What He Learned from Turning $33 Loss into a Massive Success

Make $16K Weekly: The Investment Strategy Your Financial Advisor Won't Tell You

Did you know that most entrepreneurs work 80+ hours per week building businesses that generate $10 million in revenue yet only pay them $350,000 annually? Meanwhile, companies like Apple generate $90 million in profit EVERY HOUR, and you can own a piece of that profit through strategic investing. In this eye-opening interview, Jerremy Newsome reveals how turning just $400,000 into $1.6 million through leverage can generate $16,000 weekly passive income—and how he discovered this approach after losing millions multiple times in his twenties.

[00:00] Introduction: The Journey from Broke to Financial Freedom

In this episode of The Nathan Newberry Show, I sit down with Jerremy Newsome, a wealth creation expert who has experienced both tremendous success and devastating failure on his journey to financial freedom. Jerremy's story isn't just about making money—it's about developing a wealth mindset that transforms your relationship with financial abundance.

"Financial freedom is really easy. Having a great relationship with your wife and kids is really easy. Being in great finance, being in great shape is really easy. It's easier not to." - Jerremy Newsome

Jerremy Newsome isn't your typical financial advisor. As the former owner of the third-largest stock market education company globally (Real Life Trading), he now works with business owners, real estate professionals, celebrities, and athletes who have amassed significant wealth but struggle with the "now what?" question. His expertise lies in creating cashflow rapidly, easily, and with minimal downside risk.

[07:02] The Forrest Gump Moment That Changed Everything

At just six years old in 1995, Jerremy's life took a dramatic turn when he watched Forrest Gump. The scene where Lieutenant Dan invests in "some kind of fruit company" (Apple) and never had to worry about money again left a profound impression on the young boy growing up in extreme poverty in Georgia.

"I had never in my life heard someone said, we don't have to worry about money. And then if you remember in the movie, dude, Forrest goes and builds what a church, a hospital, a school, and then retires Bubba's mom out of the kitchen." - Jerremy Newsome

This inspiration led six-year-old Jerremy to:

1. Beg his father to teach him about investing and the stock market
2. Pick and sell blackberries door-to-door for $1 per bag
3. Earn an impressive $1,500 over one summer
4. Convince his father to match the amount (borrowing from Jerremy's uncle)
5. Invest $3,000 in Apple stock at its absolute bottom in 1995

[09:06] The $33 Million Mistake and Lessons from Rock Bottom

What started as a fairy tale took a painful turn. In 2000, Jerremy and his father sold their Apple shares for $12,000, considering it a great investment after quadrupling their money. Little did they know this decision would become what Jerremy now calls "a $33 million mistake."

"Now the ironic part is I sold those shares in 2000. This was a 33 million dollar mistake... I've lost millions of dollars, three separate times in three separate instances all in my twenties." - Jerremy Newsome

This wasn't Jerremy's only financial setback. He describes hitting rock bottom multiple times, losing millions on three separate occasions in his twenties. But rather than viewing these losses as failures, he reframed them as essential lessons.

The turning point came in 2017 when Bitcoin's rise helped Jerremy become a multimillionaire "for the fourth time." This time, determined not to repeat past mistakes, he invested heavily in his personal development, hiring top coaches and joining elite masterminds to understand what went wrong before.

The Market Leverage Strategy: How $400K Becomes $16K Weekly

[21:24] Understanding Financial Leverage: The Mathematics of Wealth

Jerremy demystifies the power of leverage in wealth creation through concrete examples that anyone can implement:

"If you put $400,000 into a brokerage account, you really have access to 1.6 million because... in the stock market, they will give you leverage essentially for free. If you use it, you have to pay an interest, but it's very, very nominal." - Jerremy Newsome

This amplification of buying power creates extraordinary income opportunities:

"With 1.6 million, I can make 1% a day, very easy off that amount of money. Well, let's just say 1% a week and 1% of 1.6 million is $16,000. $16,000 a week is over $50,000 a month." - Jerremy Newsome

The formula is refreshingly simple: "Financial freedom is second grade math repeated consistently."

[23:48] Advanced Leverage: Accessing $20M with $400K

Even more impressive are the advanced leverage strategies Jerremy outlines:

"I can put in $400,000 and get access to $20 million of buying power. 20 million. They'll give me 20 to one leverage. And when I trade with $20 million, I'm only risking my 400,000...If you're getting 1% on 20 million, that's $200,000 a day." - Jerremy Newsome

Jerremy explains that leverage isn't an exotic concept - most people already use it through credit cards, mortgages, and bank accounts. The difference is understanding how to maximize these principles strategically in the stock market.

[25:12] Buying vs. Building: The Smart Entrepreneur's Secret

One of Jerremy's most powerful insights challenges the entrepreneurial status quo. Instead of starting businesses from scratch, he suggests buying established ones through the stock market:

"I can take all of the money that I make and I can put it into businesses like Apple. And I can buy Apple's profit, I can buy Apple's marketing, I can buy Apple's employees, I can buy their sales... Apple's doing 90 million dollars in net profit. An hour." - Jerremy Newsome

He contrasts this with the typical entrepreneurial journey:

"Your business is doing $10 million a year top line, revenue, got payroll...what's your really take home pay? 350. OK, got it. To be real with everyone out there. That's a good business. You're killing it, bro. You're doing eight figures...You take on pay six figures, though." - Jerremy Newsome

The alternative? Use business profits to buy shares in massively successful companies that generate exponentially more revenue and profit than most entrepreneurs could ever achieve on their own.

