| A1 | Prologue - "Just Bob Talkin' Personal" |
| A2 | "Brooklyn Enjoys A Good Penis Joke Just Like The Rest Of The World |
| A3 | "I Just Wanna Entertain People" |
| A4 | "Relationships Are Challenging" |
| A5 | "Growin' Up" |
| B1 | "My Roots Of Comedy: Inheriting More Of My Dad's Sense Of Humor" |
| B2 | "TV Dads - Good To Bad" |
| B3 | "Girlfriends - Age Is Not Just A Number" |
| B4 | "From Love, To The Day After Bill, To Babies" |
| B5 | "Bad Gigs Only I Could Remember" |
| B6 | "The Great Don Rickles & A Joke He Wouldn't Have Approved Of" |
| B7 | "Ludes In Cleveland, Working Blue, And Self-Depreciation" |
| B8 | "Befriending Rodney Dangerfield" |
| C1 | "Viagra And Other Things That Have To Do With The Penis" |
| C2 | "Prostate Exams And The Fun That Goes With Them" |
| C3 | "From Climate Change To Hemorrhoids" |
| C4 | "Viagra, Volume 2" |
| C5 | "Fifty Shades Of Grey, Ed Asner, The View" |
| C6 | "Why You Should Always Find A Joke From Russell Crowe Hilarious" |
| C7 | "The Loss Of My Mom... And Her Return" |
| C8 | "Favorite Disney Heroines" |
| C9 | "My New Friend, Jake: On Stage With Bob" |
| D1 | Song: "The Girl Who Wore The Wings" |
| D2 | Song: "My Date With Helen" |
| D3 | Song: "Why Did She Leave?" |
| D4 | Song: "We've Got To Be Kind To Each Other" |
| D5 | Epilogue - "Still Explaining Myself" |
