The Donald Trump Apprentice Winner: A Look Back at the Reality Show’s Victors

Donald Trump’s hit reality television show, “The Apprentice,” captivated audiences around the world during its 15-season run from 2004 to 2017. The show featured aspiring entrepreneurs competing in various challenges to win a coveted position within the Trump Organization. Each season, one contestant was ultimately crowned the winner and awarded a grand prize. In this blog post, we will take a comprehensive look at the winners of “The Apprentice” and delve into their subsequent career paths and successes.

Season 1 Winner: Bill Rancic

Bill Rancic emerged as the inaugural winner of “The Apprentice” in 2004. His soft-spoken demeanor, strong work ethic, and astute business acumen impressed both Trump and the viewers. As the winner, Rancic was awarded the opportunity to manage the construction of the Trump International Hotel and Tower in Chicago.

Rancic’s win on “The Apprentice” catapulted him into the public eye, and he capitalized on his newfound fame. He became a successful entrepreneur, launching several businesses and ventures. He founded RPM Restaurants, a restaurant group that operates various eateries across the United States. Rancic also became a sought-after motivational speaker, sharing his entrepreneurial insights and experiences with audiences worldwide.

Moreover, Rancic ventured into the media industry, co-hosting the reality TV series “Giuliana and Bill” alongside his wife, Giuliana Rancic. The show, which aired from 2009 to 2014, chronicled their lives as a married couple and their journey into parenthood.

Bill Rancic’s Post-“Apprentice” Career
Business Ventures Media Career
RPM Restaurants “Giuliana and Bill” reality TV show
Real estate investments
Author of books on business and entrepreneurship

Season 2 Winner: Kelly Perdew

The second season of “The Apprentice” brought forth Kelly Perdew as the victor. Perdew’s military background and exemplary leadership skills resonated with Trump, ultimately leading to his win. As the winner, he joined Trump’s organization with a one-year contract as the President of a New York-based online community called Trump Place.

Following his tenure with the Trump Organization, Perdew pursued an entrepreneurial path of his own. He founded the consulting firm, Big Money Presenter, which helps individuals and businesses improve their presentation skills. Additionally, Perdew co-founded TargetClose, a collaboration platform for sales teams.

Season 3 Winner: Kendra Todd

Kendra Todd became the first female winner of “The Apprentice” in its third season. Known for her strong negotiation skills and impeccable style, Todd impressed Trump throughout the competition. As the winner, she was tasked with overseeing the renovation of the Trump National Doral Miami resort.

Following her victory on “The Apprentice,” Todd transitioned into the real estate industry. She founded a successful real estate brokerage firm in Seattle, specializing in luxury properties. In addition to her real estate ventures, Todd has also authored books on real estate investing and personal development.

Season 4 Winner: Randal Pinkett

Randal Pinkett emerged triumphant in the fourth season of “The Apprentice.” Notable for his MBA from Harvard Business School and impressive track record, Pinkett exhibited exceptional leadership abilities throughout the show. As the winner, he was awarded the opportunity to oversee a multi-million-dollar development project for the Trump Organization.

Similar to other winners, Pinkett utilized his win as a springboard for his entrepreneurial ambitions. He established BCT Partners, a management consulting and information technology firm. Pinkett also became a prominent speaker on topics such as leadership and diversity.

Season 5 Winner: Sean Yazbeck

Sean Yazbeck, hailing from London, secured victory in the fifth season of “The Apprentice.” Yazbeck’s international background and exceptional organizational skills impressed Trump, resulting in his win. As the winner, he earned the opportunity to manage the construction of the Trump International Hotel and Tower in Las Vegas.

After his success on “The Apprentice,” Yazbeck focused on his own business endeavors. He founded a luxury pool construction company, The Decking Company, catering to high-end clientele in the United Kingdom. Furthermore, Yazbeck has expanded his entrepreneurial ventures into the technology sector.

Season 6 Winner: Stefanie Schaeffer

Stefanie Schaeffer took home the coveted position of “The Apprentice” winner in its sixth season. Schaeffer’s exceptional business acumen blended with her legal background impressed both Trump and the viewers. As the winner, she was offered a position within Trump’s organization, working on various projects.

Schaeffer utilized her experience on “The Apprentice” to further her business and legal career. She co-founded a law firm, Schaeffer Law, specializing in business, real estate, and entertainment law. Additionally, she has served as a motivational speaker, sharing her insights on entrepreneurship and career development.

Season 7 Winner: Piers Morgan

Season seven of “The Apprentice” featured celebrity contestants, and journalist Piers Morgan emerged as the winner. Known for his tenacity and sharp wit, Morgan impressed Trump with his strategic thinking and media expertise. As the winner, Morgan raised over $700,000 for his chosen charity, the Intrepid Fallen Heroes Fund.

Following his victory on “The Apprentice,” Morgan ventured into television hosting and commentary. He hosted a prime-time talk show, “Piers Morgan Live,” on CNN from 2011 to 2014. Moreover, Morgan has been a judge on various talent shows, including “America’s Got Talent” and “Britain’s Got Talent.”


The winners of “The Apprentice” have gone on to achieve significant successes in their respective fields. From real estate moguls to motivational speakers and business consultants, these individuals have showcased their entrepreneurial prowess beyond the confines of the reality show. “The Apprentice” not only provided the winners with lucrative opportunities but also helped them establish their brands and careers in the competitive business world.

The show’s legacy continues to inspire aspiring entrepreneurs, reminding them that with determination, hard work, and strategic thinking, they too can achieve their business goals. The winners of “The Apprentice” exemplify the power of seizing opportunities and leveraging them to build successful careers and make a lasting impact.

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