MARK CUBAN

• Seasons 2 – Current
• Founded and sold MicroSolutions to CompuServe for $6 million
• Cofounded and sold Broadcast.com to Yahoo! for $5.7 billion
• Owner of Landmark Theatres
• Co-founder of AXS TV
• Owner of Magnolia Pictures
• Majority Owner of Dallas Mavericks
• Founder of the Fallen Patriot Fund

As far back as elementary school, Mark Cuban has been a tenacious entrepreneur. Growing up in Pittsburg, Pennsylvania, he was the son of a middle class family and watched his father spend the better part of his life working as an auto upholstery professional. His drive to accomplish more and to pave a better life for himself inspired him to make the most of what he was given, and today he is one of the most successful entrepreneurs in the business world.

Cuban’s entrepreneurial spirit was cultivated in middle school and high school when he sold sets of trash bags to fellow students to make money to buy a pair of shoes he desperately wanted. He also sold coins and stamps throughout school and made a name for himself as salesmen before he ever graduated from high school.

After high school, he went on to enroll at Indiana University. During his college years, he purchased and managed the most popular bar in the city. However, after the bar was shut down he moved to Dallas to pursue bigger and better things. Although he initially took a spot as a bartender, he later launched a company called MicroSolutions and sold it in 1990 for $6 million. He cleared roughly $2 million after taxes, but saved another $1 million to pursue additional interests down the line.

At the ripe age of 30, Cuban took the $3 million in his bank account and purchased a $125,000 lifetime pass on American Airlines, and was flying first class anywhere he wanted to. Despite his near ‘’rock star” status, Cuban was still making moves for his future. He started working for a hedge fund and ended up selling it with a partner for $20 million.

In 1995, Cuban and longtime friend Todd Wagner developed a powerful business idea to stream audio over the internet. At the time, it was known as Broadcast.com. Over the next four years, they developed the company and created a significant audience for their services. They eventually sold the company to Yahoo for a record $5.6 billion dollars. Cuban had become a billionaire by the age of 37.

Five years after reaching billionaire status, Cuban took a dramatic turn in his investment portfolio. In 2000, he purchased a majority stake in the Dallas Mavericks. The purchase set him back $285 million, but it might have been his biggest and best investment ever. Forbes reports that the Dallas Mavericks are the fifth most valuable sports franchise in the NBA, worth over $685 million.

Today, Mark Cuban is married with three children and continues to make major strides within the business and entertainment world. His appearance on the hit reality series “Shark Tank” has catapulted his popularity and brought his magnetic personality to the masses. His work as an entrepreneur and business investor is undisputed, and at not even 60 years old, he is far from done.

Mark Cuban shares his wealth of experience and business savvy in his first published book, How to Win at the Sport of Business: If I Can Do It, You Can Do It.

Alex Rodriguez

• Season 9
• Founder A-Rod Corp investment firm
• Most grand slams in history, member of the 3,000-hit club
• Co-wrote two children’s books, Hit a Grand Slam and Out of the Ballpark
• Won an Emmy as a baseball commentator for Fox Sports
• Signed the largest sports contract ever (at that time)—$275,000,000 for 10 years
• Headed up hurricane relief efforts for Florida, Puerto Rico and the Caribbean

Alex Rodriguez is one of the best-known athletes in the world, and he’s accumulated a long list of impressive accolades, including most grand slams in history, member of the 3,000-hit club, picked first in the 1993 MLB draft at age 17, three-time American League MVP, etc., etc., etc.

Alex was born in New York City in 1975. His family returned to the Dominican Republic when he was 4 and later settled in Miami, where his single mother worked three jobs to provide for her children. He excelled in baseball and football in high school and was offered an athletic scholarship to the University of Miami. He decided to go directly into professional baseball and signed with the Seattle Mariners for a $1,000,000 contract and a $1,000,000 signing bonus.

Less well-known is Alex’s talent for business. He started investing while still in his 20s, establishing A-Rod Corp with the purchase of a single duplex in Miami. He and his hand-picked team of accomplished investment professionals grew the corporation into a fully integrated real estate investment and development firm, later branching out into sports, wellness, media and entertainment ventures. Alex believes in keeping it simple: Invest in companies that you are passionate about and can contribute to over and above the capital.

Alex has a long memory for the people and organizations who helped him. He is dedicated to supporting the Girls and Boys Club, donating $1 million to the Miami-Dade chapter and funding scholarships for Girls and Boys Club alumni to attend the University of Miami. He also remains loyal to UM, donating $4 million to renovate the baseball stadium and $500,000 to the UM School of Business Administration.

In addition to guest-sharking, Alex mentors financially strapped former pro athletes on Back in the Game on CNBC.

Alli Webb

• Season 10
• Creative genius behind Drybar, the premier hair salon for blowouts
• Recognized by Fortune as one of the top young businesswomen in the world
• Best-selling author: The Drybar Guide to Good Hair for All
• Dedicated to helping children and families in need, e.g., Baby2Baby and Los Angeles Children’s Hospital

Alli Webb is the founder of Drybar, the nation’s premier hair salon offering blowouts exclusively—wash, blow dry, style. No cuts, no color. More than that, it’s a delicious experience: 45 minutes of relaxation and beautification in the trendy décor of white, bright yellow and gray. The “bar” atmosphere includes cashiers who are called “bartenders” and hairstyles such as the Cosmo, Mai Tai and Manhattan—eight unique styles that range from old Hollywood waves to metro-chic sleek.

Alli mastered hair styling when she was still a kid—she had unruly curly hair to tame. But after high school, she went into the fashion industry. It wasn’t the best fit for her, so she decided she needn’t chose one of her two major interests. She went to beauty school, training with some of the great stylists on the East Coast, and proceeded to do hair at fashion shows. That’s what she was doing when she met her husband, Cameron, moved to California and became a stay-at-home mom. After about five years, she was missing the creative outlet of styling hair and started a small business, Straight-at-Home: a mobile service that provided affordable blowouts at clients’ homes. She and her service were so wildly popular that she soon could not handle the demand. She unwittingly had filled a huge gap in the hair care market. Full-service salons were overcharging for blowouts. Alli charged reasonable prices while retaining the feel of a luxurious experience.

