Milton Tillman, Jr. (pictured), the 57-year-old thrice-convicted Baltimore bailbondsman and stevedore, is scheduled to be released from federal incarceration on June 14, and is currently in the hands of the U.S. Bureau of Prison's Residential Reentry Management field office in Annapolis Junction, according to federal-inmate records. But Tillman's legal troubles—he was sentenced to 51 months in prison followed by five years of supervised release for "filing a false tax return, unlawfully engaging in the business of insurance and wire fraud in connection with the operation of his bail bond business and a scheme to defraud Ports America Baltimore, Inc.," his former employer, to which Tillman was ordered to pay $120,000 in restitution, according to a
—continue. Yesterday, Maryland U.S. District judge Ellen Hollander denied Tillman's petition to quash two IRS summonses, which he filed last summer. In the same ruling, Hollander granted the IRS' motion to enforce the summonses, which the agency issued last summer to Provident Bank (since purchased by M&T Bank) and SunTrust Bank. Hollander's ruling explained that the summonses sought Tillman's bank records and "pertain to an investigation led by IRS Revenue Agent Carla Johnson with respect to petitioner's civil tax liability for the calendar years 2006 through 2010, in which he allegedly failed to file tax returns." The Tillman probe, which also ensnared his son, Milton "Moe" Tillman, III, blew up in 2008 with
at numerous Tillman-related locations around Baltimore, including at the Port of Baltimore. The raids, which followed
of Tillman's business dealings and political ties as an apparent shadow-economy player, not only resulted in
, but also
that resulted in
of several International Longshoremen's Association (ILA) time-keepers.
at ILA Local 333, of which Tillman was a member. The elder Tillman, meanwhile, who has two prior federal convictions for attempted bribery and tax fraud, was publicly outed as a
by then-assistant U.S. attorney Jonathan Luna during a 2002 drugs-and-violence trial involving some men who in 2000 tried to whack Tillman, III, over a drug deal gone bad. Luna later turned up dead in Pennsyvlvania , and his 2003 death remains an unsolved mystery, with local authorities deeming it a homicide while federal law enforcers have tended to suggest it was suicide.