- Older brother of John Michael Montgomery.
- Member of the country music duo Montgomery Gentry.
- Part of the country group Montgomery Gentry with singer Troy Gentry.
- Has a son that was killed by a car and wrote a song Clouds about his son and dads death.
- Has a daughter with second wife named Candace who graduated from Boyle County High School in Danville, Kentucky in May 2008.
- Has a son with first wife Jennifer Cain named Kevin.
- Living in Perryville, Kentucky with his second wife. (July 2008)
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