The mobile service was no longer sufficient to meet the demands of her clients. She had to open a shop in which she could stay in one place and have her devoted clients come to her. She enlisted the talents of her husband in branding, advertising and website design and her brother, Michael Landau, in business and growing world-class brands, and the three founded the first Drybar in Brentwood, an affluent neighborhood in Los Angeles. Today, Alli has more than 100 salons that stretch across the country, and she is looking toward Paris. Her product lines and hair-styling tools are sold in Nordstrom, Sephora, and Ulta, and she made the best-seller lists with her book on mastering the perfect blowout.

Alli has been named one of the “100 Most Creative People in Business” by Fast Company and “Most Fascinating Women” by Marie Claire. She was featured on Fortune magazine’s “40 Under 40” list as one of the top young businesswomen in the world. Drybar was named one of the top “100 Brilliant Ideas of 2010” by Entrepreneur magazine and New York Magazine’s “Boom Brands of 2013.”

Anne Wojcicki

• Season 11
• Co-founder and CEO of 23andMe, named “Invention of the Year” by Time in 2008
• Named “The Most Daring CEO” in 2013
• Hosted an extravagant fundraising event for Barack Obama with tickets starting at $32,400
• Co-founder of the Breakthrough Prize given for excellence in physics, life sciences and math

Anne Wojcicki, Linda Avey, a biotech executive, and Paul Cusenza, a management expert, founded 23andMe in 2006 as a way of connecting individuals to their unique, paired set of 23 chromosomes. It is the only FDA-approved direct-to-consumer genetics testing company. Today, the company has more than 10,000,000 customers in more than 50 countries and has a $2.5 billion valuation.

Consumers mail a test tube containing their saliva to the company, which analyzes their DNA and reports any risk for more than 240 health conditions, including cystic fibrosis, sickle cell anemia, certain cancers, Alzheimer’s, Parkinson’s, and coeliac disease, as well as information on their ancestry and where their relatives lived around the world.

The company’s goals are two-fold. The first is to give consumers control over their own medical destinies. For example, if a person finds that she is at a high risk for diabetes, she can make lifestyle changes, such as buy a workout DVD and change her diet.

The second goal is to amass genetic information from as many people on the planet as possible. 23andMe has a data set that is the largest in the world, and it has led to the discovery of numerous genes associated with illness.

Anne grew up on the Stanford University campus. Her father was chair of the physics department, her mother a journalism teacher at Palo Alto High School. They fostered independence in their daughters and expected them to do something meaningful with their lives: Anne, Susan (the current CEO of YouTube, previously instrumental in the founding of Google), and Janet, a PhD in anthropology and epidemiology at the University of California, San Francisco, where she researches everything from obesity to HIV.

Anne graduated from Yale University with a BS in Biology, having done molecular biology research at the National Institutes of Health. After graduating, Anne worked on Wall Street for investment funds, analyzing biotechnology companies. She was frustrated that such a wealthy country could neglect the basic medical needs of some of its citizens. She quit Wall Street in 2000, intending to enroll in medical school. Instead, she decided to focus on research. That year, she met Linda Avey and Paul Cusenza. They pitched the idea of a DNA profiling company to Google, which invested $3.9 million.

23andMe does not only indicate predispositions to certain diseases, but it also helps create the drugs that will treat those diseases. In 2018, GSK (formerly GlaxoSmithKline) invested $300 million into 23andMe, and the two companies will collaborate in developing new medications.
Anne understands the importance of an employee-oriented corporate culture. Happy employees are productive employees, and productive employees contribute to the overall success of the company.

One innovative perk Anne has initiated is “Social Integration Thursday.” Everyone in the company, in groups of five, goes out to lunch on the company’s dime. The members of the group are selected at random by a software program. They can get to know each other, understand one another’s work situations and possibly come up with ideas and solutions.

The Brin Wojcicki Foundation, started by Anne and Google co-founder Sergey Brin when they were married, has given hundreds of millions of dollars in grants to non-profits working on education, environmental issues and women’s issues, as well as to the Human Rights Foundation and the Tipping Point Community that seeks to eliminate poverty in Northern California. The bulk of their largess, however, goes to the Michael J. Fox Foundation for Parkinson’s Research.

In her free time, Anne loves nothing better than spending time with her children, Benji and Chloe, and her extended family, walking in the park or simply hanging out.

Ashton Kutcher

• Season 7
• Actor, model, producer, entrepreneur, and venture capitalist
• Won first place in ‘Fresh Faces of Iowa’ modeling competition and modeled for Calvin Klein & Ambercrombie & Fitch
• Executive Producer of several reality television shows including ‘Beauty and the Geek’ and ‘Opportunity Knocks.’
• Established DNA Foundation (THORN) to build software to combat human trafficking. Addressed the US Senate Foreign Relations Committee on this subject in February of 2017
• First Twitter user to gain more than 1 million followers

If you were a fan of That 70s Show or laughed through Dude, Where’s My Car?, you probably would not have predicted that joining the high level venture capitalists on Shark Tank was anywhere in Ashton Kutcher’s future.

But even though his most prominent roles were as a pretty boy with more brawn than brains, Kutcher had always been a hard-working, intelligent person. His early life in a middle class family in Iowa gave him a strong work ethic. He began working construction with his dad at age 10, then worked a variety of jobs, including janitor, butcher and factory worker during his high school years.

When he entered the University of Iowa, Kutcher planned to major in biochemical engineering. But fate intervened when he won a modeling competition and decided to drop out of college to move to New York. He eventually ended up in Los Angeles, pursued his interest in acting, and got his big break in 1998 when he got the part of Michael Kelso.

So how did Kutcher go from an actor playing the local pretty boy to sitting pretty next to Mr. Wonderful? In an interview with Zack O’Malley Greenburg of Forbes in April, 2016, he tells the story: “A decade ago 50 Cent took an equity stake in Vitaminwater parent Glaceau in exchange for becoming the face of the beverage–and earned an estimated $100 million when Coca-Cola purchased the company in 2007. … I’m like, ‘Whoa, hold on, wait a second. I’ve got to figure out how to get in the equity game, because it just makes so much more sense.'”

In 2011 Kutcher teamed up with music manager Guy Oseary (U2, Madonna) and billionaire Ron Burkle, investing in companies such as Uber, Airbnb, Skype, Spotify and Pinterest. Within five years the partners had created a portfolio estimated at $250 million and growing. Along the way they gained additional investors, among them Mark Cuban, David Geffen and Liberty Media.

