His family settled in Greater Los Angeles where Winn eventually attended the University of California, Irvine, earning a Bachelors of Science.

[1] After leaving medical school, Winn began producing paintings and sculptures and opened a small frame shop and gallery in Southern California.

[3] Winn's sculptures and paintings have been exhibited in the United States, Spain, China, and Vietnam.

[4] In 2019, the Shanghai Art Museum held a joint exhibit featuring the works of Winn and Dalí.

In 2018, Winn was knighted by Prince Waldemar of Schaumburg-Lippe in recognition of his philanthropic works.