- Robert Holloway (Father, Deceased)
- Mother Unknown
- Mason Holloway (Son w/Dr. Monica Holloway)
- Courtney Holloway (Daughter w/Dr. Monica Holloway)
- Megan Shirley Holloway (Married, 02/2010-Present)
- Megan Shirley Holloway (Married, 02/2010)
- Sabrina Davis Bradshaw (Aborted Nuptials, 2007)
- Dr. Monica Elm Holloway (Married, 1989; Divorced 2003)
- Sharon Logan Bradshaw (Kissed, 12/2009)
- Megan Shirley Holloway (Secret Lovers/Engaged, 2009-2010)
- Sabrina Davis Bradshaw (Engaged/Lovers, 2006-2007)
- Angela Bradshaw (Dated/One Night Stand, 2004)
- Sharon Logan Bradshaw (Affair, 05/2004-04/2006)
- Sharon Logan Bradshaw (Kissed, 04/2004)
- Andrew Bradshaw
- Sabrina Davis Bradshaw
- Unemployed (2009-Present)
- Senior Legal Council, The Bradshaw Corporation (2004-2006)
- Assistant District Attorney, Milwaukee County, (1990-2004; 2006-2009)
- Masters of Law Degree, Duke University School of Law, (1986-1989)
- Bachelors Degree in Business, Duke University (1982-1986)
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