On his father's side, Flagg is the grandson of former fashion industry executive and designer, Edith Flagg from Romania, and her husband and Los Angeles Jewish leader Eric Flagg.
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In 2007, Flagg, along with two other agents, Madison Hildebrand and Chad Rogers, were picked and started filming for a reality TV series.
Josh Groban | Josh Hamilton | Josh Duhamel | Josh West | Josh West (Home and Away) | Drake & Josh | Josh Ritter | Bryan Josh | Josh White | Josh Kelley | Josh Peck | Josh Lucas | Josh Holloway | Josh Gibson | Josh Weinstein | Josh Klinghoffer | Josh Hartnett | Josh Hamilton (baseball) | Josh Gracin | Josh Gad | James Montgomery Flagg | Josh Werner | Josh Thole | Josh Reddick | Josh Pyke | Josh Leo | Josh Koscheck | Josh Homme | Josh Henderson | Josh Greenfeld |
Those include Michael Douglas, Catherine Zeta-Jones, Burt Lancaster, David Janssen, Jack Benny, Sebastian Siegel, Diana Ross, Karen Carpenter who purchased two condos & converted them into her own duplex in 1976, Josh Flagg, Ruth Handler (founder of Mattel), Edith Flagg and Berry Gordy.