The series opens with one of Ruby's last interviewees - Donald Trump - in a tense encounter and uncomfortable watch for Ruby. Plus the central figure of the trial of the 20th century: OJ Simpson.
| Name | Type | Role | |
|---|---|---|---|
| Donald Trump | Guest Star | ||
| O.J. Simpson | Guest Star | ||
| Melania Knauss | Guest Star | ||
| Carrie Fisher | Guest Star | ||
| Goldie Hawn | Guest Star | ||
| Tom Hanks | Guest Star |