PODCAST · business
Legacy Under Oak
by Courtney S. Jenkins
This isn’t your average money talk.Legacy Under Oak is where wealth, strategy, and culture meet. Hosted by a wealth strategist and author, this podcast helps ambitious individuals make confident financial decisions, build generational wealth, and heal from money trauma all while honoring the cultural roots that shaped them.https://courtneysjenkins.com
Episodes
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The Social Engineering of Black Culture | EP. 27
Who profits from Black culture, what we consume, and the environments we live in? In this episode of Legacy Under Oak, I break down how capitalism, consumer behavior, and neighborhood conditions influence our choices and economic outcomes. From food marketing to access to resources, we’re looking...
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The Rockefellers & Modern Economic Enslavement | EP. 26
Were we educated to become workers or independent thinkers? In this episode of Legacy Under Oak, I explore the Rockefeller family's influence through money and power across education, medicine, public health, agriculture, and other institutions before exploring deeper questions: How do systems of...
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The Wealth Conversation We Should've Had | EP. 25
In this episode of Legacy Under Oak, I break down assets that build generational wealth, including high-yield savings accounts, stocks, Roth IRAs, personal growth, business ownership, real estate, trading, bonds, precious metals, life insurance, intellectual property, and more. Learn how each…
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Juneteenth, Structure, and the Work of Rebuilding Legacy | EP. 24
In this episode of Legacy Under Oak, I share my recent journey of relocating, earning multiple certifications, and rebuilding key parts of my business from the ground up. I also clarify what it means to be a Wealth Strategist, how my work differs from a Financial Advisor, and how I help…
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The Mortgage Trap: Builds Wealth or Destroys It | EP. 23
Society tells us that buying a home equals success, but is it really building your wealth, or quietly trapping you? In this episode of Legacy Under Oak, I break down the true cost of homeownership, how to tell if your mortgage is an asset or a liability, and what it takes to turn your home into a...
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Food is a Biological Weapon | EP. 22
In this episode of Legacy Under Oak, I break down how modern food has become a biological weapon, engineered to harm our cells, disrupt our hormones, and more. I explore how biology responds to these toxins, why race and ancestry matter in how we process food, and how detoxing can reset your...
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Predictable Income: Monthly & Weekly Dividends | EP. 21
In this episode of Legacy Under Oak, I uncover the power of monthly and weekly dividend-paying investments. Learn what dividends are, why some companies pay more frequently, and how they differ from growth ETFs like VOO, QQQ, and VTI. If you want predictable cash flow, budget-friendly income,and…
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10 Principles That Make You Mentally Dangerous | EP. 20
In this episode, I discuss what it means to become mentally dangerous. These principles aren’t about ego or dominance. It’s learning how to move through life without being controlled. This conversation is for those ready to start building a life led by intention and not by conditioning.…
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Breaking Generational Cycles: Money, Mindset, and Therapy | EP. 19
Many people want to break generational cycles but aren’t shown how. This episode goes beyond income and into the real work. Healing, survival mode, building financial structure, and using tools like therapy and journaling to create lasting change. If you’re focused on building legacy with...
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2026: Goals to Results Framework | EP. 18
If you’re tired of starting over, this episode is for you. This is your wake up call to stop wishing and start structuring. I break down how to turn your 2026 goals into clear, disciplined systems that get results even when motivation fades. If you’re ready to build a year that reflects power,...
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Assets You Need To Invest In | EP. 17
In this episode of Legacy Under Oak, I break down thekey assets you need to invest in. From stocks and real estate to crypto, precious metals, and alternative investments. Learn how to balance risk, leverage tax benefits, and build a portfolio that grows and protects your wealth. Your next...
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Losing Streaks & Lessons: How the Market Exposed My Discipline | EP. 15
If fear or past losses are holding you back, this episodeshows how to trust the process, trust yourself, and take action even when you’re scared. In this episode I get real about my stock market losing streak and how I turned $1,600 in losses into a powerful lesson in discipline, strategy, and...
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Rebirth: Fail Hard, Dream Harder | EP. 14
Transformation begins when you dare to dream bigger than your comfort zone allows. This episode is for those walking alone, building quietly, and choosing alignment over approval. This is your call to step into the version of yourself that can hold everything you’ve been praying for. Ready to…
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Beef in DC: Government Shutdown | EP. 13
When Washington can’t agree, everyday people feel the squeeze. In this episode I break down the looming government shutdown on what it really means, who feels it first, how it affects your money, and why this one might hit harder than before. This is about preparation. ⚠️ Disclaimer: At the time…
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Black AF History Vol. 1: The Church Fight That Started Slavery | EP. 12
Part 1 of Black AF History series. In this episode I discuss how religion, politics, and economics teamed up to create a system that oppressed millions and shaped the world we live in today. Prepare to have your perspective challenged. ⚠️ Disclaimer: This episode contains discussions about...
