Mark Cuban, entrepreneur, investor, and owner of the Dallas Mavericks, is one of the most recognizable figures in American business, known for turning bold bets into transformative ventures. After selling Broadcast.com to Yahoo! at the height of the dot-com boom, Cuban built a diversified portfolio spanning sports, media, technology, and healthcare. He later disrupted pharmaceutical pricing through the Mark Cuban Cost Plus Drug Company, applying direct-to-consumer economics to lower drug costs. Outspoken, data-driven, and intensely competitive, Cuban blends venture investing with consumer advocacy, making him a defining personality in modern entrepreneurship.

Kenny Troutt, billionaire entrepreneur and founder of Excel Communications, built his fortune by pioneering long-distance telecommunications sales through network marketing, later selling the company to Teleglobe for billions. After exiting telecom, he turned his focus to thoroughbred horse breeding and racing, creating WinStar Farm in Kentucky, which has produced multiple classic winners, including Kentucky Derby and Belmont Stakes champions. Known for his competitive spirit, strategic investment style, and passion for racing, Troutt has become a major figure in American equestrian sports while maintaining a diverse personal investment portfolio.

Kenneth Fisher, founder and executive chairman of Fisher Investments, is one of the most influential voices in modern investing, known for combining empirical market research with accessible financial commentary. Since launching Fisher Investments in 1979, he has grown the firm into a multi-hundred-billion-dollar global asset manager serving private clients and institutions across North America and Europe. A bestselling author and longtime columnist, Fisher popularized the use of price-to-sales ratio in stock analysis and has written extensively on behavioral finance and investor psychology. With a career spanning five decades, he remains a leading advocate of evidence-based investing and long-term market discipline.

Kelcy Warren, cofounder and executive chairman of Energy Transfer, built one of North America’s largest pipeline and midstream energy networks through aggressive dealmaking, operational scale, and a deep understanding of U.S. oil and gas logistics. Since launching Energy Transfer in 1996, he has overseen a sweeping expansion across natural gas, crude, and NGL infrastructure, including the development of high-profile projects such as the Dakota Access Pipeline. A self-made billionaire from modest Texas roots, Warren combines engineering discipline with bold acquisitive strategy, while remaining an active philanthropist in education, parks, and music—most notably founding the Texas music venue and nonprofit, Klyde Warren Park in Dallas.

Joseph Liemandt, founder of Trilogy and ESW Capital, is one of the most discreet yet influential figures in enterprise software, building a vast portfolio of companies by acquiring and optimizing underperforming software assets. After becoming a young tech millionaire with Trilogy in the 1990s, he shifted to a buy-and-build strategy through ESW Capital, assembling hundreds of enterprise software businesses and implementing data-driven, remote-first operational models long before they became mainstream. Known for his anonymity, contrarian discipline, and rigorous process engineering, Liemandt has quietly shaped the economics of enterprise software while amassing one of the sector’s most substantial private fortunes.

John Paul DeJoria, cofounder of John Paul Mitchell Systems and Patrón Spirits, is the self-made billionaire whose journey from homelessness to global entrepreneurship has become one of America’s most iconic business stories. After sleeping in his car while starting Paul Mitchell in 1980, he helped turn the professional hair-care brand into a salon staple sold in more than 100 countries, later launching Patrón and redefining premium tequila worldwide. Known for his “success unshared is failure” philosophy, DeJoria has invested heavily in social entrepreneurship, environmental initiatives, and philanthropy, embodying a rare blend of luxury business leadership and mission-driven activism.

John Goff, billionaire investor and founder of Crescent Real Estate and Goff Capital, built one of the most successful real estate and private investment enterprises in Texas. After joining the fledgling Crescent Realty Trust in the early 1990s, he helped grow it into a multibillion-dollar office and mixed-use portfolio, later engineering its sale to Morgan Stanley and reacquiring major assets during the financial crisis at steep discounts. Through Goff Capital, he has expanded into hospitality, aviation, and energy, while backing high-growth ventures and serving as chairman of luxury travel company Omni Hotels & Resorts. Known for contrarian timing, discipline, and opportunistic dealmaking, Goff remains a defining figure in modern Texas business and real estate.

John Arnold, former hedge fund trader and cofounder of Arnold Ventures, built one of the most successful careers in energy trading before devoting his wealth to large-scale philanthropy. After rising quickly at Enron’s trading desk, he launched Centaurus Energy in 2002 and became known for prescient bets on natural gas markets that produced billions in profits, earning a reputation as one of the most skilled traders of his generation. Retiring from finance in his 30s, Arnold shifted his focus to philanthropic work through Arnold Ventures, targeting data-driven policy reform in criminal justice, healthcare, education, and public finance. His rare trajectory from billionaire trader to systems-change philanthropist has made him a uniquely influential figure in both markets and public policy.

Joe Gebbia, cofounder of Airbnb, helped transform a simple idea—renting air mattresses in a San Francisco apartment—into one of the world’s most influential travel and hospitality platforms. As the company’s design visionary, he shaped Airbnb’s user experience, trust systems, and brand identity, guiding its growth from a scrappy startup to a multibillion-dollar public company operating in more than 190 countries. Beyond Airbnb, Gebbia founded Samara, a design lab focused on housing innovation, and became a major philanthropist supporting refugees, homelessness initiatives, and global social causes. His blend of creativity, product instinct, and mission-driven leadership has made him a defining figure in modern tech.