Although Kutcher keeps his exact net worth private, in 2017 it was estimated by various sources at somewhere around $200 million. The roles played by Kutcher the actor simply showcased his talent in acting. His success in the high stakes world of venture capital clearly demonstrates his ability to recognize opportunity and his drive to take full advantage of it. When asked by Greenburg in the Forbes interview about how he became such a successful investor, he recalled meeting Silicon Valley elites such as Ron Conway and Michael Arrington. “I spent 90% of my time just listening,” he said. “Once you learn how to identify a snow leopard, it’s pretty easy to see a snow leopard coming along.”

Barbara Corcoran

• Seasons 1 – Current
• Cofounded and sold The Corcoran Group (real estate) for $66 million
• Founder of The Corcoran Report
• Public Speaker and Author
• Contributor to The Today Show on NBC

Barbara Corcoran is an American business icon, speaker, consultant, author, investor, and star of the hit show Shark Tank. Her tenacious business attitude and drive to assist other entrepreneurs down their paths to success makes her an audience favorite in the tank. However, her life wasn’t always so clearly defined.
Corcoran was born on March 10th 1949 in Edgewater, New Jersey. The second oldest of 10 children, she was immediately in competition from day one. Her mother was a homemaker and her father was a printing press foreman. She grew up learning the value of a hard work ethic, although Barbara struggled through school, barely managing to pull D’s in most of her classes. She eventually graduated from high school and enrolled at St. Thomas Aquinas College, graduating in 1971.

Once she completed her education she become a teacher, but only stuck with it for one year. Throughout her life, Corcoran has held twenty-two jobs. She credits her work as a waitress at a diner for helping her become the business mogul she is today. During one of her shifts she met a man made Ray Simone, a New Jersey based home builder. The duo started dating and shortly thereafter, she borrowed $1,000 from him to launch her own apartment rental company. However, it wasn’t long before their relationship dissolved.

Simone funded that initial investment of $1,000, but it was Corcoran who helped the company expand. After showing an apartment to a Union Carbide engineer who decided to purchase it rather than rent, Corcoran realized the potential within sales. She posted an ad for a sales agent the following day setting into motion her career in real estate. Within just two years, the Corcoran-Simone company was generating over a half million dollars in sales.

It took several years for the company to dissolve but according to Corcoran, Simone said she would never succeed without him, which further fueled her desire to make a name for herself. They divided the company in 1978 and she founded the Corcoran Group, the first female-run real estate company. The company earned over $350,000 in its first year.

Fast forward to 2001 when Corcoran decided it was time to sell the company. She had shifted her focus to family matters, after trying to get pregnant for over eight years and eventually giving birth to her son, Tommy. With negotiations on the table and an annual revenue of $100 million, and realizing she was the top broker in New York City, she told her attorney to find a buyer for $66 million—her lucky number. She sold the company to NRT Inc. within just a few short days.

After exiting the New York City real estate market, Corcoran wanted to get in front of the public in a fresh way. She decided to co-author a book, became a short-lived Fox consultant, and then went on to join the cast of Shark Tank. Her investments and public appearances have helped her multiply her millions and have given her a prominent place among business leaders.

You can learn from Barbara’s vast business experience in her books, Shark Tales: How I Turned $1,000 into a Billion Dollar Business, and Use What You’ve Got, and Other Business Lessons I Learned from My Mom.

Bethenny Frankel

• Season 9
• Founder & CEO of Skinnygirl Cocktail
• Author of Four Self-Help Books
• Named by Forbes Magazine as one of the Top 100 Most Powerful Celebrities

When a celebrity becomes an entrepreneur, or an entrepreneur becomes a celebrity, the issue seems much like that old philosophical question: which came first, the chicken or the egg? Bethenny Frankel has managed to answer the question by being both—a celebrity and an entrepreneur.

Frankel describes her childhood as one of struggle and difficulty. At the same time, her experiences provided her with a lot of grit and strength and skills that have enabled her to succeed even under difficult circumstances. She was raised around racetracks in New York; both her father and stepfather were horse trainers. Frankel told CNBC Make It: “I mean, I grew up at the racetrack, which is hustlers and gamblers and the betting windows and odds. … It’s a straight hustle all the time, every day. … Life is a horse race, so I grew up at the races.”

In 2005 she appeared on “The Apprentice: Martha Stewart,” a reality competition series and was one of two finalists. In 2008 she was selected for the reality television series “The Real Housewives of New York.” Frankel worked as a bartender, a production assistant, personal assistant to hotel magnate, Kathy Hilton, a natural foods chef marketing Bethenny Bakes, and sold pashminas at house parties before coming up with her idea for a low-calorie cocktail marketed primarily to women. Initially she had difficulty marketing the idea, but eventually found a partner and established Skinnygirl Cocktail Company. The business took off faster than anyone expected, and in April of 2011 she sold the company to Beam Suntory for an estimated $100 million.

At the same time she was acting on television and growing a highly successful business, Frankel was also writing self-help books such as “Naturally Thin: Unleash Your SkinnyGirl and Free Yourself from a Lifetime of Dieting,” and “A Place of Yes: 10 Rules for Getting Everything You Want Out of Life.”

In order to share some of her success with others, Frankel created B Strong, a charitable program that works with the disaster relief organization, Delivering Good, to help people affected by natural disasters. She has been involved in relief work in Puerto Rico since the devastating hurricane in 2017.

When Frankel sold her Skinnygirl Cocktail business, she retained the right to use the name for other products and she has continued to expand Skinnygirl into a $100 million lifestyle empire, creating products such as Skinny Pop, Skinny Pizza and Skinny Flavored Latte. Her latest venture is the creation of Skinnygirl Jeans, due to hit the market in August of 2018.

Perhaps best known for her sass and straightforward, spicy talk, Frankel summed it up by stating to Inc. magazine in 2011: “I worked hard, I did it on my own and I busted my ass the whole way. It’s been a long time coming!”

