Courtney S. Jenkins

Legacy Under Oak

Business EN ↓ 23 episodes

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

Author

Courtney S. Jenkins

Category

Business

Podcast website

linktr.ee

Latest episode

Jun 19, 2026

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Episodes

Juneteenth, Structure, and the Work of Rebuilding Legacy | EP. 24 19.06.2026

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 individuals and organizations build wealth through intentional structure and strategy. DISCLAIMER This episode i...

The Mortgage Trap: Builds Wealth or Destroys It | EP. 23 06.02.2026

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 strategic tool for cash flow, leverage, and long term freedom. Disclaimer: This episode is for educati...

Food is a Biological Weapon | EP. 22 30.01.2026

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 cravings, taste, and overall wellbeing. Disclaimer: This episode is for education and awareness. I’m not a...

Predictable Income: Monthly & Weekly Dividends | EP. 21 16.01.2026

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 a clear path to building wealth, this episode gives you the clarity, discipline, and structure to turn...

10 Principles That Make You Mentally Dangerous | EP. 20 09.01.2026

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. Principles Covered in This Episode : Urgency Is Rarely Real Emotion Is the Fastest Path to Control The Nervous S...

Breaking Generational Cycles: Money, Mindset, and Therapy | EP. 19 15.12.2025

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 intention, this conversation is for you. Your next financial level starts with a conversation. Apply to work w...

2026: Goals to Results Framework | EP. 18 28.11.2025

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, focus, and legacy, this is where it begins. Your next financial level starts with a conversation. Apply t...

Assets You Need To Invest In | EP. 17 17.11.2025

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 financial level starts with a conversation. Apply to work with me by filling out the contact form on my websi...

Losing Streaks & Lessons: How the Market Exposed My Discipline | EP. 15 10.11.2025

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 mindset. I share how stepping back, following strict trading rules, and using my Daily 3 Things Strategy...

Rebirth: Fail Hard, Dream Harder | EP. 14 13.10.2025

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 make your next move financially? Schedule for a consultation with me: https://courtneysjenkins.com Connect...

Beef in DC: Government Shutdown | EP. 13 29.09.2025

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 of this recording, a government shutdown hasn’t been confirmed. What I’m sharing today is based on hist...

Black AF History Vol. 1: The Church Fight That Started Slavery | EP. 12 26.09.2025

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 slavery,religion, and historical events that may be sensitive or upsetting to some listeners. The content is...

The Price of Progress: AI's True Agenda | EP. 11 12.09.2025

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 for a consultation with me: https://courtneysjenkins.com Connect with Courtney S. Jenkins IG: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@...

Habits Blocking Your Wealth | EP. 10 05.09.2025

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 invest in mentally, spiritually, and physically compounds just like money. Ready to make your next move? S...

Inflation Isn’t the Enemy, Ignorance Is | EP. 09 22.08.2025

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 move? Sign up for Legacy Under Oak Co. Pre-Enrollment for 1:1 coaching: https://tally.so/r/wagEgB Conne...

From $100 to Wealth: Investing for Beginners | EP. 08 15.08.2025

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 getting overwhelmed. Beginner-friendly brokerages to get started: Fidelity Charles Swab Robinhood Sofi Inv...

Before Wall Street, There Was Our Bloodline | EP. 07 08.08.2025

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 alignment. We’re not just talking money we’re talking legacy. Books to deepen your wealth journey: Improvemen...

Change the Story. Change the Outcome. Change Your Life. | EP. 06 26.07.2025

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 because legacy begins in the stories you choose to live by. Ready to make your next move? Sign up for...

It Was Never About the Money | EP. 05 20.07.2025

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, press play. Ready to make your next move? Sign up for Legacy Under Oak Co. Pre-Enrollment for 1:1 coachin...

What Type of Investor Are You? | EP. 04 06.07.2025

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 next move? Sign up for Legacy Under Oak Co. Pre-Enrollment for 1:1 coaching: https://tally.so/r/wagEgB...

Rooted in the Why, Part Two: The Letter I Needed to Write | EP. 03 29.06.2025

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 you. Connect with Courtney S. Jenkins IG: ⁠⁠@courtneysjenkins⁠⁠ TikTok: ⁠⁠@courtneysjenkins⁠⁠ Improvement B...

Rooted in the Why, Part One | EP. 02 21.06.2025

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 profit and executive support shaped my mindset and mission. Connect with Courtney S. Jenkins IG: ⁠@courtney...

This is Legacy Under Oak | EP. 01 21.06.2025

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: @courtneysjenkins Improvement Begins With I: 31 Gems To Become Your Best Self — Order now: https://a.co/d/4JF08pl Lega...

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