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How Anthony Ippolito Talked His Way Into Playing Sylvester Stallone in 'I Play Rocky'

Anthony Ippolito sent an unsolicited basement self-tape that convinced Peter Farrelly to cast him as Sylvester Stallone.

  • On Friday, November 6, 2026, the biographical drama I Play Rocky entered limited theatrical release, starring 27-year-old Anthony Ippolito as a young Sylvester Stallone in the true story behind the iconic 1976 boxing classic.
  • Stallone wrote the screenplay while facing homelessness, famously turning down $300,000 to maintain his demand to star in the lead role, a gamble that defined his improbable rise to stardom.
  • Director Peter Farrelly cast Ippolito after receiving an unsolicited audition tape recorded in his grandmother's basement, impressed that the actor avoided caricature while capturing Stallone's essence.
  • After screening the film privately, Stallone said he was 'stunned' watching Ippolito convey his difficult journey, noting the performance captured authenticity he did not expect from a retelling.
  • Arriving as Rocky celebrates its 50th anniversary, Ippolito described the film as 'really a love letter' to Stallone's perseverance, honoring the conviction required to bring an underdog dream to life.
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Tom + Lorenzo broke the news on Tuesday, November 3, 2026.
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