Blake Mycoskie

• Season 12
• Founder TOMS Shoes
• Founder Social Entrepreneurship Fund
• Founder Madefor
• Secretary of State’s 2009 Award of Corporate Excellence
• 2015 Next Generation Award from Harvard’s School of Public Health
• 2016 Cannes Lion Heart Award

Blake Mycoskie is a serial entrepreneur, philanthropist and bestselling author most known for founding TOMS Shoes, and is the person behind the idea of One for One®, a business model that helps a person in need with every product purchased. Since its inception, TOMS Shoes has provided almost 96 million pairs of shoes to children around the globe.

In 2014, after selling half of the company to Bain Capital, Mycoskie stepped down as CEO of TOMS. Utilizing half of his proceeds, he started the Social Entrepreneurship Fund to help early startups with core social missions get off the ground with much-needed funding. Since then, he has invested in over 25 social enterprises.

More recently, Mycoskie co-founded his newest company, Madefor. A 10-month program that applies the principles of modern neuroscience, psychology and physiology to make your brain and body better. Created alongside scientists from Stanford, Harvard and other top universities, Madefor helps people learn and sustain positive habits and practices that have the greatest impact on their lives.

Mycoskie has achieved numerous accolades for his unique approach to business including the Secretary of State’s 2009 Award of Corporate Excellence, the 2015 Next Generation Award from Harvard’s School of Public Health, the 2016 Cannes Lion Heart Award and the 2018 amfAR Award of Courage. Mycoskie has also been featured in People Magazine in the “Heroes Among Us” section and in Fortune Magazine’s “40 Under 40,” among others.

Mycoskie also recently expanded his philanthropic efforts to include the funding of the Center for Psychedelic and Consciousness Research at Johns Hopkins, making it the first such research center in the U.S. and the largest of its kind in the world.

Born and raised in Texas, Mycoskie now resides in Jackson, Wyoming, with his family, dogs and horses. In his free time, he can be found outside enjoying nature whether it is rock climbing, surfing or snowboarding.

Robert Herjavec

• Seasons 1 – Current
• Cast member of the Canadian series Dragons’ Den
• Founded and sold BRAK Systems to AT&T Canada for $30.2 million
• CEO and founder of Herjavec Group (IT Security)
• Ernst & Young, Entrepreneur of the Year Award (2012)
• Sold RAMP Networks to Nokia for $225 million

Robert Herjavec is a gregarious entrepreneur who has built and sold several multi-million dollar IT companies and who now runs The Herjavec Group, a fast-growing security software company. His business success has earned him global recognition and seen him chart as a bestseller as the author of “Driven” and “The Will to Win.” Robert is a goldmine for budding entrepreneurs who are looking to tap into some hard-earned wisdom.
It was in Canada that Robert learned his early lessons in the working world, as an immigrant from the farmlands of Croatia discovering what it meant to be poor in an alien economic landscape. He quickly learned to make ends meet as a newspaper deliveryman and a waiter, picking up valuable lessons in relating to his customers, maximizing his tips and turnover.

Before his foray into entrepreneurship, he experienced a variety of industries including working in retail, in film production as an assistant director and even as a collection agent. Adaptability is a trait that Robert emphasizes as key to success for an entrepreneur.

Robert’s entry into the tech industry involved him convincing Logiquest, a computer start-up, to let him work there for free. He was under qualified for the position selling IBM mainframe emulation boards, but after 6 months he earned himself a paycheck and went on to become the General Manager. He was eventually fired from the company, which gave him the push to start his own company to keep up with his mortgage payments.

Robert says he’d never thought of becoming an entrepreneur, yet after starting BRAK Systems in his basement, it soon became Canada’s top provider of Internet Security Software, before being sold to AT&T Canada. Within couple of years Robert managed to sell RAMP Networks, another technology company, to Nokia for $225 million.

Robert attributes his success to working in a field that he’s passionate and knowledgeable about. After taking three years retirement to spend time with his family, he started his best business yet, The Herjavec Group. It’s an IT integrator that does computer security and information storage for enterprise and government. He says its like a mini IBM. The Herjavec Group has become the fastest growing Canadian security company to date, earning tens of millions of dollars in revenue every year.

Aside from technology, Robert has a love of racing cars, achieving multiple podiums in the Ferrari Challenge North America Series.

In response to the question of what he would differently if he had to do it all again, Robert says he would have dreamed bigger.

Lori Greiner

• Seasons 3 – Current
• Known as “The Queen of QVC”
• Has created more than 600 products
• Holds over 120 U.S. and foreign patents
• Host of “Clever and Unique Creations by Lori Greiner”
• Founder of the For Your Ease Only (product development and marketing)

Meet Lori Greiner, one of the most prolific inventors of retail products of her time. Lori’s career began with one idea that catapulted her into becoming an international multi-million dollar brand. She has now created over 450 products and holds 120 US and international patents.

The key to Lori’s success is her ability to problem solve for the masses, creating affordable products that improve people’s lives. Known as the QVC Queen, Lori’s passionate entrepreneurism has won her a huge following, along with wide recognition for her achievements.

Reining from Chicago, Lori majored in Communications at Loyola University Chicago, with a focus on journalism, television and film. Lori was working at The Chicago Tribune before she acted on her inspiration to produce an earring holder, taking out a $300,000 loan and hustling to get it into J.C. Penny Stores in time for the holiday season. Within her first year of business, Lori’s company For Your Ease Only Inc. had made over $1 million in sales and she hasn’t slowed down since, now with a net worth of over $100 million. Lori is the CEO, working with the support of her husband Dan beside her, managing product development and marketing for her extensive range of inventions.

Driven by an enthusiasm for problem solving, both in her own life and those of her customers, Lori’s products can be found in the homes of millions, including celebrities like Oprah Winfrey, Heidi Klum and Joan Rivers. During her 16 year run on QVC, Lori has had a 90% success rate with the products featured on Clever and Unique Creations by Lori Greiner. From kitchen tools to travel bags, Lori’s product range answers to a diversity of needs and she has a keen instinct for a product’s potential for success.

Known as the warm-blooded shark on Shark Tank, Lori values opportunities to give back to the entrepreneurial community, being generous with her offerings of advice. Lori hit the bestsellers list with her first book Invent It, Sell It, Bank It!: Make Your Million-Dollar Idea into a Reality, a hands-on step-by-step guide on how to turn an idea into a million dollar reality. Lori’s product line is regularly featured in Town & Country, O The Oprah Magazine, Woman’s Day, Family Circle and InStyle. She has also been profiled in The Financial Times and Success for her outstanding entrepreneurial achievement.

