The Sugar Daddy Podcast

The Sugar Daddy Podcast

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.

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Jaksot(165)

112: Broke, Divorced & a $1,200 Stimulus Check — to Multi‑Million Dollar Business

112: Broke, Divorced & a $1,200 Stimulus Check — to Multi‑Million Dollar Business

Send us Fan Mail What would you do with a $1,200 stimulus check? In 2020, Ellie was broke, newly divorced, and raising four kids out of her mom’s house, when she made one powerful decision — to invest...

29 Loka 202550min

111: Most People Blow Inheritance Money — Here’s the 5-Step Fix

111: Most People Blow Inheritance Money — Here’s the 5-Step Fix

Send us Fan Mail Most people blow through inheritance money in just a few months. In this episode, Jessica and Brandon break down the 5-step plan to make sure a $50K windfall actually improves your l...

22 Loka 202529min

110: How to Maximize Your Employee Benefits When Premiums Keep Rising

110: How to Maximize Your Employee Benefits When Premiums Keep Rising

Send us Fan Mail Health insurance costs are climbing, and this year’s open enrollment feels tougher than ever. Premiums are up, deductibles are higher, and plans seem designed to confuse you. In this...

15 Loka 202544min

109: Six-Figure Debt to Seven- Figure Wealth with Ange Matthews

109: Six-Figure Debt to Seven- Figure Wealth with Ange Matthews

Send us Fan Mail In this powerful episode, Jess and Brandon sit down with Ange Matthews, a first-generation investor and founder of The Happy Happy Method, who went from making $40K a year and battlin...

8 Loka 20251h 1min

108: Which IRA Is Best for You? Roth vs Traditional Explained Simply

108: Which IRA Is Best for You? Roth vs Traditional Explained Simply

Send us Fan Mail Confused about Roth vs Traditional IRAs? You're not alone. In this episode, Jess and Brandon break down the pros, cons, and real-world impact of choosing a Roth IRA versus a Tradition...

1 Loka 202536min

107: Avoid Money Drama: How Early Should Finances Come Up in Dating

107: Avoid Money Drama: How Early Should Finances Come Up in Dating

Send us Fan Mail In this episode, Jessica and Brandon dive into a tricky but essential question: How soon should you bring up money when you're dating? They unpack why money often feels taboo, share t...

24 Syys 202531min

106: Your Six Month Money Makeover

106: Your Six Month Money Makeover

Send us Fan Mail What If You Could Completely Transform Your Finances in Just 180 Days? Forget overnight success stories and overwhelming budgets, this episode is about real, lasting change. Jess and ...

17 Syys 202534min

105: Investing Made Simple with Chloé Daniels

105: Investing Made Simple with Chloé Daniels

Send us Fan Mail Feel like investing is only for finance bros and math nerds? You’re not alone and this episode is about to change that. This week, Jess and Brandon are joined by Chloé Daniels, the po...

10 Syys 20251h 1min

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