Ryan Reynolds

Ryan Reynolds has transformed from rom-com leading man to one of Hollywood’s most bankable stars and savviest businessmen. His self-aware humor, marketing genius, and entrepreneurial ventures have made him a multi-hundred-millionaire with influence extending far beyond acting.

Reynolds struggled in Hollywood for years, starring in forgettable comedies before finding his breakthrough as Deadpool. His tireless campaigning to make the R-rated superhero film, and his perfect embodiment of the character’s fourth-wall-breaking humor, created a cultural phenomenon that grossed over $1.5 billion across two films.

But it’s Reynolds’ business acumen that has truly set him apart. His Aviation Gin brand sold to Diageo for $610 million, while his ownership stake in Mint Mobile was part of a $1.35 billion sale to T-Mobile. His marketing agency, Maximum Effort, creates viral campaigns for his own brands and others.

Reynolds co-owns Welsh football club Wrexham A.F.C. with Rob McElhenney, turning a fifth-tier English club into a global phenomenon documented in the FX series ‘Welcome to Wrexham.’ His ability to blend entertainment, marketing, and business into a cohesive personal brand is unmatched in Hollywood.