Kevin O’Leary

• Seasons 1 – Current
• AKA Mr. Wonderful
• Cast member of the Canadian series Dragons’ Den
• Founder of O’Leary Mortgages, O’Leary books, O’Shares Investments, O’Leary Ventures, O’Leary Funds Management, and O’Leary Fine Wines
• Cofounded and sold The Learning Company to Mattel for $4.2 Billion

Kevin O’Leary, AKA Mr. Wonderful, is well known for his audacious role on Shark Tank, however his history within the business sector has earned him the right to have such a brazen voice in the show. Let’s take a closer look at the man behind the legend and how he came to be the success he is today.
Kevin O’Leary was born in Montreal, Quebec Canada. Learning much from his mother, Kevin began investing his money in high school and took an active interest in how to manage funds properly. His mother taught him to only spend the dividends of his investment and never the principal. That was a lesson that stuck with him for the rest of his life.

O’Leary’s life was forever changed by his very first job at an Ice Cream Parlor when his boss demanded that he scrape gum off the floor. His response was simply, “No” and so he was fired. He vowed then and there to be self-employed for the rest of his life. That moment moved him to attend university despite wanting to be a photographer, and he eventually went on to earn an MBA in entrepreneurship from the Ivey Business School at The University of Western Ontario.

During his time at University, O’Leary took a summer placement job with Nabisco in downtown Toronto. He worked with the company as an assistant brand manager, marketing their cat food after his internship, and was in charge of increasing the brand’s market share.

After his time with Nabisco, he went on to work as a television producer. Shortly thereafter, he founded Special Event Television (SET) and enjoyed moderate success with this venture. One of his partners later bought out his stake in the company for $25,000.

Next O’Leary decided to launch another successful venture, Softkey, a repackager of high-end business software for the consumer market. He secured an investor for $250,000, who later backed out before signing paperwork, and he was ultimately left to find funding elsewhere. Taking the $25,000 he had earned from his sale of SET, O’Leary was able to secure an additional $10,000 from his mother. To get distribution for the software, O’Leary approached printer manufacturers pitching a bundle with their software. It worked. By 1994, Softkey was a billion dollar consolidator in the educational software market, and acquired more than 60 rival companies. Softkey had wiped out the competition thanks to O’Leary’s often unpleasant and fanatical approach to business. Two years later in 1996 Softkey acquired The Learning Company (TLC) for $606 million and took its name. The company was eventually sold by O’Leary for a whopping $4.2 billion to Mattel in 1999. In 2008 he co-founded O’Leary Funds Inc. (a mutual and investment fund management firm that handles over $1.5 billion) with his brother and company director Shane O’Leary. He has built companies bearing his name in a number of other industries including O’Leary Ventures, O’Leary Mortgages, O’Leary books, and O’Leary Fine Wines.

O’Leary has also dabbled in writing and journalism, and released his first book in 2011 entitled Cold Hard Truth: On Business, Money & Life. He followed up that book with Cold Hard Truth On Men, Women, and Money: 50 Common Money Mistakes and How to Fix Them, and Cold Hard Truth on Family, Kids and Money.

O’Leary has appeared on numerous television shows both on and off camera. His resume includes SqueezePlay on the Business News Network, Discovery Project Earth, Dragon’s Den, and of course Shark Tank. Tenacious, determined, and highly skilled in business, O’Leary will undoubtedly go down as one of the savviest business entrepreneurs of the 21st century.

Daymond John

• Seasons 1 – Current
• Founder of FUBU apparel company
• CEO and founder of The Shark Group
• Brandweek Marketer of the Year (1999)
• NAACP Entrepreneurs of the Year Award (1999)
• Crain’s Business Forty Under Forty Award (2002)
• Ernst & Young’s New York Entrepreneur of the Year Award (2003)
• Board of Overseers and volunteer at NFTE
• Appointed by President Obama as an ambassador to promote underserved entrepreneurs (2015)

A resourceful entrepreneur, Daymond John’s evolution from waiting tables at Red Lobster to carving a career with unparalleled success in fashion and branding is quite a story. He credits his success to his love of learning. A true opportunist, Daymond always found a way to up his game and acquire the skills he needed to take his business to the next level. ‘The only thing more expensive than education is ignorance,’ he says, putting his money where his mouth is. Daymond has become a thought leader who regularly shares his wisdom as a sought after branding and business expert and motivational speaker.

Daymond’s creative vision, commitment and sewing skills got the most iconic fashion brand in recent years off the ground from his mother’s remortgaged house in Hollis, Queens. FUBU, standing for “For Us By Us,” tapped into a market that had previously been neglected and paved the way for Daymond’s total innovation of branding strategy. Sharing his neighborhood with Hip Hop artists like RUN DMC and Salt-N-Peppa, FUBU became a synonymous with the emerging music culture that had a dedicated and growing community. When Daymond succeeded in getting various rappers, including superstar LL Cool J, to wear his T-Shirts on their music videos, popularity for his brand soared. He was still waiting tables while building the company for several years, sewing much of the merchandise himself. He recruited a couple of friends and then eventually some seamstresses, who came to work in his mother’s house as sales started to climb.

Drive and improvisation have gotten Daymond through one learning curve after another. The journey from sewing hats in his kitchen to being listed #15 on Details magazine’s list of “50 Most Influential Men” has earned him some valuable lessons. From mastering manufacturing to developing the perfect partnerships, to building and maintaining brand legitimacy, Daymond has become a master strategist. He soon recognized that the only way to fill the gaps in his knowledge was to partner with someone who already knew what he needed to know. When he signed a deal with Samsung America for global distribution, FUBU reached annual sales of $350 million, on a par with Donna Karan New York and Tommy Hilfiger.

Daymond now uses his branding expertise to build new companies through strategic relationships with icons in pop culture. As author of Display of Power: How FUBU Changed A World Of Fashion, The Power of Broke: How Empty Pockets, a Tight Budget, and a Hunger for Success Can Become Your Greatest Competitive Advantage, and The Brand Within: How We Brand Ourselves, From Birth To The Boardroom, Daymond continues to share his wisdom on the power of relationships in building brand success.