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The Price of Progress: AI's True Agenda | EP. 11
AI isn’t just reshaping convenience, it’s rewriting society. From Tesla robots and self-driving cars to massive job cuts and billionaires fueling superintelligence, this episode uncovers the hidden cost of progress and why the future may not belong to us. Ready to make your next move? Schedule…
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Habits Blocking Your Wealth | EP. 10
Every dollar you spend, every habit you form, every relationship you keep is either making you an asset or a liability. In this episode, I expose the trap that keeps people flexing but broke, entertained but empty, and busy but unfulfilled. Not just financially but personally because what you...
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Inflation Isn’t the Enemy, Ignorance Is | EP. 09
Inflation silently drains your cash flow every year and most people don’t notice until it's too late. In this episode, I reveal how inflation erodes your purchasing power and share proven strategies to protect and grow your money in order to beat inflation every year. Ready to make your next…
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From $100 to Wealth: Investing for Beginners | EP. 08
You don’t need thousands to start investing, you just need a plan. In this episode I break down how to get started in the market with as little as $100. I walk you through beginner-friendly brokerages, what to look for before opening your account, and how to make your first investment without...
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Before Wall Street, There Was Our Bloodline | EP. 07
Before there were brokers, banks, or boardrooms there was us. Our ancestors built wealth through land, trade, and legacy long before Wall Street. This episode uncovers that forgotten history, the systems that tried to erase it, and why reclaiming it today isn’t just strategy it’s ancestral...
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Change the Story. Change the Outcome. Change Your Life. | EP. 06
If you keep telling yourself the same limiting narrative, you’ll keep getting the same results. In this episode, we dive deep into how rewriting your money story can unlock new possibilities, shift your financial outcome, and transform your entire life. It’s time to take control of your narrative...
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It Was Never About the Money | EP. 05
Growth sounds good until it gets uncomfortable. In this episode, I talk about why most people resist the hard seasons that prepare them for what they desire in life whether it be money, success, purpose, healing, power, abundance, or legacy. If this season feels heavy and the reward feels far,...
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What Type of Investor Are You? | EP. 04
In this episode, I help you get clear on your Investor Identity because how you think and feel about money directly shapes your ability to grow it. I break down the 3 most common investor types I see in my work and walk you through how each one thinks, moves, and manages risk. Ready to make your...
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Rooted in the Why, Part Two: The Letter I Needed to Write | EP. 03
In Part Two of “Rooted in the Why,” I share a raw, personal letter to myself about financial trauma, family, relationships, and growth. This episode is about more than money it’s about healing, letting go, and becoming who I’m meant to be. If you’ve ever carried silent weight, this one’s for...
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Rooted in the Why, Part One | EP. 02
In this two-part episode, I’m sharing the real story behind Legacy Under Oak where it started, what shaped me, and how my experiences led me to become an author, financial coach and ultimately a wealth strategist and investor. I talk about how my experience across real estate, education, non…
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This is Legacy Under Oak | EP. 01
Welcome to the very first episode of Legacy Under Oak. I’m sharing who I am, why this podcast was created, and what you can expect as we grow in wealth, mindset, and purpose together. Tap in we’re just getting started. Connect with Courtney S. Jenkins IG: @courtneysjenkins TikTok…
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ABOUT THIS SHOW
This isn’t your average money talk.Legacy Under Oak is where wealth, strategy, and culture meet. Hosted by a wealth strategist and author, this podcast helps ambitious individuals make confident financial decisions, build generational wealth, and heal from money trauma all while honoring the cultural roots that shaped them.https://courtneysjenkins.com
HOSTED BY
Courtney S. Jenkins
CATEGORIES
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Frequently Asked Questions
How many episodes does Legacy Under Oak have?
Legacy Under Oak currently has 26 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Legacy Under Oak about?
This isn’t your average money talk.Legacy Under Oak is where wealth, strategy, and culture meet. Hosted by a wealth strategist and author, this podcast helps ambitious individuals make confident financial decisions, build generational wealth, and heal from money trauma all while honoring the...
How often does Legacy Under Oak release new episodes?
Legacy Under Oak has 26 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Legacy Under Oak?
You can listen to Legacy Under Oak on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Legacy Under Oak?
Legacy Under Oak is created and hosted by Courtney S. Jenkins.
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