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The Sugar Daddy Podcast

The Sugar Daddy Podcast

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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.

© 2026 The Sugar Daddy Podcast
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Episodios
  • 132: Why Debt Hits Harder After 35 (And What To Do About It)
    Apr 15 2026

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    Debt in your 20s felt manageable. Now it's competing with your mortgage, your kids, your aging parents, and your retirement clock and it's winning.

    In this episode, Jessica and Brandon unpack why debt feels so much heavier in your late 30s and 40s, why making more money didn't fix it, and what to actually do now. They discuss the “invest vs. pay off debt” debate, the identity shift you need before any strategy will stick, and the one action item that will bring immediate clarity.

    Real talk from two elder millennials who get it.

    🔗 Free 6-Month Money Makeover Guide

    💰 Monarch Money (50% off)

    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.

    Apply to be a guest on the show.

    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 about love and finances. Their mission? To help couples and individuals grow rich in every sense of the word: emotionally, relationally and financially.

    ...
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    33 m
  • 131: Pack Extra Underwear And Get A Postnup
    Apr 8 2026

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    Your spouse just found out they're inheriting money, and now they want a postnup. Do you panic, or do you see it for what it actually is?

    In this episode, Jessica and Brandon break down the real purpose of prenups and postnups, share why they got one after almost a decade of marriage, and explain why the stigma around these agreements is costing couples more than they realize. Spoiler: your state already wrote your prenup. You just don't know what it says.

    They cover what to actually include in a postnup (inheritance, kids' accounts, mortgages, debt), why you don't divorce the same person you married, and why building these protections while love is high is the smartest financial move a couple can make.

    Think of it as love insurance, you hope you never need it, but you'll be grateful it's there.

    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.

    Apply to be a guest on the show.

    You can also email us at: thesugardaddypodcast@gmail.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 about love and finances. Their mission? To help couples and individuals grow rich in every sense of the word: emotionally, relationally and financially.

    ...
    Más Menos
    23 m
  • 130: Trump Accounts Explained: What Every Parent Needs to Know Before They Open One
    Apr 1 2026

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    Trump Accounts are making headlines, but do they actually benefit your child, or are they just political noise? In this episode, Jessica and Brandon break down everything you need to know about the proposed Trump Accounts: who qualifies, how the accounts work, what happens to the $1,000 government seed money, and how they stack up against 529 plans and UTMA accounts.

    You'll learn:

    • Who is eligible (birth dates, citizenship requirements, and what you might be surprised to find out)
    • How compound interest on $1,000 plays out over 18 years
    • Why Brandon and Jessica say "take the free money — but don't put another cent in"
    • Which accounts are actually better for your child's future
    • The one major restriction that makes this account less useful than what already exists

    Whether you're a new parent, expecting, or just trying to stay financially informed in a chaotic news cycle, this episode gives you the unfiltered facts, and yes, a few strong opinions, so you can make the best decision for your family.

    New episodes every Wednesday!

    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.

    Apply to be a guest on the show.

    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 about love and finances. Their mission? To help couples and individuals grow rich in every sense of the word: emotionally, relationally and financially.

    ...
    Más Menos
    24 m
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