Charles Barkley

• Season 10
• Played 16 years in the NBA
• Member of Basketball Hall of Fame
• Won two Gold Medals at Olympics as part of the Dream Team
• Won an Emmy for Outstanding Television Analyst
• Wrote a New York Times Best Seller

Charles Barkley has won just about every accolade professional basketball has to offer, including being named one of the 50 Greatest Players in NBA History, inducted into the Basketball Hall of Fame and winning two gold medals as part of the “Dream Team” in the 1992 and 1996 Olympics. And he only started playing basketball in high school as a way to get a free college education. He almost missed out. There was no interest in him until a scout saw “a fat guy who can play like the wind” at Charles’s last high school game and recruited him for Auburn University, where Charles majored in business management. There he was the Southeastern Conference (SEC) Player of the Year (1984) and later the SEC Player of the Decade for the 1980s.

Charles started in the NBA with the Philadelphia 76ers in 1984 and retired in 2000 with the Houston Rockets due to a career-ending injury. It says everything about Charles that he was not going to end his career being carried off the court. He returned for one game and scored with his trademark, an offensive rebound and putback, and walked off the court to a standing ovation.

Charles went on to his dream job—being paid to watch basketball. He appears regularly during pregame and halftime shows and special NBA events. He is also part of Inside the NBA, a post-game show that provides recaps and comments on games that day and general NBA news. He won a Sports Emmy Award for “Outstanding Studio Analyst.”

If all that is not enough, he also writes and acts. He and sportswriter Roy S. Johnson collaborated on the autobiographical work, Outrageous. Later, he wrote the best-selling I May Be Wrong, But I Doubt It and Who’s Afraid of a Large Black Man?, a collection of interviews with VIPs in entertainment, sports, business and politics. He has appeared in Suits and Modern Family, played himself in Space Jam and is the voice of an animated version of himself in We Bare Bears.

Charles is part of the Alabama Futures Fund that has invested $25 million into start-ups located in Alabama or willing to relocate to Alabama, his home state. The fund also adds meaningful capital to foster economic growth in the state. He personally invests in the careers of minority scientists and into research to determine what factors lead to bad health choices by poor minorities. He pledged one million dollars to help minority women start Internet and technology businesses.

His charitable efforts are legion, from a million dollars for Hurricane Katrina victims, a million to a Birmingham, Alabama, elementary school and another million to his high school, Leeds, to help students pay for college to paying the college tuition of a busboy he met in a restaurant and paying funeral costs for victims of various tragedies. The Charles Barkley Foundation contributes to cancer research, human rights and refugee organizations and veteran support groups.

Chris Sacca

• Seasons 7 and 8
• Founded Lowercase Capitol in 2007
• Served as Head of Special Initiatives for Google and received their highest honor, The Founders Award
• Worked on Obama’s campaign as Telecommunications, Media & Technology Adviser
• MIT Enterprise Forum Global Trustee
• Avid skier and an Ironman Triathlete

Chris Sacca participated in the 7th and 8th seasons of Shark Tank after amassing “one of the best portfolios of any investor in tech,” according to Alex Konrad of Forbes in an article published on 4/26/17. He was likely one of the more colorful guests to appear. Chris recalls that “when I first agreed to do Shark Tank, they asked me to wear a suit, and I was just like, ‘No, I can’t. It’ll end my career.’”

Chris earned a JD from Georgetown University, graduating cum laude in 2000. Although he had always been interested in business and helping to create and build successful enterprises, he reasoned that studying law rather than business or management would enable him to obtain the invaluable critical thinking and negotiating skills that are taught in law school and are indispensable in creating or running a successful business.

During his college years, Chris used his student loans to establish a business enterprise that was ultimately not successful. With his remaining money he began to trade on the stock market. In 1998, he discovered a flaw in the software of online trading brokers, exploiting which he managed to earn $12 million in 18 months from just 10–20 thousand dollars. However, due to some miscalculations on his part, and the economic downturn, he eventually found himself $4 million in debt. Not wanting to file bankruptcy, he moved to Silicon Valley to work as an associate attorney at Fenwick & West and worked additional jobs to pay off his debt. In 2001 he was laid off due to downsizing and experienced several years of frustration and financial difficulty.

Not one to be laid low for long, however, Chris established The Salinger Group. Working as a consultant he eventually secured a job at Google as Head of Special Initiatives. By 2007 he had paid off his debts and left Google to become an angel investor. Making early bets in companies such as Twitter, Uber, Instagram and Kickstarter, by 2017, Forbes estimated his net worth at $1.2 billion, and included him on the Midas List.

In April of 2017, Chris Sacca decided to retire from the investment world to concentrate on other interests, such as podcasts, mitigating climate change, criminal justice reform and promoting diversity in the startup ecosystem. It might have seemed more likely that he would just continue to invest and increase his net worth, but he was simply following his own advice: “Be your unapologetically weird self.”

Daniel Lubetzky

• Season 11 & 12
• Founder and CEO of PeaceWorks
• Founder and CEO of KIND Healthy Snack
• Named Presidential Ambassador for Global Entrepreneurship by President Barack Obama
• Author of The New York Times bestseller, Do the KIND Thing: Think Boundlessly, Work Purposefully, Live Passionately
• One of TIME Magazine’s “25 Responsibility Pioneers”
• One of Advertising Age’s “50 Most Creative People”

Daniel Lubetzky is the son of a Holocaust survivor and grew up hearing of the horrors interspersed with the kindnesses prisoners who had nothing bestowed on one another. His father’s life was saved by a Nazi guard’s uncharacteristic moment of kindness. The importance of kindness and the need to build bridges instead of erecting walls influenced his every pursuit.

Daniel was born and raised in Mexico City. When he was 16, he moved with his family to Texas. He was a natural entrepreneur: reselling watches at flea markets and promoting and performing in magic shows while in high school. He received a B.A. in economics and international relations from Trinity University in Texas and studied abroad in Israel, where he became friends with Israelis and Palestinians. His senior thesis expressed his belief that peace could be achieved in conflict regions through joint business ventures.

After earning his J.D. from Stanford Law School in 1993, he had the opportunity to research the feasibility of joint ventures between Arabs and Israelis. During his research in Israel, Daniel discovered a delicious sun-dried tomato product that resulted in PeaceWorks, a “not-ONLY-for-profit”™ corporation pursuing both peace and profit. Tomatoes from Turkey, glass jars from Egypt, olive oil from Palestine and produced in Israel—the sun-dried tomato spread was an effective business model. It was in everyone’s best interests to maintain peaceful relations.

