The Sugar Daddy Podcast

The Sugar Daddy Podcast
  • 4.9 (86)
  • Investing
  • 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. 5d ago ·  Bonus Video

    The 6 Month Money Reset: Budget, Save, and Crush Your Debt | REWIND

    Send us Fan Mail What if six months from now you had a working budget, a starter emergency fund, less debt, and real confidence with your money? Jessica and Brandon break down a month by month reset that doesn't ask you to fix everything at once. Brandon reveals the step where most people quit (and why getting through it puts you halfway there), and Jessica shares why naming your savings buckets might be the most motivating money move you make this year. In this episode: • Month 1: Getting clear on your numbers and your credit • Month 2: Cutting what doesn't serve you and redirecting it • Month 3: Building a safety net and growing your income • Month 4: Snowball vs avalanche and picking your debt strategy • Month 5: Retirement contributions and sinking funds • Month 6: Locking in habits and celebrating the win Send this to the friend who keeps saying "I'll start next month." Notes from the show: Ally Bank Bankrate Credit Card Payoff Calculator 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...

  2. Oct 21 ·  Video

    154: Holiday Magic on a Budget: How to Celebrate Without the January Debt Hangover

    Send us Fan Mail Why does December wreck the budget every year, even when you swore this year would be different? Jessica and Brandon unpack the guilt, tradition, and social pressure that push millions of families into holiday debt, and share how they rebuilt their own celebrations around time instead of stuff. You'll hear the Christmas morning moment that changed their approach to gifts and the simple traditions their kids now beg for months ahead. In this episode: When to actually start saving for the holidaysWhy adult gift swaps are just trading moneyExperience gifts and gifts that teachFree traditions kids rememberHow to tell family you're spending lessGet 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...

  3. Oct 14 ·  Video

    153: Backdoor Roth, Mega Backdoor & Roth Conversions Explained

    Send us Fan Mail Googled "backdoor Roth" late at night and closed the tab more confused than when you started? This one's for you. Jessica and Brandon go one step past the basic Roth IRA to unpack the backdoor Roth, the mega backdoor Roth, and Roth conversions. Jessica asks the questions you're already thinking (including why the IRS makes this so complicated), and Brandon explains the one rule social media almost never mentions, plus the move he uses with clients to get around it. In this episode: Who can't contribute to a Roth IRA directly, and what to do insteadThe backdoor Roth, step by stepThe pro rata rule and how to avoid a surprise tax billThe mega backdoor Roth and the two plan features you needRoth conversions: brackets, timing, and who pays the taxThe five year rule on converted dollarsEPISODE CORRECTIONS: Pro rata rule: a one time tax bill, NOT ongoing penalties. Ongoing penalty: 6% per year for over contributing to an IRA, until you remove the excess.RMDs now start at 73, or 75 if you were born in 1960 or later. Roth IRAs have no RMDs.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...

  4. Oct 7 ·  Video

    152: Informed vs. Intentional: 3 Steps to Finally Act on Your Money

    Send us Fan Mail How many money podcasts, books, and reels have you consumed this year? Now the harder question: how many of them actually changed what happens to your money on the first of the month? Jessica and Brandon unpack the gap between being informed and being intentional. They dig into the information trap that makes research feel like progress, the myths that keep smart people stuck on the sidelines, and the simple framework they use to turn knowledge into moves that show up in your accounts. In this episode: • Why consuming money content can feel productive without moving the needle • The real cost of spending three weeks picking a savings account • Why "I'll plan when I make more" gets it backwards • What every spouse should know, even if the other one runs the money • The 3 Ds of intentional money management Pick one thing. Do it this week. Then tell Jessica and Brandon about it at! 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...

  5. Sep 30 ·  Video

    151: We Got an Email From a 21 Year Old Doing Money Better Than Most

    Send us Fan Mail Should you start investing if your job doesn't offer a 401k, or wait until life feels more stable? A 21 year old listener who graduated college at 19 wrote in with that exact question. On paper she's doing almost everything right, yet she's stuck on what comes next. Jessica and Brandon walk through her numbers, give their honest take, and then zoom out to what every young adult should be doing to get ahead. In this episode: • Roth IRA now, or wait for a 401k? • Paying off student loans vs investing • The overlooked risk that can erase years of saving • Why your parents' money advice may not fit your life • A free finance book offer for listeners under 30 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...

  6. Sep 23 ·  Bonus Video

    REWIND: 5 Open Enrollment Mistakes That Lock You In for a Year

    Send us Fan Mail You get a couple of weeks to make a decision you're stuck with for 12 months. So how do you know you're actually picking the right plan? Rewind: This episode originally aired in fall 2025. Plan details and limits change every year, but the process still works. After watching their own premiums jump 17%, Jessica and Brandon open up their family's open enrollment process. Brandon shares the first thing he checks before comparing any plan, why the most expensive option often isn't the smartest one, and what a surgeon's disability policy taught him about being underinsured. Plus, a real time discovery about their own coverage that caught Brandon completely off guard. In this episode: • Why last year's plan isn't a safe default • The one number to know before you choose • When a pricier plan is worth it • Disability insurance and the 60% gap • HSA, FSA, and dependent care FSA basics • Perks most people never use 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...

  7. Sep 16 ·  Video

    150: The Trad Wife Trap Nobody Warns You About

    Send us Fan Mail The trad wife life looks lovely online. But what happens when the fantasy fizzles and you have no income, no credit, and no way out? Jessica and Brandon dig into the trad wife trend and the protections every stay at home spouse needs before giving up a paycheck. They cover why the influencers selling this life are quietly millionaires, what divorce really costs the non-earning partner, and the money rules that keep you from being left with nothing. In this episode: • Prenups, postnups, and the response that is a red flag • Building credit and holding assets in your own name • The spousal IRA a non-working partner can still fund • Life and disability insurance that go both ways • Full financial visibility at home • The 10 year Social Security rule most people miss Choose the life you want, just build a floor underneath it first. New episodes every Wednesday. Talk with our postnup attorney, Aaron Thomas. 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...

  8. Sep 9 ·  Video

    149: Emergency Fund Before Investing: Your First Financial Step

    Send us Fan Mail Everyone online talks about investing. Almost no one talks about the account that makes investing possible: the emergency fund. In this "back to basics" episode, Jessica and Brandon explain why a funded emergency fund comes before investing, and the one exception. They cover how much you actually need, where to keep it so inflation does not erode it, and why both a checking account and a brokerage account are the wrong home for it. They also share their own numbers, including the figure Jessica wanted after years in a volatile tech industry. In this episode: Why the emergency fund comes before investingHow much to save for your situationThe 5 year rule for saving versus investingWhere to keep it, and where not toThe one exception for employer retirement matchesNew episodes every Wednesday. Follow the show and share it with a friend. 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...

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Trailer

4.9
out of 5
86 Ratings

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
    173
  • Rating
    Explicit
  • Copyright
    © 2026 The Sugar Daddy Podcast
  • Show Website
    The Sugar Daddy Podcast

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