In January 2008, Bailey and fellow Unity08 co-founder Gerald Rafshoon left that organization to launch a national effort to draft New York City Mayor Michael Bloomberg to run for president as an independent candidate.
•
In 1994, Bailey joined Jeffrey Pollack in a venture to start a daily briefing for the sports world called the Sports Business Daily.
Following the September 11, 2001 attacks in the United States, four young leaders came together in Washington, D.C. with the aid of Doug Bailey to form a new organization designed to lead the newly dubbed "9/11 generation" towards doing something positive with the new patriotism formed by the attacks.
Doug Flutie | Bill Bailey | Ringling Bros. and Barnum & Bailey Circus | Pearl Bailey | Kay Bailey Hutchison | Doug | Derek Bailey (guitarist) | Derek Bailey | Old Bailey | Rumpole of the Bailey | Doug Liman | Doug Sahm | Doug E. Fresh | David Bailey | Doug Williams | Doug Naylor | Doug Church | Bailey | Doug Williams (wrestler) | F. Lee Bailey | David Bailey (photographer) | Doug Varone | Doug Scott | Doug Henning | Doug Ellis | Corinne Bailey Rae | Bailey Road | Richard W. Bailey | Gary Bailey | Doug McIntyre |
On January 10, 2008, the organization released a statement announcing that two of its co-founders, Doug Bailey and Gerald Rafshoon, were leaving Unity08 and launching a national draft movement to entice Bloomberg to run as an independent candidate.