| 1904 | The Woodchuck Song | Bob Roberts | | 1 |
| 1904 | Wouldn't It Make You Hungry? | Bob Roberts | | 1 |
| 1904 | I'm Just Barely Living, That's All | Bob Roberts | | 1 |
| 1904 | In the Lives of Famous Men | Bob Roberts | | 1 |
| 1904 | You're Always Behind Like an Old Cow's Tail | Bob Roberts | | 1 |
| 1904 | The Ghost That Never Walked | Bob Roberts | | 1 |
| 1904 | Here's Your Hat, What's Your Hurry? | Bob Roberts | | 1 |
| 1904 | When the Coons Have a Dreamland of Their Own | Bob Roberts | | 1 |
| 1904 | Tippecanoe | Bob Roberts | | 1 |
| 1904 | Here's My Friend | Bob Roberts | | 1 |
| 1904 | Teasing | Bob Roberts | | 1 |
| 1904 | I May Be Crazy, but I Ain't No Fool | Bob Roberts | | 1 |
| 1905 | There's a Dark Man Coming With a Bundle | Bob Roberts | | 1 |
| 1905 | The Countess of Alagazam | Bob Roberts | | 1 |
| 1905 | A Rare Old Bird | Bob Roberts | | 1 |
| 1905 | Dan, Dan, Dan-U-El | Billy Murray & Bob Roberts | | 1 |
| 1905 | Can't You See My Heart Beats All for You? | Billy Murray & Bob Roberts | | 1 |
| 1905 | Never | Bob Roberts | | 1 |
| 1905 | Birds of a Feather Flock Together | Bob Roberts | | 1 |
| 1905 | Farewell, Mister Abner Hemmingway | Billy Murray & Bob Roberts | | 1 |
| 1905 | My Little Dinah Lee | Bob Roberts | | 1 |
| 1905 | 'Tain't De Kind O' Grub I've Been Gettin' Down Home | Bob Roberts | | 1 |
| 1905 | I've Got a Little Money, and I've Saved It All for You | Billy Murray & Bob Roberts | | 1 |
| 1905 | Susan Van Doozen | Bob Roberts | | 1 |
| 1905 | Now What D'Ye Think of That? | Bob Roberts | | 1 |
| 1905 | Every Dollar Carries Troubles of Its Own | Bob Roberts | | 1 |
| 1905 | Just Because I'm From Missouri | Bob Roberts | | 1 |
| 1905 | Everybody Works but Father | Bob Roberts | | 1 |
| 1905 | And the World Goes On | Bob Roberts | | 1 |
| 1905 | Nothin' From Nothin' Leaves You | Bob Roberts | | 1 |
| 1906 | The Load That Father Carried | Bob Roberts | | 1 |
| 1906 | It's a Good World After All | Bob Roberts | | 1 |
| 1906 | My Name Is Morgan, but It Ain't J.P. | Bob Roberts | | 1 |
| 1906 | Uncle Quit Work Too | Bob Roberts | | 1 |
| 1906 | Everybody Gives Me Good Advice | Bob Roberts | | 1 |
| 1906 | The Poor Old Man | Bob Roberts | | 1 |
| 1906 | I'd Rather Be on the Outside A-Lookin' in, Than on the Inside A-Lookin' Out | Bob Roberts | | 1 |
| 1906 | Why Don't You Write When You Don't Need Money? | Bob Roberts | | 1 |
| 1906 | Around the Hive | Bob Roberts | | 1 |
| 1906 | He's a Cousin of Mine | Bob Roberts | | 1 |
| 1907 | I'm Getting Ready for My Mother-In-Law | Bob Roberts | | 1 |
| 1907 | I've Got a Vacant Room for You | Bob Roberts | | 1 |
| 1907 | If You Want to Pick a Fuss, Wait 'til the Sun Shines | Bob Roberts | | 1 |
| 1907 | No Wedding Bells for Me | Bob Roberts | | 1 |
| 1907 | Monte Cristo | Bob Roberts | | 1 |
| 1907 | Everloving Spoony Sam | Bob Roberts | | 1 |
| 1907 | That's Gratitude | Bob Roberts | | 1 |
| 1907 | So, What's the Use? | Bob Roberts | | 1 |
| 1908 | Dat Friend of Mine | Bob Roberts | | 1 |
| 1908 | When the World Don't Treat You Right, Come Home | Bob Roberts | | 1 |
| 1908 | I Said "Hello", She Said the Same, Then We Both Said "Good-Bye" | Bob Roberts | | 1 |
| 1908 | Common Sense | Bob Roberts | | 1 |
| 1908 | I'm the Man | Bob Roberts | | 1 |
| 1908 | Somebody Lied | Bob Roberts | | 1 |
