Michael Milken, financier and philanthropist, is widely recognized as the pioneer of the modern high-yield bond market, reshaping corporate finance and enabling a wave of entrepreneurial growth in the 1980s. After a controversial career at Drexel Burnham Lambert and subsequent legal challenges, Milken redirected his focus toward global health, medical research, and education—founding research institutions, spearheading public-health initiatives, and establishing major philanthropic programs through the Milken Institute. His enduring influence spans financial innovation and large-scale social impact, making him one of the most consequential—and debated—figures in modern business history.

Michael Krasny, founder of CDW, built one of America’s largest and most enduring technology solutions providers from a small Chicago basement startup into a multibillion-dollar enterprise. Beginning in 1984 by selling IBM personal computers to local businesses, Krasny expanded CDW into a leading distributor of hardware, software, and integrated IT solutions for corporations, government agencies, and educational institutions nationwide. Under his disciplined leadership and customer-centric philosophy, CDW went public and sustained decades of growth through strategic acquisitions and deep vendor partnerships. Krasny’s journey from entrepreneur to tech industry titan exemplifies long-term execution and operational excellence in enterprise technology services.

Michael Jordan, global sports icon and billionaire entrepreneur, transformed athletic excellence into one of the most powerful personal brands in history. Widely regarded as the greatest basketball player of all time, Jordan won six NBA championships with the Chicago Bulls and later parlayed his competitive legacy into business dominance through the Air Jordan brand, a cornerstone of Nike’s empire. Beyond sports, he became a pioneering team owner with the Charlotte Hornets and built a diversified portfolio spanning endorsements, private investments, and philanthropy. Jordan’s post-career success set a new standard for athlete-entrepreneurs, redefining how greatness compounds far beyond the arena.

Michael Arougheti, cofounder and CEO of Ares Management, is one of the most influential figures in global alternative investing, having helped build Ares into a multi-hundred-billion-dollar asset management powerhouse. After beginning his career in leveraged finance at Donaldson, Lufkin & Jenrette, Arougheti cofounded Ares in 1997 with a focus on credit markets—long before private credit became a dominant asset class. Under his leadership, Ares expanded across private equity, real estate, infrastructure, and secondaries, establishing itself as a core capital partner to corporations and institutions worldwide. Known for his strategic foresight, disciplined risk management, and ability to scale complex investment platforms, Arougheti has been central to shaping the modern private credit and alternatives landscape.

Michael Arougheti, cofounder and CEO of Ares Management, is one of the most influential figures in global alternative investing, having helped build Ares into a multi-hundred-billion-dollar asset management powerhouse. After beginning his career in leveraged finance at Donaldson, Lufkin & Jenrette, Arougheti cofounded Ares in 1997 with a focus on credit markets—long before private credit became a dominant asset class. Under his leadership, Ares expanded across private equity, real estate, infrastructure, and secondaries, establishing itself as a core capital partner to corporations and institutions worldwide. Known for his strategic foresight, disciplined risk management, and ability to scale complex investment platforms, Arougheti has been central to shaping the modern private credit and alternatives landscape.

Max Lytvyn, cofounder and chief revenue officer of Grammarly, helped build one of the world’s most widely used AI-powered productivity platforms, transforming how people write and communicate online. A Ukrainian-born entrepreneur, Lytvyn co-founded Grammarly in 2009 alongside Alex Shevchenko and Dmytro Lider, scaling it from a niche grammar tool into a global company serving tens of millions of daily users across education, business, and consumer markets. While his cofounders focused on engineering and product, Lytvyn drove commercial strategy, partnerships, and enterprise adoption, playing a central role in Grammarly’s evolution into a multibillion-dollar software company at the forefront of applied AI.

