Bob Ross is remembered as the soft-spoken, joyful artist who enchanted millions with his serene landscapes and calming voice. Known for creating stunning paintings in less than two hours on his iconic show The Joy of Painting, he became a cultural phenomenon. However, behind the cheerful facade of his art and persona lies a story of struggle, personal loss, and complex relationships that even his fans may not know.
Early Life
Born on October 29, 1942, in Daytona Beach, Florida, Robert Norman Ross grew up in Orlando with modest beginnings. His mother was a waitress, and his father worked as a carpenter. Bob was known for his love of animals, especially those injured or neglected, showcasing his deep compassion from an early age.
However, his life took a challenging turn when he dropped out of high school and joined his father’s carpentry business. An accident that cost him part of a finger did not deter his budding creativity.
Military Career and Artistic Beginnings
At 18, Bob enlisted in the United States Air Force, where he served for 20 years. Stationed in Alaska, he was mesmerized by the snow-covered landscapes and towering mountains, which inspired the serene backdrops he later painted.

Despite a physically demanding role that didn’t allow him to pursue his passion fully, Bob discovered painting during a United Service Organizations (USO) class. His interest deepened when he encountered German painter Bill Alexander’s television show, which introduced him to the “wet-on-wet” technique. This style, allowing artists to paint on a still-wet canvas, became Bob’s signature and helped him complete his landscapes quickly.
While still in the military, Bob started selling his paintings, realizing they were more lucrative than his Air Force salary. In 1981, he retired from service to pursue art full-time. He trained under Alexander and soon surpassed his mentor, both in skill and public appeal.
Rise to Fame
In 1983, Bob launched The Joy of Painting, which ran for 11 successful years. His soothing voice, gentle demeanor, and encouraging mantra, “There are no mistakes, only happy accidents,” resonated with viewers worldwide. Unlike many artists, Bob wasn’t just showcasing his talent—he was teaching people to believe in their artistic potential.
Despite his success, Bob earned no direct income from the show. Instead, his company, Bob Ross Inc., generated revenue by selling art supplies, merchandise, and instructional materials. This arrangement, driven by his business partners Annette and Walt Kowalski, revealed the contrasting priorities between Bob’s love for art and the Kowalskis’ profit-driven approach.
Personal Struggles
Bob’s personal life was far from the peaceful landscapes he painted. Married three times, his first marriage ended in divorce amid allegations of infidelity. His second marriage to Jane Ross was more stable but tragically ended with her death in 1992. He married Linda Brown two months before his death in 1995.
Conflict with the Kowalskis
The relationship between Bob and the Kowalskis soured over time. While Bob focused on art and teaching, the Kowalskis allegedly exploited his image and brand for financial gain, even after his death. Rumors of an affair between Bob and Annette circulated but were denied by the Kowalskis until Bob’s son, Steve, later confirmed the strained relationship and questionable dynamics.
A Legacy of Art and Mystery
Bob Ross died of lymphoma in 1995, leaving behind a legacy of inspiration and joy. However, the legal battles over his estate and image have cast a shadow over his memory. His story serves as a reminder that even those who bring light to the world may carry their own burdens in the shadows.