| I Saw Mommy Kissing Santa Claus | John Prine | 7" Vinyl | 2 | | OB-1 | |
| Aimless Love | John Prine | 12" Vinyl | 11 | | OBR-002 | |
| German Afternoons | John Prine | 12" Vinyl | 12 | | OBR 003 | |
| German Afternoons | John Prine | 12" Vinyl | 11 | | OBR 003 | |
| German Afternoons | John Prine | CD | 12 | | OBR-003CD | 094012000325 |
| Let's Talk Dirty in Hawaiian | John Prine | 7" Vinyl | 2 | | OBR-004 | |
| John Prine Live | John Prine | CD | 19 | | OBR-005 | 094012000523 |
| Aimless Love | John Prine | CD | 11 | | OBR 002CD | 094012000226 |
| Storm Windows | John Prine | CD | 10 | | OBR-008 | 094012000820 |
| Pink Cadillac | John Prine | CD | 10 | | OBR007CD | 094012000721 |
| Bruised Orange | John Prine | CD | 10 | | OBR-006 | 094012000622 |
| The Missing Years | John Prine | CD | 14 | | OBR-009CD | 094012000929 |
| A John Prine Christmas | John Prine | CD | 8 | | OBR-011 | 094012001124 |
| The Bis-quits | The Bis-quits | CD | 13 | | | |
| Lost Dogs and Mixed Blessings | John Prine | CD | 14 | | OBR 013PRO | [nessuno] |
| Lost Dogs and Mixed Blessings | John Prine | CD | 14 | | OBR 013CD | 094012001322 |
| Bruised Orange | John Prine | CD | 10 | | OBR-006 CD | 009401200064 |
| Everybody’s Got a Song | Donnie Fritts | Digital Media | 12 | | | 886445838145 |
| ...Take That Ride... | R.B. Morris | CD | 12 | | OBR 016CD | 094012001629 |
| Live on Tour | John Prine | CD | 15 | | OBR-015 | 094012001520 |
| Everybody’s Got a Song | Donnie Fritts | CD | 12 | | OBR-017CD | 094012001728 |
| Lucky 13 | Various Artists | CD | 13 | | OBR-018 | 094012001827 |
| In Spite of Ourselves | John Prine | CD | 16 | | OBR-019, OBR019 | 094012001926 |
| Souvenirs | John Prine | CD | 15 | | OBR-021 | 094012002121 |
| Oh Boy Classics Presents Willie Nelson | Willie Nelson | CD | 15 | | OBR 401 | 094012040123 |
| Oh Boy Classics Presents Roger Miller | Roger Miller | CD | 16 | | OBR-400 | 094012040024 |
| Oh Boy Classics Presents Conway Twitty | Conway Twitty | CD | 14 | | OBR-404 | 094012040420 |
| Oh Boy Classics Presents Bill Anderson | Bill Anderson | CD | 13 | | OBR-405 | 094012040529 |
| Oh Boy Classics Presents Merle Haggard… Again | Merle Haggard | CD | 14 | | OBR-407 | 094012040727 |
| A Pair of Kings | Riders in the Sky | CD | 12 | | OBR-022 | 094012002220 |
| New Connection | Todd Snider | CD | 13 | | OBR-023 | 094012002329 |
| Oh Boy Classics Presents Don Gibson | Don Gibson | CD | 12 | | OBR-408 | 094012040826 |
| Near Truths and Hotel Rooms | Todd Snider | CD | 23 | | OBR-024 | 094012002428 |
| Broken Freedom Song: Live in San Francisco | Kris Kristofferson | CD | 15 | | OBR-025 | 094012002527 |
| Dan Reeder | Dan Reeder | CD | 18 | | OBR-027 | |
| Repossessed & Third World Warrior | Kris Kristofferson | 2×CD | 10 + 10 | | OBR 028 | |
| East Nashville Skyline | Todd Snider | CD | 12 | | OBR-031 | 094012003128 |
| Fair & Square | John Prine | CD | 14 | | OBR-034 | 094012003425 |
| Peace, Love and Anarchy | Todd Snider | CD | 14 | | OBR-037 | 094012003722 |
| Standard Songs for Average People | John Prine & Mac Wiseman | CD | 14 | | OBR-038 | 094012003821 |
| Standard Songs for Average People | John Prine & Mac Wiseman | Digital Media | 14 | | | 886445839760 |
| Fair & Square EP | John Prine | CD | 4 | | OBR-034-EP | 094012003456 |
| Fair & Square EP | John Prine | Digital Media | 4 | | | 094012003456 |
| In Person & On Stage | John Prine | CD | 14 | | OBR-039 | 094012003920 |
| In Person & On Stage | John Prine | Digital Media | 14 | | | 886445838176 |
| Broken Hearts & Dirty Windows: Songs of John Prine | Various Artists | CD | 12 | | OBR-042-1 | |
| This New Century | Dan Reeder | CD | 20 | | OBR-041 | 094012004125 |
| The Singing Mailman Delivers | John Prine | 2×CD | 11 + 13 | | OBR-040 | 094012004026 |
| The Singing Mailman Delivers | John Prine | Digital Media | 24 | | | |
| The Missing Years | John Prine | 2×12" Vinyl | 8 + 7 | | OBR-009 | 094012000912 |