Max Levchin, cofounder of PayPal and CEO of Affirm, is one of Silicon Valley’s most influential fintech architects, having helped define digital payments, online identity, and modern consumer credit. As PayPal’s original CTO, Levchin built the company’s core anti-fraud and risk systems, laying the groundwork for one of the internet’s most successful financial platforms. He later founded Affirm to reinvent consumer lending with transparent, installment-based payments that challenge traditional credit cards. A prolific angel investor and cofounder of the Founders Fund, Levchin has backed and shaped dozens of iconic tech companies, earning a reputation for deep technical rigor, product-driven leadership, and long-term conviction.

Georges Marciano, cofounder of Guess, helped define the global rise of designer denim, turning a small California startup into an iconic fashion brand recognized worldwide. After emigrating from France, Marciano and his brothers launched Guess in 1981, blending European style with American marketing savvy to capture the youth and luxury-casual markets. As the company expanded internationally, Guess became synonymous with provocative advertising, celebrity-driven branding, and premium denim. Following his departure from the company, Marciano remained active in private investments, real estate, and philanthropy, maintaining a lasting legacy in the global fashion industry.

Matthew Roszak, cofounder and chairman of Tally Capital, is one of the earliest and most influential institutional investors in blockchain and digital assets. A former private equity executive, Roszak pivoted to crypto in the early 2010s, backing foundational projects such as Ethereum, Blockstack, and numerous Web3 infrastructure companies before the sector entered the mainstream. Beyond investing, he has played a key policy and advocacy role as chairman of the Chamber of Digital Commerce, helping shape regulatory dialogue around blockchain adoption in the United States. Known for his long-term conviction, ecosystem-level thinking, and bridge-building between technology and policy, Roszak remains a central figure in the maturation of the crypto economy.

Matthew Prince, cofounder and CEO of Cloudflare, is one of the most influential figures in modern internet infrastructure, building a company that now protects and accelerates a significant share of global web traffic. After cofounding Cloudflare in 2009, Prince led its transformation from a security startup into a critical platform providing content delivery, DDoS mitigation, zero-trust security, and edge computing services to millions of websites worldwide. Under his leadership, Cloudflare has become a publicly traded company trusted by governments, enterprises, and developers alike, known for its principled stance on internet resilience, free expression, and cybersecurity. Prince’s blend of technical insight, public advocacy, and long-term vision has positioned him as a central architect of the modern, secure internet.

Matthew Calkins, founder and CEO of Appian, built one of the most enduring low-code software companies by betting early on automation, workflow, and enterprise speed. Launching Appian in 1999, Calkins steered the company through multiple technology cycles, positioning it as a core platform for digital transformation across government and large enterprises. Under his leadership, Appian went public in 2017 and became a recognized leader in low-code development and process automation. Known for his long-term vision, intellectual rigor, and independent thinking, Calkins has maintained founder control while shaping how organizations build and deploy software at scale.

Matei Zaharia, cofounder and CTO of Databricks, is one of the most influential computer scientists behind modern big-data and AI infrastructure. While a PhD student at UC Berkeley, he created Apache Spark, the open-source data-processing engine that revolutionized large-scale analytics and became foundational to enterprise data platforms worldwide. Zaharia went on to help build Databricks into a multibillion-dollar company, translating academic research into commercial cloud-native tools used by thousands of organizations. Known for bridging deep research with practical engineering, he remains a defining architect of the data and AI stack powering today’s digital economy.

Mat Ishbia, CEO and chairman of United Wholesale Mortgage, built the company into the largest wholesale mortgage lender in the United States by modernizing broker-centric lending through technology, scale, and relentless execution. Taking over the family business in 2013, Ishbia transformed UWM into a national powerhouse, leading it public via a SPAC merger and reshaping the competitive dynamics of mortgage origination. Beyond finance, he is a major sports owner, acquiring controlling stakes in the Phoenix Suns and Phoenix Mercury and investing heavily in team infrastructure and fan experience. Known for his intensity, competitive mindset, and emphasis on culture, Ishbia stands out as one of the most dynamic entrepreneurs in American finance and sports.

