85 South
85 South
February 17, 2026

TOP INVESTMENT STRATEGIES WITH ARISTOTLE | 85 SOUTH SHOW

Quick Read

Aristotle, a self-made millionaire, details his journey from military barber to successful investor, sharing actionable strategies for building wealth through consistent investing, risk management, and understanding market cycles.
Generate two income streams: one for living, one for investing.
Prioritize long-term asset accumulation (ETFs, real estate, crypto) over speculative day trading.
Buy during market fear (20% drops) and sell during greed, using a staggered investment approach.

Summary

This episode features Aristotle, a self-made millionaire, who outlines his journey to financial independence starting from zero in the military. He shares his investment philosophy, emphasizing the importance of consistent cash flow, long-term asset accumulation (stocks, real estate, crypto), and strategic market entry during downturns. Aristotle explains the '20/20 rule' for day trading, focusing on risk management and consistent small gains over quick riches. The hosts also discuss broader themes of personal growth, the challenges of the entertainment industry, and the importance of self-reliance and financial literacy.
This episode provides a clear, step-by-step account of how an individual built significant wealth from a modest beginning, offering practical investment strategies and a mindset shift for aspiring entrepreneurs and investors. It demystifies complex financial concepts like ETFs and market corrections, making them accessible, and highlights the critical role of discipline and continuous learning in achieving financial freedom.

Takeaways

  • Financial literacy is a learned trait, not inherited; many people lack basic understanding of wealth building.
  • True wealth comes from investing, not just saving, as savings alone do not grow money.
  • The 'disappear number' is the amount of money where you feel financially secure enough to retire or pursue purpose-driven work.
  • Success is the best revenge, and focusing on personal growth and financial independence is more impactful than physical altercations or industry drama.
  • Many people live above their means, increasing expenses with income, which hinders wealth accumulation.
  • Recognize that nobody is coming to save you; self-reliance and taking action are crucial for financial transformation.

Insights

1The Foundation of Wealth: Dual Income Streams for Investing

Aristotle emphasizes that building wealth requires two income streams: one to cover living expenses and another dedicated solely to investment. He personally lived off his army salary while investing all income from his barbering business. Alternatively, a single large income stream can be split, with half for living and half for investing, or couples can live off the lower income and invest the higher.

Aristotle states, 'You need two streams of income. One to live off of, one to invest. I live off my army money and I invested my barber money.' He adds that for a couple, 'y'all live off the lowest stream of income and y'all invest the biggest stream of income together.'

2Strategic Long-Term Investing: Capitalizing on Market Dips with ETFs

For generational wealth, Aristotle advocates consistent investment into long-term assets, particularly during market downturns. He advises waiting for the S&P 500 (SPY) to drop 20% (a bear market) from its recent high. At this point, invest 50% of available capital into diversified ETFs (like XLF for banks, XLV for healthcare, or VT/IWM for broader markets) and top companies (Apple, Meta, Google, Tesla) that are down 40-70%. If SPY drops another 5% (to 25% total), invest another 25% of capital, and if it drops another 5% (to 30% total), go 'full in' with the remaining capital. This strategy leverages market fear for significant long-term gains.

Aristotle explains, 'When the market drops 20%, that is classified as a bare market... You buy during fear and you sell during greed.' He details a staggered investment: 'put 50% of your money in... SPY go down another 5%... I put another 2500 in. SPY go down another 5%. I'm full in.' He recommends ETFs like XLF, XLV, VT, IWM.

3Day Trading for Cash Flow: The 'More Size, Less Trades' Principle

Day trading, according to Aristotle, is for generating cash flow and 'freedom,' not for building generational wealth. He learned the 'more size, less trades' rule from rich Jewish friends: instead of trying to flip small amounts for huge percentages, use a larger capital base (e.g., $1,000 from a $5,000 account) to aim for consistent, smaller percentage gains (e.g., 20%). This '20/20 rule' means risking 20% of your trading capital to make 20% profit on that portion. This approach, like hitting singles in sports betting, leads to consistent daily profits ($400/day = $96,000/year) without excessive risk.

Aristotle quotes his rich Jewish friends: 'More size, less trades.' He explains the '20/20 rule': 'I'm going to use 1,000 to make $200. So I'm using 20 I call it the 2020 2020 rule... I'm trying to make 20%.' He clarifies, 'Day trading is the freedom play. It's not the end goal. You just trying to stack up a little.'

4The Path to a Million: Discipline, Sacrifice, and Continuous Learning

Aristotle's journey involved significant personal sacrifice and relentless learning. He gave up non-essential spending (Jordans, eating out, video games, cable) to save and invest. He self-taught barbering and investing, using apps like Acorns to understand compounding, then researching deeper into ETFs and market dynamics. His goal was initially to save $20,000 to leave the army, which evolved into a plan to become a millionaire by age 31 through consistent $3,000/month investments at a 25% return.

Aristotle recounts, 'I'mma give up Jordans. I'mma give up eating out every week. I'mma give up video game. I'mma give up cable.' He discovered investing by Googling 'how to make money from my phone' and used Acorns to learn about returns, then deeper research into ETFs like SPY and VO. His plan was to 'invest 3,000 a month at a 25% return... I'll be a millionaire in 10 years.'

