Profiles Index — The Tall Cotton

Explore stories of athletes, entrepreneurs, and cultural leaders who built generational wealth through strategy, ownership, and long-game thinking.

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Athletes → Entrepreneurs

  • Austin Ekeler — From undrafted free agent to NFL star, Ekeler has built wealth through real estate investments, Gridiron Gaming Group, and the Austin Ekeler Foundation. His TTC profile shows how discipline and diversification create permanence beyond the game.
  • Byron Allen — From stand-up comedian to billionaire media mogul, Allen built Entertainment Studios and acquired The Weather Channel, turning cultural storytelling into a $1B+ empire. His TTC profile shows how quiet strategy turned entertainment into equity.
  • Calvin Johnson — NFL Hall of Famer known as “Megatron,” Johnson co-founded Primitiv, a cannabis wellness brand blending science and sports recovery. His TTC story highlights discipline, wellness, and entrepreneurship beyond the game.
  • Chauncey Billups — NBA champion and Finals MVP turned entrepreneur, Billups built wealth through real estate, franchising, and mentorship under Junior Bridgeman. His TTC profile explores how calm leadership became a business strategy—and how recent gambling allegations test the legacy he’s built.
  • Daymond John — The mind behind FUBU, John transformed $40 into a global streetwear phenomenon and later became a Shark Tank icon. His TTC profile charts how he built a fashion and branding legacy from the culture outward.
  • Jamal Mashburn — “Monster Mash” turned NBA success into a diverse portfolio of restaurants, car dealerships, and real estate. His TTC story showcases how steady diversification built a lasting, multi-sector empire.
  • John Stallworth — Steelers Hall of Famer who co-founded Madison Research Corporation, growing it into a $70M+ IT firm before becoming a minority owner of the Steelers. His TTC profile emphasizes perseverance, education, and legacy ownership.
  • Junior Bridgeman — From journeyman NBA player to fast-food franchise magnate, Bridgeman turned Wendy’s and Chili’s investments into a Coca-Cola bottling empire and media ownership. TTC highlights his evolution into a billionaire businessman.
  • LeBron James — The NBA’s first active billionaire, LeBron built SpringHill Company, secured equity stakes in Fenway Sports Group, and invested in Blaze Pizza and media. His TTC story captures how leverage and equity power his $1.2B legacy.
  • Lewis Hamilton — A seven-time F1 World Champion, Hamilton expanded his empire into NFL ownership with the Denver Broncos, fashion, food, and film. His TTC profile illustrates how speed and visibility can be leveraged into equity and systemic change.
  • Lisa Leslie — WNBA legend turned entrepreneur, Leslie co-founded Aston Rose, a real estate firm for athletes and entertainers, and invested in LootMogul, a sports metaverse platform. Her TTC profile highlights how she’s building legacy through ownership, coaching, and community influence.
  • Marques Colston — A Super Bowl champion turned private equity leader, Colston co-founded Champion Venture Partners, raising $100M to expand athlete access to ownership. His TTC post shows how he redefined post-career wealth.
  • Ndamukong Suh — A 13-year NFL vet and Super Bowl champ, Suh transitioned into real estate, private equity, and financial media with House of Spears Management. TTC captures his blueprint of disciplined, diversified investing.
  • Serena Williams — Beyond her 23 Grand Slams, Serena built Serena Ventures, investing in 70+ startups (majority women- and POC-led), plus sports ownership and her Wyn Beauty brand. Her TTC profile emphasizes equity, empowerment, and foresight.
  • Troy Vincent — Former Pro Bowl cornerback and now NFL Executive Vice President of Football Operations, Vincent shapes rules, safety, and inclusion at the league’s highest level. His TTC story highlights ownership of influence as a powerful form of legacy.
  • Venus Williams — A pioneer on and off the court, Venus owns V Starr Interiors, the activewear brand EleVen, and has built wealth through real estate and advocacy. TTC highlights her quiet, graceful approach to legacy-building.

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Media, Culture & Entertainment

  • Byron Allen (also in Athletes → Entrepreneurs, cross-sector mogul)
  • Cathy Hughes — Founder of Radio One (now Urban One), Hughes became the first Black woman to chair a publicly traded media company. Her TTC profile captures her role in reshaping the soundscape of Black America.
  • Richelieu Dennis — From selling SheaMoisture in Harlem to acquiring Essence magazine and creating the New Voices Fund, Dennis became a steward of Black beauty and media. TTC outlines his focus on cultural ownership and empowerment.
  • Sheila Johnson — BET co-founder and now CEO of Salamander Hotels & Resorts, Johnson also holds stakes in pro sports franchises. Her TTC story shows how she shifted from media to hospitality, making her one of America’s wealthiest Black women.

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Finance, Equity & Corporate Leadership

  • Aliko Dangote — Africa’s richest man, Dangote built Dangote Group into an industrial empire spanning cement, sugar, and oil, while pursuing Arsenal ownership. TTC highlights his $23B+ legacy in infrastructure and continental sovereignty.
  • Janice Bryant Howroyd — Founder of ActOne Group, the largest woman- and Black-owned staffing firm in the U.S., valued at nearly $900M in annual revenues. TTC captures her rise from a $1,000 loan to a $675M net worth.
  • Kenneth Chenault — Former CEO of American Express, Chenault became one of the most powerful executives in corporate America and later a board leader at Airbnb and Berkshire Hathaway. TTC highlights his quiet authority in the C-suite.
  • Robert F. Smith — Founder of Vista Equity Partners, managing $100B+ in assets, Smith is also one of the nation’s most generous philanthropists. TTC recalls his Morehouse loan cancellation and long-term play for Black economic dignity.

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Hospitality, Real Estate & Lifestyle

  • Sheila Johnson (also in Media)
  • Ndamukong Suh (also in Athletes) — through HMS Development & Athletes in Real Estate.
  • Venus Williams (also in Athletes) — through V Starr Interiors.