Something to Be Proud Of: The Best of 1999–2005 is the first greatest hits compilation album American by country music duo Montgomery Gentry. It was released in 2005 (see 2005 in country music). The track "She Don't Tell Me To" was newly recorded for this album, and was released as a single. Two other tracks ("Didn't I" and "Merry Christmas from the Family") had previously charted, but not included on any of Montgomery Gentry's studio albums. The former was included on the soundtrack to We Were Soldiers, and the latter was a Christmas single.
| Title | Writer(s) |
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| 1. | "She Don't Tell Me To" | Bob DiPiero, Tom Shapiro, Rivers Rutherford | 3:12 |
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| 2. | "Something to Be Proud Of" | Jeffrey Steele, Chris Wallin | 4:17 |
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| 3. | "Gone" | DiPiero, Steele | 4:10 |
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| 4. | "If You Ever Stop Loving Me" | DiPiero, Shapiro, Rutherford | 3:24 |
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| 5. | "Hell Yeah" | Craig Wiseman, Steele | 4:52 |
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| 6. | "Speed" | Steele, Wallin | 4:01 |
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| 7. | "My Town" | Reed Nielsen, Steele | 4:47 |
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| 8. | "Didn't I" | Anthony Smith | 3:43 |
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| 9. | "She Couldn't Change Me" | Gary Nicholson, Chris Knight | 4:22 |
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| 10. | "Daddy Won't Sell the Farm" | Robin Branda, Steve Fox | 4:19 |
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| 11. | "Lonely and Gone" | Dave Gibson, Bill McCorvey, Greg Crowe | 3:21 |
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| 12. | "Hillbilly Shoes" | Bobby Taylor, Mike Geiger, Woody Mullis | 3:15 |
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| 13. | "Merry Christmas from the Family" | Robert Earl Keen | 4:03 |
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Personnel on "She Don't Tell Me To"
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