Jake Paul, a 27-year-old boxer, is navigating various fights and potential matchups, including with 58-year-old Mike Tyson and Shane Mosley Jr., who recently defeated Daniel Jacobs. Tyson's confidence in facing Paul stems from doubting the YouTuber's ability to harm him. Despite a postponement, the Jake Paul vs. Mike Tyson fight is now set for November, with Paul emphasizing Tyson's age as an 'equalizer' due to his experience versus Paul's youth and speed. While Tyson remains confident in his abilities, others like Tommy Fury express hopes for Tyson to defeat Paul, viewing the matchup as questionable given the age gap and professional backgrounds involved.