Juan Castillo

Afternoons starting at 3pm are jamming with your co-worker Juan Castillo and the WYBC Workforce and make sure you tune in for the contest giveaways, entertainment news, your local traffic and the best in R&B music. Plus on your drive home the Old School Drive at Five will keep you entertained with bumper to bumper old school.


Hi! This is Juan Castillo. This is not a comeback, I've been there before....
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Juan is always taking pictures when he's out and around town.
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Chasing A Dream At WYBC Radio

In 1988 Juan joined WYBC radio as a radio announcer and is now the station’s Director of Urban Programming. Juan’s perspective on the role of role of radio is rooted in the belief that if you provide listeners with good music, great personalities that connect with the community and listeners will remain loyal. Juan also credits the station’s commitment to public service and community involvement for its success.

Juan is a colon cancer survivor and has used the airwaves to promote early cancer testing and early detection through promotions like take a love one to the doctor day Juan continues to support organizations that are committed to cancer research and cancer patient support.

Juan Castillo’s journey began in Brooklyn N.Y. where he played basketball at the famous Boys High School in Brooklyn. He began his career in public service as a drug counselor with Narco Inc. and eventually became Executive Director of the Liberation Halfway House for ex-offenders.

Mr. Castillo established the first amateur jai-alai facility in Milford, Ct. and is credited with training American players in the sport of Jai Alai. Juan is credited with establishing the first amateur American Jail -Alai team to represent the United States in international competition and through his efforts American jai-alai players are playing professional jai alai throughout the world.

In 1980 Juan returned to public service and worked for the board of parole for 20 years as a parole officer and regional director of the Bridgeport and new London field offices. Juan became the first ex-offender to be hired as a parole officer in 1980. Juan’s supervision philosophy was rooted in the belief that as a service provider to sociologically disadvantaged clients it was important to not blame the victims and hold his clients responsible for their behavior. Juan established the parole works program that provided employment and training opportunities to parolees and made it mandatory for parolees to inform their employers that they were on parole.

After the establishment of the Parole Works Program parolee unemployment went from 73% to 10% and unemployed parolees were required to do volunteer work while they looked for employment. During his tenure as a parole officer and parole supervisor Juan helped hundreds of parolees regain their place in society and did not return to jail. Juan Castillo has truly carved out a legacy in the new haven market and the state of Connecticut.

Public Service Awards

  • West Haven Black Coalition (2002)
  • Greater New Haven NAACP (2002)
  • The New Haven Anti-Crime Council (2002)
  • Awarded Key to the City of Bridgeport (1997)
  • Prince Halls Masons lodge #6 (2004)
  • The Craftsman Club of Widow’s son lodge #1 (prince hall) (2005)
  • Elm City Nation (1998)
  • Keyes/Valentine Civil Liberties League Rockhontas #288 (2004)
  • Omega Psi Phi fraternity (1998)
  • Christian Community Commission (1999)
  • State of Connecticut official Citation (2002)
  • U.S Congressional Recognition (2002)
  • City of New Haven Aldermanic Citation (2002)
  • The Middle Atlantic States Correctional Association Founders Award (2007)
  • East Rock lodge #141 Pocohontas Temple #55 Outstanding Leadership Award (2006)
  • New Haven Firebirds Society Award (2007)
  • NAACP 100 Most Influential Blacks in Connecticut (2009)

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