Ryan Reynolds — Aviation Gin & Mint Mobile

Ryan Reynolds bought a stake in Aviation Gin for $610 million in 2020, then replicated the playbook with Mint Mobile, selling to T-Mobile for $1.35 billion in 2023—70% faster than the typical exit. His marketing genius earned more than Deadpool's $1.5 billion box office. Reynolds also turned Wrexham AFC into a global brand, proving his business acumen surpasses #2 Clooney's single-brand focus. His group's total earnings top $2 billion.