I’ve always gained THE BEST knowledge BY asKING questions from my mentors and heroes. when I ADDED a microphone to the equatioN, MASTERS by Winn Claybaugh was born.
My first guest was the legendary Vidal Sassoon. I figured if I asked Vidal and he said yes, who would say no? And the rest is history!
Today, the MASTERS library includes more than 330 interviews with top leaders and icons in and out of the industry. Now this incredible 30-year collection of wisdom is available via podcast, with over 140 podcasts and 1 million downloads to date.
MASTERS by Winn Claybaugh features a brand-new interview every month, plus biweekly “classics” personally selected by Winn from the MASTERS archives.
NOW PLAYING …
Kaleb Joseph
“The Power of Vulnerability”
July 2026
Kaleb Joseph travels the country teaching communities, schools, teams, and organizations how the mind and emotions influence behavior, performance, and quality of life. Through his Self Help Tour, this former basketball player helps athletes of all ages build self-awareness and a sense of identity that can carry them through adversities, both on and off the court.
Interviewed by Winn Claybaugh, Kaleb shares powerful truths about mental well-being. His mission is simple: helping people understand themselves deeply enough to change how they live. Kaleb’s gift is not just teaching; it’s connection..
Now playing on your favorite podcast platforms and on MASTERSbyWinnClaybaugh.com / Kaleb Joseph
Jerri Rosen
Founder of Working Wardrobes
Jerri Rosen led Working Wardrobes for 30 years, preparing thousands of people annually to enter and re-enter the workforce. Whether they served in the military, were impacted by the justice system, or faced domestic violence, homelessness, or food insecurity, Working Wardrobes addresses their barriers to gainful employment with individualized support and resources.
Interviewed by Winn Claybaugh, Jerri reminds everyone that something as simple as a donated outfit can rebuild a person’s self-esteem and help them to a fresh start. As Jerri often said, “Somebody’s future is hanging in your closet.”
Now playing on your favorite podcast platforms @MASTERSbyWinnClaybaugh and on MASTERSbyWinnClaybaugh.com / Jerri Rosen
