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Lewis HowesLewis Howes

"I Got RICH When I Understood THIS..." (Principles For Success & Money) | Wallstreet Trapper

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Leon HowardguestLewis Howeshost
Jan 14, 20221h 45mWatch on YouTube

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CHAPTERS

Chapter summaries

  1. Growing up in New Orleans: culture, crime, and early trauma

    Leon Howard describes being born and raised in New Orleans, a city he says holds deep culture alongside high crime and poverty. He shares a defining childhood memory of seeing his mother get shot when he was nine, shaping how he understood safety and survival.

    • •Leon Howard contrasts New Orleans’ celebrated culture with its high crime and financial hardship
    • •He recalls witnessing his mother being shot at age nine
    • •He explains how early exposure to violence affected his mindset
    • •Lewis Howes asks how childhood violence influences a child’s behavior and beliefs
  2. How violence becomes “protocol”: survival rules and street respect

    Leon explains how repeated exposure to danger normalized violence and made it feel like a necessary tool for protection and respect. He gives examples of how kids learn procedures for gunshots, and how neighborhoods enforce consequences for not standing up for yourself.

    • •Leon says violence became the first response in conflicts because of his environment
    • •He describes kids learning a “protocol” for gunshots as a sign of normalized trauma
    • •He explains how defending yourself impacts your ability to move freely in the neighborhood
    • •He compares street dynamics to bullying, where bullies avoid tough fights
  3. Homelessness, survival hustling, and a 10-year sentence at 16

    Leon shares how losing his grandmother led to homelessness and living with an aunt struggling with drugs, pushing him toward hustling for survival. He describes going to prison at 16 for attempted murder after being robbed, and the street logic that made retaliation feel unavoidable.

    • •Leon says he became homeless after his grandmother died
    • •He describes hustling as survival while living with an aunt on drugs
    • •He explains the street mentality of retaliation after being robbed
    • •He recounts receiving a 10-year sentence at 16 for attempted murder
  4. Accepting prison as “part of the ecosystem” and learning from lifers

    Leon explains how prison felt expected—almost inevitable—given what he saw growing up and his mother’s incarceration. He describes how incarcerated people share stories as lessons, often to become “better at the game” once released.

    • •Leon says going to prison felt like an expected stage in his environment
    • •He compares the streets to an ecosystem with its own rules
    • •He describes being numb to sentencing and seeing 10 years as manageable
    • •He explains how prison conversations become lessons about avoiding mistakes next time
  5. Solitary confinement encounter: embezzlement, a wake-up call, and three money principles

    After a fight lands him in solitary confinement, Leon is housed with a man convicted of embezzlement who challenges his worldview. The man’s story and numbers shift Leon’s perspective and introduce three principles that later guide his approach to money and value.

    • •Leon describes 90 days in solitary confinement and deep conversations with his cellmate
    • •He learns the cellmate was imprisoned for embezzling $2.8 million
    • •Leon says seeing “$2 million” on paper changed his sense of what was possible
    • •He recalls three principles: stop trading time for money, make money work for you, and give value to people
  6. Teaching himself stocks in prison: books, CNBC, and translating Wall Street into street logic

    Leon explains how he immersed himself in financial learning while incarcerated, starting with reading and watching CNBC. He describes “translating” market concepts into familiar street frameworks—like comparing tariffs to “draft”—until investing began to click.

    • •Leon reads Rich Dad, Poor Dad and says it opened his eyes to financial literacy
    • •He watches CNBC from the prison day room and notes the absence of Black people on screen
    • •He describes learning terms by mapping them to street analogies (tariffs as “draft”)
    • •He studies investors and builds understanding through constant reading and observation
  7. Two Americas: information, access, and the idea of classism

    Leon describes recognizing a divide between the America he knew and another America with different resources and outcomes. He argues that beyond racism, classism operates through inherited access, networks, and financial structures like insurance, wills, and trusts.

    • •Leon says he realized there are “two different Americas” driven by different information access
    • •He frames classism as a system based on pedigree, status, and access regardless of race
    • •He explains how families pass down networks and financial tools that open doors
    • •He shares his phrase: education and information change the conversation, then compensation, then realization
  8. Re-entry reality: halfway house, buying a car, welding work, and slipping back into the streets

    After release, Leon describes trying to rebuild—getting a license, buying a car, and learning welding—then feeling discouraged by the pace of progress. He explains how environment and expectations pulled him back into selling drugs, despite knowing the risks.

