financial planning. In this episode, Jessica and Brandon break down what life insurance is actually meant to do and why most people think about it the wrong way. Instead of treating life insurance like an investment, it should be viewed as income protection. If your income disappeared tomorrow, would your family still be financially secure? We cover: • Who actually needs life insurance • Why term life insurance works f...

Send a text Most emergencies cost more than $1,000. In this episode, Jessica and Brandon break down what a properly funded emergency fund actually looks like and why it’s one of the first steps in any financial plan. We cover: What counts as a true emergencyHow to calculate 6 to 12 months of expensesWhy expenses matter more than incomeWhere to keep your emergency fundWhy you shouldn’t invest itHow to automate your savingsWhat to do if you feel behindWhether you’re in a volatile industry, a du...

Send a text Tax season is here, and if you're getting a refund, this episode is for you. Jessica and Brandon break down how to use your tax refund strategically instead of treating it like random bonus money. They unpack the “free loan to the government” debate, explain why some people intentionally aim for a large refund, and walk through practical ways to put that money to work. Inside this episode: How to think about tax refunds the right wayEmergency funds and debt payoff prioritiesPlanni...

Send a text We’ve all done it. Chosen the cheapest option and told ourselves we were being smart. But sometimes cheap ends up being expensive. In this episode, Jessica and Brandon break down the difference between price and value and why understanding that distinction can completely change the way you spend, save, and invest. We share real-life examples, including: When “budget” services backfireThe hidden cost of uninvested retirement accountsWhy professional expertise often pays for itselfH...

Send a text If you feel like homeownership is out of reach, you’re not imagining it. In this episode, we break down why buying a home today is drastically harder than it was for previous generations and why this has nothing to do with lattes, avocado toast, or bad budgeting. We walk through real numbers, personal experiences, and the structural changes that reshaped the housing market after 2008. We talk about: How home prices have outpaced incomeWhy this isn’t a personal finance failureThe r...

Send us a text If you've ever been confused about mutual funds, ETFs, and individual stocks, this episode is your beginner-friendly breakdown. Jessica and Brandon cut through the noise to explain what each investment type really is, how they work, and how to choose what’s right for your goals. From 401(k)s to robo-advisors to picking your own stocks, this episode helps you avoid costly mistakes and invest with clarity. You’ll learn: The pros and cons of mutual funds, ETFs, and stocksHow fees ...

Send us a text A woman finds out she’s still the beneficiary on her ex-husband’s life insurance policy, years after their divorce. He’s since remarried and had a child. When he passes away unexpectedly, she’s notified she’ll receive $100,000. Now the new wife is asking for the money… for their child. In this episode, Jessica and Brandon break down the emotional, financial, and legal sides of this viral dilemma. You’ll hear: Why updating your beneficiaries is crucialWhether it’s morally wrong ...

Send us a text Are you managing money together, or living in two separate financial worlds? In this episode, Jessica and Brandon get real about a problem nearly every couple faces: one partner handling finances while the other stays out of the loop. That disconnect causes confusion, stress, and even resentment. We break down: Why this common imbalance happensThe hidden risks of not sharing financial insightHow Monarch Money can change the way you see and plan your money togetherReal life wins...

Financial planning isn’t a one-size-fits-all game. Life happens in seasons, and your money should move with them. In this episode, Jessica and Brandon break down the 4 major financial seasons, Building, Stability, Stretch, and Harvest, and help you identify which one you’re in right now. We’re talking real-life money shifts, mindset changes, and how to give yourself grace when your financial plan needs to adapt. Whether you're stacking cash, raising kids, recovering from setbacks, or preparing...

Start the new year off right with a clear, actionable financial plan. In this episode, Jessica and Brandon walk you through five key money moves to make in January, from setting financial goals and reviewing your budget to building a debt payoff strategy and automating your savings. Whether you're managing money solo or with a partner, this episode is packed with practical advice to help you take control of your finances and build wealth in 2026. What You'll Learn: How to set measurable, achie...

Before you set another New Year’s resolution or budget goal, hit pause and reflect. In this episode, Jessica and Brandon walk you through the exact steps to do a personal money audit that sets you up to win in 2026. Whether you're feeling behind or just want a clearer plan, this episode is your financial reset. We cover: How to review your income, expenses, debt, and savings from 2025 The 6 key money numbers you need to know Tools and automations that make your financial life easier How to s...

Most people think their money problems come from a lack of budgeting. But what if the real issue is emotional? In this powerful episode, Jessica and Brandon sit down with Aja Evans, LMHC, a licensed financial therapist and author of Feel Good Finance, to break down 5 surprising signs you might need financial therapy. We talk about: The link between money trauma and poor financial decisions Why budgeting alone doesn’t break bad habits How emotional avoidance shows up in your bank account Wha...

Most couples don’t break up because of infidelity — they break up over money. And worse? They never saw it coming. In this episode, we’re breaking down the 5 biggest money mistakes that silently sabotage relationships… and how to actually fix them. We’re joined by Heather and Douglas Bonaparth, the real-life couple behind the new book Money Together: How to Find Fairness in Your Relationship and Become an Unstoppable Financial Team. From navigating breadwinner role shifts, to recovering from r...

Are you walking blind when it comes to your finances? In this episode, Jessica and Brandon are going back to basics because too many people are waking up to financial realities way too late. They're breaking down why it’s so dangerous not to know where your money is, how your bills are being paid, or even what accounts exist. Whether you're married, partnered, or handling things solo, this episode will give you the tools and mindset shift to take back control. We cover: The hidden risks of no...

Ever wonder how someone with a full-time job builds serious wealth on the side? In this episode, we meet Ray Tran, a Brooklyn-based middle school teacher who has built a real estate portfolio of 583 units—all while still teaching financial literacy. We dive into: The mindset shift that led Ray from saving to investing How he started with just one property and scaled up The truth about passive income (and what most people get wrong) How he teaches financial literacy to middle schoolers and a...