The Sugar Daddy Podcast

The Sugar Daddy Podcast
  • 4.9 (86)
  • Investing
  • Updated Weekly

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.

  1. 8h ago ·  Bonus

    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 lawsuit. That original amount had compounded into $310,000 of debt. Beth and Ben join us to share how they discovered the fraud, survived a wave of lawsuits and depositions, and made the decision to stay together and pay back every dollar. Over ten and a half years of side hustles, coupon clipping, and deliberate spending, they cleared the entire balance and rebuilt their finances and their relationship. Along the way we cover why loaning money to family needs documentation and hard questions, how compound interest turns a bad decision into a crisis, what happens legally when a spouse is named in a lawsuit, and the four questions everyone should ask before making any investment. We also talk about why couples need to have honest money conversations before marriage, not after. This is a story about betrayal, grit, and financial recovery, and a practical reminder that if it sounds too good to be true, it is. Subscribe to The Sugar Daddy Podcast for new episodes every Wednesday, and share this one with anyone who has ever been asked to invest in someone else's big idea. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    1h 8m

  2. Jul 1 ·  Bonus

    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 assets, liabilities, and inheritances get divided, the counseling clause they built in before any separation decision, financial protection for stay-at-home spouses, and how the process kicked off new money conversations they had never had. No guest. Just an honest look at a decision they both wish they had made sooner. New episodes every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    28 min

  3. Jun 24 ·  Bonus

    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 signing up for a debt settlement program. Adrienne breaks down the difference between Chapter 7 and Chapter 13, who qualifies, what it costs, and what actually gets wiped away. She also explains why debt settlement companies are less protected and more dangerous than most people realize, how predatory lending replaced the consumer protections that once existed, and the simple 3-year test that tells you whether it is time to talk to a lawyer. Adrienne Hines is the Ladylike Lawyer. Find her at theladylikelawyer.com or on TikTok and Instagram at @theladylikelawyer. Not in Ohio? Her team will match you with a licensed bankruptcy attorney near you for a free consultation. New episodes drop every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    1h 12m

  4. Jun 18 ·  Bonus

    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: Why your financial goals need to be specific, measurable, and said out loudHow to review your budget without dreading it (and the mindset shift that makes it stick)Avalanche vs. snowball: the two debt payoff strategies and how to pick the right one for youWhy automating your savings removes the willpower problem entirelyThe real reason most people don't build wealth (hint: it's not knowledge)The one line that never gets old: it's not a lack of ability. It's a lack of action. New episodes every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    29 min

  5. Jun 10

    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 relative, dividing the comments. And finally: a gut-punch of an article about families moving aging parents to Mexico because $13,000-a-month memory care facilities in the US are financially impossible for most people. Topics covered in this episode: • Why financial entitlement is one of the loudest red flags in a relationship • How to protect dedicated savings in blended families (prenups, post-nups, separate accounts) • When it's your money, it's your call, the limits of family obligation • The long-term care crisis quietly threatening the retirement plans of sandwich-generation millennials • Why most people have no idea what their parents' finances actually look like, and what that costs them • Long-term care policies: who needs them, when to get them, and why waiting is the most expensive mistake If you've been avoiding the money conversation with your aging parents, this episode is the sign to stop waiting. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    28 min

  6. Jun 3

    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 of planning an international family trip. They cover the tools they actually use: Point.me for finding the best points and miles deals, Airbnbs with washers, dryers, and AC over hotels, bulk public transit passes, and the free Smart Traveler Enrollment Program that sends real-time safety alerts from the nearest US embassy. They also get into the stuff that catches travelers off guard, like booking major attraction tickets weeks in advance before they sell out, spotting scam sites that mimic official museum pages, ordering foreign currency from your home bank before you leave, and knowing which credit cards to carry internationally and why. If you are planning a big international trip and want to know how to actually prepare for it, this one is worth a listen. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    40 min

  7. May 27

    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 decisions that actually build wealth. Topics covered: Why piddly 1.5–3% annual raises are costing you serious long-term wealthHow to use competing offers to negotiate with your current employer without quittingThe right and wrong reasons to make a lateral moveVesting schedules, RSUs, and benefits you should never leave on the tableThe 15–20% rule: the number that makes a job switch worth the disruptionWhy interviewing is a skill you must keep sharp — even when you're happyHow to build a network that works for you before you need itWhat a client negotiated by simply asking ($30K base increase + doubled equity)Beyond salary: education stipends, PTO, remote work, fertility benefits, and moreClosed mouths don't get fed. This episode gives you the tools to start asking. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    37 min

  8. May 20

    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 reasonable, they are smart. They also dig into what the boyfriend's reaction actually reveals about his character, why inheritance and asset protection are conversations every couple should be having, and what their own postnuptial agreement says about inherited wealth. Their verdict? Take the property. And seriously reconsider the relationship. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

    17 min
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4.9
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About

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.

Information

  • Creator
    The Sugar Daddy Podcast
  • Years Active
    2022 - 2026
  • Episodes
    157
  • Rating
    Clean
  • Copyright
    © 2026 The Sugar Daddy Podcast
  • Show Website
    The Sugar Daddy Podcast

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