    • •Leon describes leaving prison at 26 and living in a halfway house
    • •He says he came home with $4,500 and spent it on a car, leaving him broke
    • •He learns welding and works as an iron worker but feels it won’t get him to his goals fast enough
    • •He returns to selling weed and pills, describing the “I’ll quit at $100,000” mindset as a trap
  9. Close calls and a “clean slate”: raids, court fights, and near-death turning points

    Leon recounts getting pulled over with a friend, taking responsibility for drugs to protect him, then later having his door kicked in during a raid. He shares how legal technicalities led to not-guilty outcomes, but the multi-year court battle broke him and pushed him into more dangerous choices until a near-death moment forced a deeper commitment to change.

    • •Leon describes taking a drug charge to protect a friend with “three strikes”
    • •He recounts a raid where police found drugs, cash, and weapons while the stock market was on TV
    • •He explains being found not guilty due to lack of a search warrant and later clearing additional charges
    • •He shares a near-death robbery incident that made him decide he was finished with the streets
  10. Choosing a new path: higher-paying iron work, investing anyway, and teaching “one share at a time”

    Leon explains rebuilding his trade skills, earning more, and refusing to return to the streets. He describes a key realization when authorities froze his bank account but didn’t touch his stocks, reinforcing his commitment to investing and teaching people to own what they already consume.

    • •Leon says he rebuilt his career and earned strong income through iron work
    • •He describes continuing to invest and simultaneously teach friends about investing
    • •He notes authorities froze his bank account but didn’t touch his stocks, which changed his mindset
    • •He promotes owning brands people use (e.g., Nike, Apple) and teaches wealth-building “one share at a time”
  11. First “real win”: stocks as a safety net and investing as a psychological system

    Leon shares that his most meaningful win was seeing a friend use stock profits to hire a lawyer and avoid prison, then stop hustling. He explains using index funds like a savings account, and how investing changes behavior by making money harder to impulsively spend.

    • •Leon describes advising a friend to sell stocks to handle a legal crisis and hire a lawyer
    • •He says the impact that matters most is others changing their lives, not his personal gains
    • •He explains using index funds as a savings-like vehicle because bank savings don’t grow much
    • •He argues financial literacy threatens systems built on consumers staying uninformed
  12. How Leon invests: risk identity, categories, and “50% goes to investing”

    Leon outlines his approach to investing based on understanding, personal risk tolerance, and building multiple portfolios for different goals. He shares how he allocates money, the order of priorities for spending, and the structures he uses to manage dividends, growth, options, and retirement accounts.

    • •Leon says people should invest in what they understand and stay in their “circle of competence”
    • •He describes investor identity and risk tolerance as central to strategy
    • •He says he invests at least 50% of money he receives and keeps limited cash in the bank
    • •He outlines multiple portfolios (dividends, growth, options) and mentions having a Roth IRA and whole life insurance
  13. From survival mode to offense: land purchase, time ownership, and redefining freedom

    Leon explains shifting from reacting to life to attacking it with strategy, tying wealth to time ownership and legacy. He discusses buying land, using tax advantages, and the difference he sees between financial independence and financial freedom.

    • •Leon describes buying 40 acres of land and planning to create agriculture, citing tax advantages
    • •He frames wealth as moving from survival mode to offense
    • •He emphasizes turning his last name into an asset and owning his 24 hours
    • •He distinguishes financial independence (creating your own cash flow) from financial freedom (money not being an issue)
  14. Healing and identity change: trauma, therapy tools, mentors, and purpose

    Leon speaks candidly about ongoing healing from violence, prison, and choices he made, including nightmares and avoiding triggers. He shares practices like therapy, journaling, prayer, and changing environment and identity, then closes with his “three truths” and a definition of greatness centered on impact and pride in one’s life.

    • •Leon says healing is lifelong and describes emotional strain in family relationships
    • •He shares tools he’s using: therapy, journaling, prayer, and learning new habits
    • •He names three growth goals: getting more mentorship, improving diet, and sitting still for clarity and purpose
    • •He gives his three truths (no regrets, it’s okay to say no, find your purpose) and defines greatness as impact and living a life you’re proud of

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