The Sugar Daddy Podcast
The Sugar Daddy Podcast
The Sugar Daddy Podcast
Ready to feel confident and in control of your money?Welcome to The Sugar Daddy Podcast, the podcast that helps you build a clear financial plan so you can feel confident and in control of your money.This show is for people who make “good money” but feel disorganized and unsure what steps to take next. Each episode is designed to help you turn a solid income into a real plan; one you actually understand and can act on.Whether you’re working toward financial independence, trying to get organized, or learning how to make smarter decisions around saving, investing, budgeting, or talking about money with your partner, hosts Jess and Brandon break it all down in a way that’s simple, practical, and easy to implement.Brandon is an award-winning, licensed financial planner and owner of Oak City Financial, with over a decade of experience helping clients across the U.S. build clear, confident financial plans.New episodes every Wednesday.
SUMMER REWIND: He Gave His Brother $175K And Got Served A $310K Lawsuit
Send us Fan Mail Summer Rewind: we are re releasing one of our most unforgettable listener stories while we travel through Europe, and this one still stops people in their tracks. In 2005, guest Ben took out $175,000 in private student loans that never paid for a single class and handed all of it to his charismatic younger brother, who promised overnight millions from a chain of restaurants. The businesses were never real. Six months into his marriage with Beth, the couple was served with a ...
Jul 8
1 hr 8 min
SUMMER REWIND: Why You Should Consider a Post-Nuptial Agreement
Send us Fan Mail Summer Rewind: Brandon and Jessica are in Europe for the month. This one is worth revisiting. When you get married, your state automatically writes a financial agreement for you. Most couples have no idea. That reframe is what led Brandon and Jessica to pursue a postnuptial agreement after nearly nine years of marriage, not because they were planning a divorce, but because writing the rules while love is high is the smartest financial move a couple can make. They cover how ...
Jul 1
27 min
SUMMER REWIND: When Should You File for Bankruptcy?
Send us Fan Mail Brandon and Jessica are traveling through Europe this month, so they're bringing back one of their most impactful episodes as part of their Summer Rewind series. Bankruptcy attorney Adrienne Hines joins the show to reframe everything most people think they know about debt relief. With nearly 30 years of experience, she makes the case that bankruptcy is not a last resort, it is often the smartest first call you can make before touching your 401k, pulling from home equity, or s...
Jun 24
1 hr 11 min
SUMMER REWIND: Five Money Moves to Kickstart Your Year
Send us Fan Mail ☀️ Summer Rewind! We're spending the month traveling Europe, so we're bringing back one of our most-listened-to episodes. The advice is fully evergreen and hits just as hard now as it did when it first dropped. If you've been meaning to get your finances in order but keep putting it off, this episode is for you. Jessica and Brandon walk you through 5 money moves that can change how you manage, save, and grow your money, no matter where you're starting from. In this episode: W...
Jun 18
28 min
140: College Funds, Ultimatums, and $13K Monthly Bills: Social Media Posts That Got Us Talking
Send us Fan Mail What happens when the internet gets honest about money, and people start showing their whole hand? This week's episode explores three viral social media posts as a jumping-off point for some real financial conversations. First: a husband who demanded $10,000 from his wife's daughter's medical school fund to buy a truck, and threatened divorce when she said no. Then: a grieving father who wants to give his late daughter's college fund to her best friend instead of a blood rel...
Jun 10
27 min
139: We're Skipping Summer Camp and Spending a Month in Europe Instead
Send us Fan Mail What if instead of summer camp, you just took your family to Europe for a month? Jessica and Brandon are taking their family to Europe for four weeks this summer, and in this episode they walk through exactly how they pulled it off. From stalking flight portals for months to find 120,000 points worth of flights across four countries, to building a five-tab spreadsheet to keep every confirmation number, address, and ticket organized, this episode is the full behind-the-scenes ...
Jun 3
39 min
138: The 20% Raise You're Not Getting by Staying at Your Job
Send us Fan Mail The data is clear: staying loyal to one employer rarely keeps pace with what strategic career moves can do for your income. But what does "smart" job hopping actually look like, and when does loyalty still win? In this episode, Jessica and Brandon get real about the job hopping vs. loyalty debate. They share firsthand experience navigating layoffs, negotiate their way through six-figure compensation packages, and break down the framework listeners can use to make career deci...
May 27
37 min
137: My Mom Gifted Me a $400K Property and Won't Include My Boyfriend. Am I the A-hole?
Send us Fan Mail A woman on Threads wrote that she is being gifted a $400,000 rental property by her mother, but only in her name, with a legal agreement keeping it separate from any future marriage. Her boyfriend of three years is furious. He wanted to sell it and use the money toward a bigger place for them both. When she explained her mom's conditions, he packed a bag and moved in with a friend. In this episode, Jessica and Brandon break down why the mom's conditions are not just reasonabl...
May 20
16 min
136: The Fight Behind the Fight: How Couples Argue About Money Without Saying It
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 ...
May 13
44 min
135: One Injury Away From Financial Ruin: Disability Insurance Explained
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 ...
May 6
40 min
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