In the early 2000s, Daniel co-founded the PeaceWorks Foundation’s OneVoice Movement—an international grassroots effort that fortifies and promotes the voices of moderate Israelis and Palestinians who want an end to the conflict.

While traveling for PeaceWorks, Lubetzky found a bar with whole nuts and fruit in Australia. That bar was the catalyst for KIND Healthy Snacks, the fastest-growing US snack company ever. The KIND Movement encourages random acts of kindness by individuals and organizations. The KIND Foundation is now financing the $20 million program, Empatico, that will connect school children around the world so that they can get to know each other, celebrate their similarities, appreciate their differences and expand their world views.

Daniel co-founded Maiyet, a company that partners with artisans in developing nations that create unique and luxurious fashions, promotes their self-sufficiency and mentors them as entrepreneurs.

In 2017, Daniel launched a public advocacy organization called Feed the Truth to counteract the food industry’s influence on food policy and public health.

To share his story and leadership philosophy, Daniel wrote Do the KIND Thing: Think Boundlessly, Work Purposefully, Live Passionately. He aspires to reinvent the way people approach business. It is possible to make a profit and make a difference, build a company and build the community, make healthy products and achieve mass distribution.

Daniel spends his free time with his wife Michelle, a physician, and their four children. And he has never lost his love of and talent for magic.

Jamie Siminoff

• Season 10
• Only entrepreneur/contestant to return to the Tank as a Shark
• Sold his invention, Ring, to Amazon for more than $1,000,000,000
• First splurge after the sale: an $8,000 mountain bike
• Donated $1,000,000 worth of home security devices to inner city residents and personally installed them with Shaquille O’Neal

Jamie Siminoff has the distinction of being the only entrepreneur to return to the Shark Tank as a guest shark. When he appeared on the show, the sharks were not interested in investing in his invention, DoorBot, a Wi-Fi video doorbell; however, the exposure sent his sales soaring and investors knocking at his door. But it was the sale of the device, re-branded as Ring, to Amazon for one billion dollars that gave him the cachet to swim with the sharks.

Growing up, Jamie was an inveterate tinkerer. He could usually be found in the garage building things and teaching himself chemical, mechanical, and electrical engineering along the way. After high school, he went to Babson College for a degree in entrepreneurship and found his love of and talent for selling. He made money selling electronics on campus and writing business plans for others.

After graduation, Jamie went back to the garage, but now with hired assistants. Their more successful ventures were the PhoneTag, the world’s first voicemail-to-text company, and Unsubscribe.com, a service that helped email users clean commercial email from their inboxes.

While working in the garage, he would have to stop what he was doing to go answer the doorbell at the front door—oftentimes for nothing important. He wondered why, with all the technology out there, couldn’t the doorbell ring to his phone and he could find out who was at the door before leaving the garage. Also, his wife, Erin, would feel safer when she was home alone and the doorbell rang. That’s how the DoorBot came about. His devastation from walking away from the Tank without a deal was short-lived. As soon as the show aired, his sales soared and investors were knocking at his door. One of those investors was billionaire Richard Branson, who has been a guest shark.

While at the Consumer Electronics Show in Atlanta, Jamie returned to his booth to see NBA-great Shaquille O’Neal waiting to meet the CEO of Ring to tell him how impressed he was with the technology that was providing security for his large home. As soon as Shaq got over the surprise of the CEO of Ring being a “kid,” he offered to be the brand’s spokesperson. Jamie and Shaq have fun in Ring’s TV commercials, but they have made a bigger splash while personally installing home security devices for inner-city residents at no charge. Jamie gave Shaq a million dollars worth of Ring products to give away.

With the sale of Ring to Amazon, Jamie remains CEO but concentrates more on his first love, inventing. The company is at the top of the home security market, producing four different doorbells, several cameras and a home monitoring system. Amazon is also backing Jamie’s mission to create safer neighborhoods.

And now as Jamie comes full circle on Shark Tank, he can fulfill another mission: to give back to other entrepreneurs via the same platform that allowed him to achieve his American dream.

Jeff Foxworthy

• Season 2
• Top selling comedy recording artist ever
• Eleven books on the best-seller list
• Awarded a People’s Choice Award, “Favorite Male Newcomer,” for his sit-com
• His Blue Collar Comedy Tour, the Movie was Comedy Central’s highest-rated movie

Jeff Foxworthy likes to keep busy. His comedy recordings win Grammy Awards. His books make it to the best-seller lists. He has had two sit-coms and three game/reality shows: Are You Smarter Than a Fifth Grader?, The American Bible Challenge and The American Baking Competition. He and Larry the Cable Guy produce Jeff & Larry’s Comedy Roundup on Sirius XM Radio. Jeff headlines the Blue Collar Comedy Tour and plays to sell-out crowds with his long-time pals, Larry, Bill Engvall and Ron White. He’s even created a line of greeting cards for American Greetings that are best sellers at Wal-Mart.

Jeff dropped out of college and went to work in Information Technology for IBM. He was always cracking jokes—some good, some not-so, and his coworkers dared him to enter a comedy contest. Which he did and which he won. His philosophy of life was (and still is) “hold your nose and jump.” He left behind mainframes and jumped into the sometimes thankless life of a stand-up comedian and became one of the most successful ever, famous for his “You Might Be a Redneck if . . .” (“you ever cut your grass and found a car,” for example) jokes.

Along the way, Jeff created a multimillion-dollar merchandise franchise out of his personal brand, primarily based on his redneck schtick. Besides the books and recordings, he has redneck slot machines, calendars, apparel, barbecue sauce and beef jerky.

With it all, Jeff always has time to give back. He leads a Bible Study for homeless men, women and children and encourages them to get treatment. Then they finish rehab, he provides housing and support while they get on their feet and tries to reunite them with their families. He also is dedicated to fighting childhood cancer, contributing time and money to CURE Childhood Cancer, a research organization, and Camp Sunshine that provides recreation, education and support programs for children with cancer and their families.

John Paul DeJoria

• Season 5
• Cofounder of John Paul Mitchell Systems
• His life is portrayed in the documentary, Good Fortune
• He joined Bill Gates and Warren Buffett in signing “The Giving Pledge” to give half of his earnings to better the world
• He considers philanthropy his “way of paying rent on this planet.”

