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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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Épisodes
  • 152: You Consumed 100 Money Tips This Year. How Many Did You Use?
    Oct 7 2026

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    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...

    Afficher plus Afficher moins
    29 min
  • 151: We Got an Email From a 21 Year Old Doing Money Better Than Most
    Sep 30 2026

    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...

    Afficher plus Afficher moins
    26 min
  • REWIND: 5 Open Enrollment Mistakes That Lock You In for a Year
    Sep 23 2026

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    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...

    Afficher plus Afficher moins
    43 min
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