Despite his financial success, Simon has faced health challenges. In 2017, he suffered a fall due to low blood pressure, leading to significant lifestyle changes. He adopted a strict diet and managed to lose over 60 pounds. In 2020, he endured a serious accident on an electric bike, resulting in a broken back and extensive recovery. Simon’s determination to recover from these setbacks was evident as he continued to push himself physically and professionally.

On a personal note, Simon became a father to his son Eric with girlfriend Lauren Silverman in 2014. Simon has expressed that becoming a parent was one of the most fulfilling experiences of his life. Despite his fortune, Simon has stated that he does not plan to leave his wealth to his son, believing instead in the importance of creating one’s own path and giving back through charitable contributions.

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