John Paul DeJoria’s life is truly rags to riches: Born into poverty, raised by a single mother, put into foster care, member of Hell’s Angels, homeless, sold Christmas cards as a child to have money for food, later sold encyclopedias to have money for college tuition . . . became a billionaire.

JP found a place in hair care (even though he was fired from both Redken and Fermodyl) and met Paul Mitchell when they were both selling shampoos and hair conditioners door to door. They pooled their money, $700, and started their own company, John Paul Mitchell Systems, which is today one of the most profitable hair care brands in the world, selling more than 100 different products in 87 countries.

JP’s foray into the tequila business started simply enough: His friend, Martin Crowley, was going to Mexico and JP asked him to bring back the best tequila he could find. Instead, Martin found Francisco Acaraz, a tequila industry veteran. The three of them created Patrón (“the good boss”) Tequila, the highest-quality ever made from 100% blue agave, which confirmed JP’s vision that the world was ready for an ultra-premium, “hipper than thou” tequila.

JP’s philanthropic efforts began at a young age. As poor as they were, his mother would give him a dime to put into the Salvation Army bucket, reminding him that there were people less fortunate than they. He now has his own foundation that raises millions of dollars for causes that reflect his core values of protecting people, animals and the environment.

Katrina Lake

• Season 11
• Founder and CEO, Stitch Fix
• Youngest female founder to ever lead an IPO
• On the Forbes list of America’s Richest Self-Made Women

Katrina Lake is revolutionizing fashion retailing, marketing and merchandising. Her e-commerce site, Stitch Fix, uses a combination of algorithms, data and personal stylists to choose clothing for customers that fits perfectly, is flattering and lies within a designated price range.

Stitch Fix is a San Francisco-based subscription service that sends users a “fix,” a curated box of five items of clothing, every two weeks, every three months, as a one-time purchase—whatever the customer prefers. The customer has three days to keep or return the items.

Customers fill out a comprehensive style profile when they join. The profile is then entered into an algorithm. Additional information is gleaned from a customer’s feedback after receiving the boxes. For example, “I looked like a cow in the black and white print.” The personal stylist checks the algorithm-generated clothing suggestions and what has been sent in previous fixes, then chooses the items for the curated box. Sometimes the customer has a special request: “I need something to wear to my ex-husband’s wedding.” Along the way, the stylist builds a personal relationship with her customers.

Katrina never planned a career in fashion. She majored in pre-med at Stanford University, but felt more engaged in her economics courses. After graduating, she went to work for a retail consultant group, found her niche and proceeded on to Harvard Business School to pursue a master’s degree in entrepreneurship.

While still a student, she developed a data-driven styling solution to give online users a personalized shopping experience, testing it with 20 of her friends. It still needed work, but before long, she established Stitch Fix in her cramped apartment. From that humble start, Stitch Fix now has 3,000,000 active customers and $1.2 billion in revenue. It has expanded to plus- size, petite, maternity, premium-brand, men’s and children’s clothing.

Katrina does five or six fixes a week, because she enjoys it, but also because she wants to know first-hand what her 3,000+ stylists are experiencing. For the same reason, she spends time in the warehouses. She is not an “ivory tower” CEO.

She has a business philosophy that may be unique. She has resolved to maintain a workplace where her children would want to work, where she would want them to work, a place with equal opportunities, where they will be judged on their own merits, not subjected to the whims of a particular manager. In line with that philosophy, she facilitates all her employees having a proper work-life balance. She provides 16 weeks of parental leave to all full-time employees, giving them all a great example when she took the 16 weeks herself after the birth of her second child.

Katrina was recently honored for her work with BUILD, a national nonprofit that uses entrepreneurship to ignite the potential of youth in under-resourced communities and equip them for high school, college and career success.

Stitch Fix partners with Goodwill in the Give Back Box initiative. Use your Stitch Fix box to pack up clothing or household goods you want to donate, print out a free shipping label and drop the box off at any Post Office or UPS drop-off location. Your donation will be mailed at no cost to you, and you will receive a receipt for tax purposes.

Kendra Scott

• Season 12
• EY Entrepreneur of the Year 2017 National Award
• Breakthrough Award from the Accessories Council Excellence Awards
• Outstanding Mother of the Year by the Mother’s Day Council
• Listed by Forbes as one of America’s Richest Self-Made Women
• Texas Business Hall of Fame
• Board of directors Breast Cancer Research Foundation

Designer, founder and CEO Kendra Scott started her company in 2002 with only $500 and just three months after her first son was born. As a creative mind with a love of natural gemstones, Scott began going door-to-door to Austin boutiques armed only with a tea box full of her jewelry, captivating businesses and customers with her vibrant personality and unique eye for design.

Determined to maintain growth and preserve the vision of her business, Scott waited over 10 years to accept outside investments. She has since grown the company to a billion-dollar valuation with over 100 stores nationwide and a thriving e-commerce and wholesale business. According to a 2018 PitchBook study, Scott is among only 16 women in the United States to carry the title of founder of a company valued at $1 billion.

Today, Scott’s company continues to operate out of Austin, Texas, with their state-of-the-art corporate office complete with a design lab and an industry-leading distribution center, both catering to her employees’ career goals and family-life balance. With family and fashion as two core pillars of her business, Scott maintains a focus on her third core pillar of philanthropy in all she does.

Since 2010, the company has given back over $30 million to local, national and international causes. On a national level, Scott supports organizations that actively help women and children live their brightest, healthiest and most empowered lives. This comes to life through initiatives like the Kendra Cares program, where the brand brings its customizable Color Bar™ to pediatric hospitals across the country as a creative arts program.

Scott has been awarded with the EY Entrepreneur of the Year 2017 National Award, the Breakthrough Award from the Accessories Council Excellence Awards, named Outstanding Mother of the Year by the Mother’s Day Council, awarded Texas Businesswoman of the Year by the Women’s Chamber of Commerce, listed by Forbes as one of America’s Richest Self-Made Women, listed among the Top 100 Entrepreneurs of the Year by Upstart Business Journal, and named Best CEO by Austin Business Journal. In 2019, Scott was inducted into the Texas Business Hall of Fame. She is a member of the board of directors for the Breast Cancer Research Foundation.