Jerry Jones, billionaire businessman and owner of the Dallas Cowboys, transformed the franchise into the most valuable team in global sports through bold management, aggressive marketing, and a relentless focus on brand expansion. Since purchasing the Cowboys in 1989, Jones has overseen multiple Super Bowl victories, built state-of-the-art facilities like AT&T Stadium and The Star in Frisco, and reshaped NFL business economics through media deals and sponsorship innovation. A polarizing yet visionary figure, he has turned the Cowboys into a cultural and commercial powerhouse while becoming one of the most influential owners in professional sports.

Jeffery Hildebrand, founder and CEO of Hilcorp Energy Company, has built one of the largest privately held oil and gas producers in the United States through a strategy centered on operational excellence, disciplined reinvestment, and revitalizing mature assets. Since establishing Hilcorp in 1989, he has expanded the company across major U.S. basins—from Alaska’s North Slope to the Gulf Coast—while cultivating a renowned employee-ownership culture that includes some of the most generous bonus programs in the industry. Known for his low profile, entrepreneurial rigor, and long-term vision, Hildebrand has become one of America’s most successful self-made energy billionaires.

Jay Adair, CEO of Copart, has transformed the Dallas-based company into a global powerhouse in online vehicle auctions and salvage remarketing. Starting at Copart as a teenager, he rose through the ranks and became CEO in 2010, driving the company’s shift from physical auctions to a fully digital, globally scalable platform. Under his leadership, Copart expanded into more than a dozen countries, partnered with major insurers, and grew into a multibillion-dollar enterprise trusted by buyers and sellers worldwide. Known for his technology-forward strategy and operational discipline, Adair has cemented Copart’s position as the dominant force in its industry.

Jim Crane, billionaire businessman and owner of the Houston Astros, built his fortune through logistics and freight services before becoming one of Major League Baseball’s most successful franchise owners. After founding Eagle Global Logistics and later Crane Worldwide Logistics, he acquired the Astros in 2011 and transformed the team into a championship organization, winning the World Series in 2017 and 2022. Known for his disciplined leadership, data-driven decision-making, and deep involvement in Houston’s business and philanthropic community, Crane has become a defining figure in both sports and global logistics.

James Y. Chao, co-founder and chairman of Westlake Corporation, has built the Houston-based chemicals and materials company into a global industrial leader. Since establishing Westlake in 1986, he has overseen its growth into a multibillion-dollar enterprise producing petrochemicals, polymers, and building products with operations across North America, Europe, and Asia. Known for his strategic discipline and long-term vision, Chao has guided the company’s expansion through innovation, acquisitions, and a strong family-led culture, making Westlake a cornerstone of the global chemicals and construction materials industry.

James Breyer, founder and CEO of Breyer Capital, is one of the most successful venture capitalists of his generation, known for early investments in transformative technology companies. As a former partner at Accel Partners, he led the firm’s landmark investment in Facebook, which became one of the most profitable bets in venture history. Through Breyer Capital, he continues to back leading innovators in artificial intelligence, media, and healthcare. With deep ties to both Silicon Valley and China, Breyer has built a global reputation as a visionary investor bridging technology, policy, and capital.

Stephen Butt, member of the H-E-B founding family, plays a key leadership role in guiding the Texas-based grocery giant, one of the largest privately held retailers in the United States. With hundreds of stores across Texas and Mexico, H-E-B has become a multibillion-dollar enterprise known for its strong customer loyalty, operational excellence, and community focus. As part of the third generation of Butt family leadership, Stephen Butt has continued the legacy of innovation and philanthropy that defines the company’s enduring success.

Howard Butt III, member of the founding family of H-E-B, helps oversee one of America’s largest privately held supermarket chains. Founded in 1905, the Texas-based retailer has grown into a multibillion-dollar enterprise with hundreds of stores across Texas and Mexico. As part of the third generation of leadership, Butt has carried forward the family’s tradition of customer service, innovation, and philanthropy, ensuring H-E-B’s continued dominance in regional grocery while maintaining its reputation as a community-focused company deeply rooted in Texas culture.

Hayes Barnard, founder, chairman, and CEO of GoodLeap, has emerged as a major force in sustainable finance by creating one of America’s leading platforms for solar and home efficiency lending. Starting his career in mortgage and financial services, Barnard launched GoodLeap to connect homeowners with affordable financing for clean energy upgrades, while enabling installers and contractors to scale their businesses. The company has facilitated tens of billions in loans for solar panels, batteries, and energy-efficient products, positioning Barnard as a visionary driving both profitability and impact in the transition to renewable energy.

Gerald J. Ford, Texas billionaire banker and investor, built his fortune by acquiring, restructuring, and selling struggling financial institutions. Starting in the 1970s, he earned a reputation as a savvy dealmaker, most notably with the turnaround and sale of First United Bankshares and Golden State Bancorp. Through his private equity firm Hilltop Holdings, Ford has remained an active force in banking, insurance, and real estate, combining sharp financial instincts with a long-term investment outlook. A noted philanthropist, he is also a major benefactor of Southern Methodist University.

George Bishop, founder of GeoSouthern Energy, built his fortune in oil and gas by focusing on shale plays and unconventional drilling. Starting his career in the energy sector in the 1980s, he grew GeoSouthern into a major player in the Eagle Ford Shale of Texas before selling a large stake to Devon Energy for $6 billion in 2013. Known for his low profile and disciplined approach, Bishop has since diversified into other energy ventures and real estate, establishing himself as one of America’s quietest self-made billionaires.