Martin Selig, founder and chairman of Martin Selig Real Estate, is one of Seattle’s most prominent commercial real estate developers, having shaped much of the city’s modern office landscape. Beginning in the 1970s, Selig built a vast portfolio of downtown office towers and mixed-use properties, often taking a contrarian approach by developing during market downturns and holding assets long term. Known for his bold architecture, aggressive expansion, and willingness to challenge conventional real estate cycles, Selig became a defining figure in Pacific Northwest commercial property. His career reflects decades of high-conviction development and enduring influence on Seattle’s urban core.

Markus Persson, known as “Notch,” is the creator of Minecraft, the best-selling video game of all time, which he developed as an independent project before it became a global cultural phenomenon. Launched in 2009, Minecraft’s open-ended, user-driven design attracted hundreds of millions of players and redefined sandbox gaming. In 2014, Persson sold Mojang, the studio behind Minecraft, to Microsoft for $2.5 billion, instantly making him one of the most successful game developers in history. Since then, he has remained largely outside the industry spotlight, becoming a symbol of the rare solo creator who built a generation-defining product.

Mark Walter, cofounder and CEO of Guggenheim Partners, built one of the world’s largest and most diversified global investment firms, overseeing hundreds of billions in assets across insurance, asset management, and advisory services. A former attorney, Walter helped architect Guggenheim’s distinctive structure, combining long-duration insurance capital with alternative and fixed-income strategies. Beyond finance, he is widely known as the controlling owner of the Los Angeles Dodgers, where he led a dramatic turnaround of the franchise, delivering multiple championships and setting new standards for investment in professional sports. Walter’s influence spans global finance, infrastructure, and elite sports ownership.

Mark Stevens, longtime partner at Sequoia Capital and former board member of Nvidia, is one of Silicon Valley’s most influential venture capitalists, known for backing foundational technology companies at critical inflection points. Joining Sequoia in the early 1990s, he helped guide investments in Google, YouTube, LinkedIn, PayPal, and Nvidia, playing an active role in scaling engineering-driven businesses into global leaders. Stevens is particularly associated with Nvidia’s rise, serving on its board for more than a decade as the company evolved into a cornerstone of graphics computing and AI infrastructure. His career reflects Sequoia’s hallmark blend of technical insight, long-term conviction, and quiet but decisive governance.

Mark Rein, vice chairman and cofounder of Epic Games, is one of the most influential executives in the global video game industry, helping build Epic into a powerhouse behind the Unreal Engine and blockbuster franchises like Fortnite. After early roles in game publishing, Rein partnered with Tim Sweeney in the early 1990s, focusing on business development, publishing strategy, and developer relations while Sweeney led technology. Rein played a central role in Unreal Engine’s rise as the dominant game-development platform and in Epic’s challenge to traditional digital distribution models. Known for his outspoken advocacy for developers and platform fairness, he remains a defining figure in interactive entertainment.

Mark Pincus, founder and former CEO of Zynga, was a pioneer of social gaming, turning casual games into a mass-market phenomenon on Facebook and mobile platforms. After early ventures in internet services and venture capital, Pincus launched Zynga in 2007, scaling hits like FarmVille and Words With Friends into a multibillion-dollar business that went public in 2011. Known for his aggressive growth strategies and product experimentation, he later stepped back from daily operations while remaining an active investor and entrepreneur through Reinvent Capital. Pincus continues to influence consumer technology at the intersection of gaming, social interaction, and digital monetization.

Mark Jones, cofounder and chief growth officer of Goosehead Insurance, helped build one of the fastest-growing independent insurance agencies in the United States by reinventing how personal insurance is sold and serviced. After decades in the insurance industry, Jones partnered with his son to launch Goosehead in 2003, combining a tech-enabled platform with a franchise model that scaled rapidly nationwide. The company went public in 2018, rewarding its founders with significant wealth and cementing Goosehead as a disruptor in a traditionally fragmented industry. Known for his entrepreneurial grit and deep industry expertise, Jones remains a driving force behind the firm’s expansion and culture.