He practiced law with the Houston firm of Baker Botts out of law school. While there, he represented his first professional athlete. In 1972, he joined with his brother, Alan, to form Hendricks Sports Management. Hendricks was involved in the movement for free agency, a change for professional athletes from the reserve system. Hendricks concentrated on this area until the players earned their free agency in the late 1970s. He continuously represented a significant number of professional athletes for over 40 years. The Hendricks brothers formed Hendricks Sports Management and built an agency which represented approximately 10% of all major league baseball players for nearly 20 years. In 1999, the Hendricks sold their company to SFX Entertainment ,, where Randy became Chairman and CEO of the baseball group. Following the conclusion of their management contracts in 2004, the brothers reformed Hendricks Sports Management, which reestablished their profile as leaders in their industry . Hendricks is the author of Inside the Strike Zone, published in 1994 and nominated for the Casey Award for best baseball book for that year. Hendricks has negotiated many record contracts, including several for Roger Clemens and his $28 million one-year contract for Roger Clemens is the highest in the history of baseball. He negotiated a record $37.25 million contract for 21 year old Cuban defector Aroldis Chapman. Less well known has been Hendricks' career for over 40 years in managing a real estate portfolio of raw land and residential developments in the greater Houston area. In May 2014 he sold a significant tract of land for the expansion of The Woodlands, Texas, the most successful "new town" master-planned community in the United States. That land is now known as The Woodlands Hills development.
Recognition
Hendricks has been named the top agent by Baseball America , and among the 100 most powerful people in sports by The Sporting News . Forbes Magazine recognized him as one of the most effective agents for his clients . He has frequently been recognized as one of the best in his profession for over 30 years . Hendricks has been recognized for both his preparation and advocacy in arbitration and collusion cases, and holds one of the best lifetime records in those cases . Hendricks was appointed as a member of the Houston/Harris County Public Sports Advisory Committee in 1995 by Houston Mayor Bob Lanier. Hendricks wrote the election day editorial for the Houston Chronicle in favor of the referendum for new sports stadia in Houston and Harris County, Texas. The measure passed in a close vote, and led to the construction of new sports facilities for professional teams, including Minute Maid Park for the Houston Astros, NRG Stadium for the Houston Texans and Toyota Center for the Houston Rockets.