| Arlo McKinley & The Lonesome Sound | Arlo McKinley and the Lonesome Sound | Digital Media | 11 | | | 196292225716 |
| September 78 | John Prine | 12" Vinyl | 10 | | OBR-043 | 094012004316 |
| John Prine Live | John Prine | Digital Media | 19 | | | 886445838169 |
| Live in Asheville '86 | John Prine | Digital Media | 24 | | | [nessuno] |
| In Spite of Ourselves | John Prine | Digital Media | 16 | | 886445839814 | 886445839814 |
| For Better, or Worse | John Prine | CD | 15 | | OBR-044 | 696859970207 |
| For Better, or Worse | John Prine | Digital Media | 15 | | | 192562343968 |
| September 78 | John Prine | CD | 10 | | OBR-043CD | 752830510524 |
| September 78 | John Prine | Digital Media | 10 | | | 886446665160 |
| The Missing Years | John Prine | CD | 15 | | OBR-009CD | 094012000929 |
| Nobody Wants to Be You. | Dan Reeder | CD | 5 | | OBR-045 | 752830511323 |
| The Tree of Forgiveness | John Prine | CD | 10 | | OBR-046CD | 752830513327 |
| The Tree of Forgiveness | John Prine | Digital Media | 10 | | | 192562099483 |
| Spotify Singles | John Prine | Digital Media | 2 | | | 192562922781 |
| The Tree of Forgiveness | John Prine | 12" Vinyl | 10 | | OBR-046 | 752830935143 |
| Spotify Singles | John Prine | 7" Vinyl | 2 | | OBR-047 | |
| My Old Kentucky Home, Goodnight | John Prine | Digital Media | 1 | | | 193483759975 |
| The Living Room Sessions | John Prine | Digital Media | 2 | | | |
| Live at The Station Inn | Shawn Camp | Digital Media | 12 | | | [nessuno] |
| Unwed Fathers | John Prine and Margo Price | Digital Media | 1 | | | |
| Sittin' on a Rainbow | John Prine | Digital Media | 2 | | | 194491403591 |
| The Kentucky Sessions | John Prine & Kelsey Waldon | 7" Vinyl | 2 | | OBR-051 | |
| White Noise / White Lines | Kelsey Waldon | Digital Media | 11 | | | |
| The Kentucky Sessions | John Prine & Kelsey Waldon | Digital Media | 2 | | | |
| White Noise / White Lines | Kelsey Waldon | CD | 11 | | OBR050 | 644216240562 |
| In Spite of Ourselves | John Prine | Digital Media | 16 | | | 194491437541 |
| Love & Hate | Dan Reeder | Digital Media | 1 | | | |
| Ghost of My Best Friend | Arlo McKinley | Digital Media | 1 | | | |
| Every Which Way | Dan Reeder | Digital Media | 20 | | | |
| I Remember Everything | John Prine | Digital Media | 1 | | | |
| Die Midwestern | Arlo McKinley | CD | 10 | | OBR 055CD | 787790880080 |
| Die Midwestern | Arlo McKinley | Digital Media | 10 | | OBR-055 | |
| Mississippi Goddam / They’ll Never Keep Us Down | Kelsey Waldon | Digital Media | 2 | | | |
| They’ll Never Keep Us Down | Kelsey Waldon | Digital Media | 7 | | | 195497436798 |
| Every Which Way | Dan Reeder | CD | 20 | | OBR-053 | 787790259244 |
| Paradise | Sturgill Simpson | Digital Media | 1 | | | |
| Old Gods | Emily Scott Robinson | Digital Media | 1 | | | 196292004908 |
| Cheap Seats | Emily Scott Robinson | Digital Media | 2 | | | 196292205206 |
| Sunk Like a Stone | Arlo McKinley | Digital Media | 2 | | [none] | [nessuno] |
| The Goldmine Archives | Kelsey Waldon | Digital Media | 2 | | | |
| You, Yeah, You | Tre Burt | Digital Media | 12 | | | 196006758578 |
| Let ’em Burn | Emily Scott Robinson | Digital Media | 3 | | | 196292206357 |
| Yes I Guess They Oughta Name a Drink After You | Tyler Childers | Digital Media | 1 | | | |
| Broken Hearts & Dirty Windows: Songs of John Prine, Vol. 2 | Various Artists | Digital Media | 12 | | | |
| American Siren | Emily Scott Robinson | CD | 10 | | OBR-067-CD | 793888002913 |
| This Mess We're In | Arlo McKinley | CD | 11 | | OBR-072-CD | 793888793064 |
| This Mess We're In | Arlo McKinley | Digital Media | 11 | | | |
| This Mess We're In | Arlo McKinley | 12" Vinyl | 11 | | | |
| When It Don’t Come Easy | Emily Scott Robinson | Digital Media | 1 | | | 196925175074 |
| No Regular Dog | Kelsey Waldon | Digital Media | 11 | | | 196626643230 |
