44: Achieving Financial Success through Strategic Planning with Cisco Systems & Connected Black Professionals (Live Recording)

44: Achieving Financial Success through Strategic Planning with Cisco Systems & Connected Black Professionals (Live Recording)

In this special episode, Jessica and Brandon joined forces for a live recording with Cisco Systems and their Connected Black Professionals Employee Resource Organization. From wealth building strategies to demystifying the complexities of savings plans, retirement, and the ever-evolving world of cryptocurrency, Jess and Brandon break down financial planning into digestible insights. This conversation is a detailed 30k foot view into the world of finance and proper financial planning. ...

Episoder(125)

96: Spencer Howard on Unlocking Luxury Travel Through Credit Card Strategy

96: Spencer Howard on Unlocking Luxury Travel Through Credit Card Strategy

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 mistakeWhy premium cabins aren't just comfortable—they’re career-buildingWhether you're a points newbie or a se...

9 Jul 54min

95: How to Build and Defend Your Credit Like a Pro

95: How to Build and Defend Your Credit Like a Pro

Think your credit score is just a number? Think again. In this episode, Jess and Brandon 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 helpProtect yourself from identity theft with simple, overlooked security stepsYour credit score doesn’t define you—but it does impact your financial options. Tune in to take control of your credit and o...

2 Jul 29min

94: Is Putting Medical Bills on a Credit Card a Mistake?

94: Is Putting Medical Bills on a Credit Card a Mistake?

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...

25 Jun 29min

93: Writing Our Own Rules: Details of our Post-Nuptial Agreement

93: Writing Our Own Rules: Details of our Post-Nuptial Agreement

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 protec...

18 Jun 43min

92: From Undocumented to Financially Free: Charly Stoever’s Money Journey

92: From Undocumented to Financially Free: Charly Stoever’s Money Journey

*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 ...

11 Jun 46min

91: APR, APY, WTF? The Jargon That’s Keeping You Broke

91: APR, APY, WTF? The Jargon That’s Keeping You Broke

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 fin...

4 Jun 33min

90: Rewriting Your Money Story with Financial Therapist Wendy Wright

90: Rewriting Your Money Story with Financial Therapist Wendy Wright

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 childhoodA simple reframe that helps couples stop fighting about "money"Why debt often triggers shame—and what to do about itHow to start healing your relationship ...

28 Mai 54min

89: Money and Mental Health: How Finances can Affect Your Wellbeing

89: Money and Mental Health: How Finances can Affect Your Wellbeing

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...

21 Mai 34min

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