Opportunities

Legacy Center & Luxury Hotel in East Point, GA

Aristotle is converting a building into a tourist attraction and constructing a luxury hotel next to it in East Point, GA. The idea was inspired by a black billionaire's hotel in Ghana, aiming to create assets that generate income outside of social media and stock market hustle.

Source: Aristotle

Sandwich Shop (Necessity-Based Business)

One of the hosts mentions opening a sandwich shop, highlighting the principle of investing in necessities because 'one thing for sure, people going to eat a sandwich.' This emphasizes the stability and constant demand for essential goods and services.

Source: Host

Key Concepts

Two Streams of Income

Dedicate one income stream for living expenses and another entirely for investing to accelerate wealth accumulation. This separation prevents lifestyle creep from consuming investment capital.

Buy During Fear, Sell During Greed

A core principle of value investing, advising investors to purchase assets when market sentiment is negative (fearful, leading to lower prices) and divest when sentiment is overly positive (greedy, leading to inflated prices).

More Size, Less Trades (20/20 Rule)

In day trading, use a smaller percentage of capital (e.g., 20%) per trade to aim for a modest, consistent profit percentage (e.g., 20%). This minimizes risk and fosters consistent gains, leading to significant monthly income over time.

Compounding Interest

The process where the earnings from an investment are reinvested to generate additional earnings, leading to exponential growth over time. This is the foundation of long-term wealth building through consistent investment.

Lessons

  • Identify or create a second income stream to dedicate entirely to investing, separating it from your living expenses.
  • Educate yourself on basic investment principles, starting with diversified ETFs like SPY, XLF, and XLV, and understanding market cycles.
  • Develop a long-term investment strategy focused on consistently adding capital to assets, especially during market corrections (20% drops in SPY).
  • If day trading, practice strict risk management: use smaller capital allocations (e.g., 20% of your trading account) to target consistent, smaller percentage gains (e.g., 20% profit on that allocation).
  • Live below your means, consciously avoiding 'lifestyle creep' as your income increases, to free up more capital for investment.
  • Cultivate self-awareness and self-control, recognizing that personal transformation and financial success stem from internal decisions rather than external luck or circumstances.

Notable Moments

Aristotle's realization of self-reliance

He describes a pivotal moment when he realized 'nobody coming to save you,' which was the catalyst for him to take control of his financial destiny and start working on himself, leading to his success.

The 'steps back are part of the dance' analogy

This analogy reframes setbacks or temporary declines in progress not as failures, but as integral parts of the overall journey and growth process, encouraging resilience and a long-term perspective.

The impact of real stardom (Jamie Foxx, Mariah Carey)

The hosts recount experiences where true A-list celebrities like Jamie Foxx and Mariah Carey commanded an entire room's attention, illustrating the profound difference between regular fame and genuine, undeniable star power.

Quotes

"

"Did nobody tell me that the steps back was part of the dance, too?"

Host
"

"Once that [money] pop... this is an experience. Now it's on you to make the experience a lifestyle."

Host
"

"You can't get rich saving though. You can only get rich investing."

Aristotle
"

"The stock market takes the elevator down and the staircase up."

Aristotle
"

"The moment you realize nobody coming to save you is when all the [stuff] changed for you."

Host
"

"Once a [person] realize that he not lucky is when he going to make it."

Host
"

"Success could hurt a [person's] soul way more than a fight could ever do."

Host

Q&A

Recent Questions

Related Episodes

McDonald’s Credit Card Fraud Scheme | BandGang Javar
Matthew Cox | Inside True CrimeMar 15, 2026

McDonald’s Credit Card Fraud Scheme | BandGang Javar

"BandGang Javar details his journey from a childhood marked by tragedy and crime to orchestrating sophisticated credit card fraud schemes, ultimately transitioning his expertise into legitimate businesses focused on fraud prevention and credit repair."

Credit Card FraudIdentity TheftCriminal Justice System+2
They F*cking Hate Each Other | Financial Audit
Financial AuditJan 5, 2026

They F*cking Hate Each Other | Financial Audit

"A couple drowning in debt, living with parents, and plagued by extreme spending habits and a complete lack of financial responsibility faces a marriage ultimatum."

financial auditimpulse spendingrelationship issues+1
STILL SIPPIN W/ POUR MINDS, KARLOUS MILLER & MONEYBAG MAFIA | 85 SOUTH SHOW
85 SouthApr 3, 2026

STILL SIPPIN W/ POUR MINDS, KARLOUS MILLER & MONEYBAG MAFIA | 85 SOUTH SHOW

"The 85 South Show hosts and guests Poor Minds and Moneybag Mafia engage in a hilariously unfiltered discussion covering relationship dynamics, unexpected business ventures, and the pervasive influence of TikTok, all while sharing their unique perspectives on life's absurdities."

Podcasting industryEntrepreneurshipAnimal facts
Trump Impact On Black America. SCOTUS Birthright Citizenship Case. Alabama College DEI probe
Roland Martin UnfilteredApr 1, 2026

Trump Impact On Black America. SCOTUS Birthright Citizenship Case. Alabama College DEI probe

"This episode dissects the multifaceted impacts of Trump-era policies on Black America, from economic destabilization and civil rights rollbacks to an inspiring narrative of an entrepreneur rebuilding her life and community."

US Supreme Court14th AmendmentBirthright Citizenship+2