Historical clue formulations

• Rap's Young ___ — 2022-04-27
• Mafia enforcer, e.g. — 2020-02-10
• Gangster — 2020-01-15
• Tough — 2017-10-14
• Tough — 2013-04-21
• Tough guy — 2012-05-23
• Hoodlum — 2006-02-13
• Hoodlum — 2004-11-16
• Hood — 2003-11-23
• Tough — 2003-01-11
• Gangster — 2002-06-02
• Goon — 2002-01-16
• Plugugly — 2001-03-27
• Tough — 2000-06-22
• Criminal — 2000-04-10
• Racketeer — 1999-02-24
• Hood — 1998-08-18
• Hoodlum — 1998-06-25
• Hoodlum — 1998-05-12
• 55-Across, maybe — 1998-01-06
• Goon — 1996-10-02
• Hood — 1996-03-15
• Mob member — 1995-11-02
• Hooligan — 1995-09-27
• Mob member — 1994-03-16