Most of his work is inspired by his birth city of New York, from which he extracts iconic elements (sneakers, pigeons, bikes, paved roads, bridges, water towers) that he draws in his paintings.

Spirituality also invites itself in his work as he continues to express his zen spirit, which he transcribes on the canvas using Buddhist and Hindu inspiration such as recurrent Third Eye and Tree of Life.

Taupe backgrounds get also more nuances : under the Californian sky, the artist's paintings welcome color gradients, "tones" and "moods", which feel like the reflection of sunrises and sunsets on Los Angeles on his work.

Among the many collectors who acquired Matthews' work are also billionaires Donald Trump and Nathaniel Rothschild, former President of Botswana Festus Mogae, actor Forest Whitaker, author Salman Rushdie, and Ellen DeGeneres.

He serves on the board of Rush Philanthropic Arts Foundation founded by his lifelong friend Russell Simmons and his brothers, and was involved in many projects with schools in New York and the Miami's Children Museum.