The Purpose-Driven Approach to Wealth Creation

[02:18] High Performance: Pulled by Purpose vs. Pushed by Pain

Jerremy's wealth philosophy centers on a profound distinction: are you pulled by purpose or pushed by pain?

"High performance, Nathan, to me really means optimally walking in your purpose...knowing what it is and being pulled by that purpose versus pushed by your pain." - Jerremy Newsome

He observes that many entrepreneurs become "addicted to struggle" - constantly grinding, hustling, and proving their worth through hardship. While this approach can work, it often leads to burnout and sacrificing what truly matters.

[14:12] The Spiritual Dimensions of Wealth Building

One of Jerremy's most counterintuitive insights connects spirituality with wealth creation:

"If any of your listeners believe in God, I would ask this question, do you believe that God is infinite? And if anyone's listening and they think the answer, yes, like, yeah, I believe that God is infinite, then you can never have too much. And you not asking for more is actually evidence that you don't have any faith that God is infinite." - Jerremy Newsome

This paradigm shift reframes wealth acquisition not as greedy or materialistic, but as an expression of faith in abundance. Jerremy highlights the disconnect between stated goals and actions:

"I work with hundreds of people a year where they go, man, my whole goal in life is to make a couple million dollars so I don't have to worry and stress about money... But they're working 80 hours a week. And so then I say, okay, well, if you're working 80 hours a week, what really is your God?" - Jerremy Newsome

[16:36] Finding Balance: The Seasons of Hustle vs. Sustainability

While acknowledging there are "seasons" for intense work, Jerremy emphasizes that all seasons end. He draws a surprising parallel to Jesus:

"Jesus was really getting after it for how long? Three years... What was he just doing from zero to 30? And the answer is it was getting ready, right? He was sharpening the saw." - Jerremy Newsome

The message is clear: sustainable success requires periods of intense focus balanced with time for growth, reflection, and rejuvenation. Modern entrepreneurs risk becoming "more computer than creature," forgetting their fundamental human needs.

Implementing Jerremy's Wealth Strategies: Practical Steps

[36:13] Starting Your Investment Journey Today

For beginners, Jerremy recommends a simple starting point:

"Open up a Robinhood account, which is free and easy, very free, very easy. And then use income that you receive from life to then go buy stocks. Just just go buy one, one stock that you know that you like that you use that you understand." - Jerremy Newsome

He offers five beginner-friendly options:

1. Netflix
2. Meta
3. Costco
4. Apple
5. Walmart

The key is consistency - investing regularly and watching your money grow without additional effort. This creates a powerful paradigm shift:

"I no longer even make money. I attract it, magnetize it. It's a different word, right? Change your words, you change your entire world." - Jerremy Newsome

[31:30] Finding Your Purpose Through Intentional Reflection

Jerremy shares a powerful exercise to discover your purpose:

"Write your eulogy. Pretend you're dead and your wife or your brother or your best friend or whoever is reading your eulogy to the crowd of people that came to see you at your funeral. What are they saying? What did you do?" - Jerremy Newsome

He recommends dedicating substantial time to this reflection:

1. Spend an hour daily for a week OR
2. Dedicate 5 hours daily for three days
3. Ask fundamental questions: Why am I here? Why do I exist? What do I care about? Who do I care about?
4. Identify causes that truly matter to you
5. Remember the limited time we all have: "Nathan, me and you are toast in a hundred years, big guy"

The clarity gained from this exercise provides both direction and the motivation to overcome obstacles.

7 Key Takeaways from Jerremy Newsome's Wealth Journey

1. Redefine Financial Freedom: Financial freedom isn't hard - it's "second grade math repeated consistently."
2. Invest in Assets Early: Even small investments in quality companies compound dramatically over time.
3. Learn from Losses: View financial setbacks as educational opportunities rather than failures.
4. Find Your Purpose: Being "pulled by purpose" creates sustainable motivation beyond the "push of pain."
5. Leverage Market Power: Understanding leverage can multiply your investment capacity by 4-20x.
6. Buy Established Businesses: Instead of building businesses from scratch, buy shares in successful companies.
7. Change Your Language: How you talk about money directly impacts your relationship with wealth.

The "Money Grows on Trees" Philosophy in Action

Jerremy's book title "Money Grows on Trees" encapsulates his wealth philosophy. Far from being just a catchy phrase, it represents a fundamental truth about wealth creation through investing:

"You're going to see that number grow and it's going to grow without your input. So you're putting money in every single week or every single two weeks or every single three weeks or every single month. You're going to see that number over time grow and it's going to grow without you putting any work." - Jerremy Newsome

This passive growth—literally money growing without direct effort—challenges the conventional wisdom that wealth requires constant struggle. Instead, it suggests that properly invested capital naturally multiplies, just as trees naturally produce fruit.

Transform Your Financial Future Today

Jerremy Newsome's journey from selling blackberries door-to-door to becoming a multimillionaire multiple times offers powerful lessons for entrepreneurs at any stage. His unique approach combines purpose-driven living, mathematical leverage, and strategic investing to create sustainable wealth.

Are you ready to:

• Stop being pushed by pain and start being pulled by purpose?
• Leverage market power instead of grinding endlessly in your business?
• Create a weekly passive income of $16,000 or more?

The principles Jerremy shares aren't complex - they're accessible to anyone willing to challenge conventional wisdom about wealth creation.

[TAKE ACTION NOW]: Book a free strategy call to discover how to implement these wealth-building principles in your business and life. Spots are limited this month and filling quickly!

Book your free strategy call here!