Donald Trump’s Apprentice Winners: Where Are They Now?

When it comes to reality TV shows, one that stands out in terms of both controversy and popularity is “The Apprentice,” hosted by Donald Trump. The show, which aired from 2004 to 2017, featured ambitious contestants competing for a coveted position within the Trump organization.

Over the years, several hopefuls emerged victorious, claiming the title of Trump’s apprentice. However, as with any television show, the question lingers: where are they now? In this blog post, we will take a closer look at the winners of “The Apprentice” and what they have been up to since their days in the boardroom.

Season 1 Winner: Bill Rancic

The very first winner of “The Apprentice” was Bill Rancic. With his charming personality and sharp business acumen, Rancic impressed Trump, ultimately scoring a job with the Trump organization. He worked on various projects, including the construction of the Trump International Hotel and Tower in Chicago.

Since his time on the show, Rancic has built a successful career as an entrepreneur and television personality. He co-authored a best-selling book, “You’re Hired: How to Succeed in Business and Life,” and has hosted multiple television shows, including “Giuliana and Bill” alongside his wife, Giuliana Rancic.

Season 2 Winner: Kelly Perdew

Kelly Perdew emerged victorious in the show’s second season, winning a one-year contract to work as the project manager for one of Trump’s projects, the Trump Organization in Los Angeles. Perdew successfully led the team, impressing Trump with his leadership skills.

After his time on “The Apprentice,” Perdew continued his career in the business world. He co-founded a digital marketing company called ProConex and served as the CEO of Fastpoint Games, a developer of social and mobile games. Perdew has also appeared on various business television programs, sharing his expertise.

Season 3 Winner: Kendra Todd

The third season of “The Apprentice” introduced a new winner: Kendra Todd. She became the first female winner of the show, securing a position working with Trump on developing his golf courses. Todd impressed Trump with her negotiation skills and attention to detail.

Since her victory, Todd has built an impressive real estate career. She founded the real estate investment company, The Kendra Todd Group, and has been involved in numerous successful ventures. Todd has also authored books on real estate investing and motivation.

Season 4 Winner: Randal Pinkett

Randal Pinkett, an Ivy League-educated businessman, stood out in season four of “The Apprentice” and emerged as the winner. He won the opportunity to oversee the construction of the Trump International Hotel and Tower in Chicago, a high-profile project.

In the years following his victory, Pinkett has continued to achieve great success. He founded the consulting firm, BCT Partners, which focuses on providing economic and social solutions to companies and communities. Pinkett has also remained active in speaking engagements and has written books on leadership and entrepreneurship.

Season 5 Winner: Sean Yazbeck

The fifth season of “The Apprentice” introduced Sean Yazbeck as the winner. He impressed Trump with his communication skills and business acumen, earning him a position overseeing the construction of the Trump International Hotel and Tower in Las Vegas.

After his victory, Yazbeck continued to work in the hospitality industry. He served as the Vice President of Business Development at the Morgans Hotel Group and played a key role in the opening of various hotels. Yazbeck has since shifted his career towards real estate investment and development.

Season 6 Winner: Stefanie Schaeffer

Stefanie Schaeffer took home the title of “The Apprentice” in its sixth season. Trump recognized her exceptional leadership abilities and rewarded her with an opportunity to work on the construction of the Trump International Hotel and Tower in Chicago.

Since her victory, Schaeffer has focused on her legal career. She graduated from the University of California, Los Angeles (UCLA) School of Law and is now an attorney. Schaeffer has also served as a TV legal analyst, sharing her insights on high-profile cases.


Although “The Apprentice” may have come to an end, the winners of the show have continued to make their mark in various industries. From real estate to consulting, each winner has utilized their experience and skills gained from the show to forge successful careers.

Whether you agree with the show’s premise or not, it’s clear that “The Apprentice” provided a launching pad for these individuals, allowing them to showcase their talents and pursue their entrepreneurial dreams.

While this blog post has provided an overview of the winners’ post-show achievements, the journey does not end here. Each winner’s story continues to unfold, and their contributions to their respective fields serve as a testament to the impact of “The Apprentice.”

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