The Sugar Daddy Podcast cover art

The Sugar Daddy Podcast

The Sugar Daddy Podcast

By: The Sugar Daddy Podcast
Listen for free

About this listen

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
Economics Leadership Management & Leadership Personal Finance
Episodes
  • Would You Give $100K to Your Ex’s New Family?
    Jan 28 2026

    Send us a text

    A woman finds out she’s still the beneficiary on her ex-husband’s life insurance policy, years after their divorce. He’s since remarried and had a child. When he passes away unexpectedly, she’s notified she’ll receive $100,000. Now the new wife is asking for the money… for their child.

    In this episode, Jessica and Brandon break down the emotional, financial, and legal sides of this viral dilemma.

    You’ll hear:

    • Why updating your beneficiaries is crucial
    • Whether it’s morally wrong to keep the money
    • How to support a child financially without giving cash to an ex’s new spouse

    For anyone navigating life after divorce, blended families, or financial planning, this is one you don’t want to miss.

    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 fina...

    Show More Show Less
    9 mins
  • 120: Monarch Money: The Easiest Way to Manage Your Finances
    Jan 21 2026

    Send us a text

    Are you managing money together, or living in two separate financial worlds? In this episode, Jessica and Brandon get real about a problem nearly every couple faces: one partner handling finances while the other stays out of the loop. That disconnect causes confusion, stress, and even resentment.

    We break down:

    • Why this common imbalance happens
    • The hidden risks of not sharing financial insight
    • How Monarch Money can change the way you see and plan your money together
    • Real life wins and step‑by‑step guidance to get started
    • How to build healthy “money dates” and financial teamwork

    Whether you’re just starting life together or years into your relationship, this episode helps you build transparency, avoid financial surprises, and make decisions as a team.

    Resources mentioned in this episode:

    • Get 50% off Monarch Money subscription
    • Sign up with Ally

    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 fina...

    Show More Show Less
    26 mins
  • 119: 4 Money Seasons Most People Misunderstand (And Pay For Later)
    Jan 14 2026

    Send us a text

    Financial planning isn’t a one-size-fits-all game. Life happens in seasons, and your money should move with them.

    In this episode, Jessica and Brandon break down the 4 major financial seasons, Building, Stability, Stretch, and Harvest, and help you identify which one you’re in right now. We’re talking real-life money shifts, mindset changes, and how to give yourself grace when your financial plan needs to adapt.

    Whether you're stacking cash, raising kids, recovering from setbacks, or preparing to enjoy your freedom, this episode will help you make smarter, more aligned money moves.

    In this episode:

    • Why financial planning is a verb, not a one-time fix
    • The 4 key financial life seasons we all cycle through
    • How to shift your goals + habits to fit your season
    • What to focus on if you’re overwhelmed in your “Stretch” season
    • Why money guilt is real, and how to let it go

    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 fina...

    Show More Show Less
    39 mins
No reviews yet