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. 13h ago ·  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...

  2. 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...

  3. 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...

  4. Sep 2 ·  Video

    148: 5 Money Rules That Save You After Divorce

    Send us Fan Mail What happens to your money when a marriage ends? Divorce doesn't just end a marriage, it ends a financial plan, and most people have no idea what to do next. Jessica and Brandon break down rebuilding after divorce for all three sides: the one paying, the one receiving, and the spouse who walks away with almost nothing. They get into the parts nobody warns you about: how retirement accounts get split, why alimony no longer works in your favor at tax time, the credit hit from closing joint accounts, and the Social Security benefit you may be owed from an ex. Plus the 5 rules for getting back on solid ground. Whether divorce is on your radar, in progress, or years behind you, this is the playbook that protects what you built. New episodes every Wednesday. Follow so you never miss one. Show Notes: Interested in getting a prenup or postnup? Contact 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...

  5. Aug 26 ·  Video

    147: Do You Actually Know What It Costs to Be You? Build a Budget That Finally Sticks

    Send us Fan Mail Before you can invest, pay off debt, buy the house, or book the trip, you need to know one number: what it actually costs to be you every month. Most people have a vibe, not a number. This week Jessica and Brandon go back to basics on cash flow and budgeting so you can finally see where your money goes and give every dollar a job. 👉🏽 The one number that drives every other money decision you make 👉🏽 The perception gap: why you're spending more than you think, and where it hides 👉🏽 The 3 bucket method: fixed, variable, and the periodic expenses that wreck most budgets 👉🏽 How to read your cash flow at a glance with Monarch Money 👉🏽 Pay yourself first, then automate everything so you never have to think about it 👉🏽 High-yield savings buckets that make saving actually doable 👉🏽 Why budgeting is not restriction, it is permission to live the life you want We also love Ally for high-yield savings buckets: https://www.ally.com/referral?code=4R3J2Q3N3K 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...

  6. Aug 19 ·  Video

    146: How ADHD is Draining Your Bank Account

    Send us Fan Mail What if you were never "bad with money" at all? What if your brain is simply wired in a way that makes budgeting feel like swimming upstream? In this episode, Jessica and Brandon dig into the connection almost nobody in personal finance talks about: ADHD and money. They break down why executive function makes bills, budgets, and impulse control genuinely harder, and why the standard "just be more disciplined" advice sets neurodivergent brains up to fail. Jessica and Brandon also get into how ADHD shows up differently in men and women, the money patterns that quietly do the most damage (bill blindness even when the money is there, impulse spirals, feast-or-famine spending, analysis paralysis), and six systems you can build to work with your brain instead of against it, from automating everything to designing an environment that removes temptation before it starts. You are not broken. You are not alone. And there is a plan that fits how your brain actually works. New episodes every Wednesday. 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. Aug 12 ·  Video

    145: We Took the Kids to Europe Instead of Summer Camp. Part 5 of 5: Nürnberg, Germany

    Send us Fan Mail What does it actually cost to take a family of four across four countries for a month in Europe? In the finale of their five part European series, Jessica and Brandon share the full breakdown and what a month abroad really added up to. This last leg brings them to Nürnberg, Germany, the city where Jessica grew up, for the longest and most personal stretch of the trip. Brandon and the kids meet her aunt, uncle, godparents, and cousins for the first time, all in the middle of a record breaking heat wave. Brandon and Jessica also dig into the money side of family life. They compare what everyday activities cost in Europe versus the US, from a 200 euro a year sports club that covers an entire family to $45 parking, $40 movie tickets, and $100 museum trips back home. They explain how points and miles flew the family over for only the taxes, why a bottle of water can cost more than a beer, and how one question kept surfacing: could they actually move abroad? Topics include family travel in Europe, traveling with kids, points and miles, travel hacking, the cost of raising a family, cost of living in Europe versus the US, moving abroad, dual citizenship, and Nuremberg travel. If this episode helped, subscribe, rate, review, and share it. New episodes every Wednesday. 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. Aug 5

    144: We Took the Kids to Europe Instead of Summer Camp. Part 4 of 5: Amsterdam

    Send us Fan Mail What does three nights in Amsterdam cost a family of four, and could you actually see yourself living there? In part four of their month in Europe, Jessica and Brandon skip the crowded city center for a storybook town twenty minutes out, and it might be their favorite stay of the whole trip. Financial advisor Brandon lays out what those three nights really cost, while the two of them get into the bike tour they would never do again, the coffee shop mix up every traveling parent needs to hear, and the museum visit that stopped their kids in their tracks. If you have ever wondered how to do Europe with kids on points and miles without blowing the budget, press play. New episodes every Wednesday. Subscribe so you do not miss the final stop in Germany. 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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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
    168
  • Rating
    Clean
  • Copyright
    © 2026 The Sugar Daddy Podcast
  • Show Website
    The Sugar Daddy Podcast

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