Founder: Hugo Boss
Year Founded: 1923

The German apparel company Hugo Boss started in 1923, but it wasn't until the mid-50s that they started making men's suits. Before that, they specialized in manufacturing workwear and Nazi uniforms (an affiliation that eventually led to their censure after the war). Sometime in the 1970s and '80s, they entered the high-end, men's fashion market, and soon their suits and jackets became popular through their association with actors such as Sylvester Stallone and shows such as Miami Vice. Unfortunately, in 1997, it was revealed that their Nazi uniform manufacturing factories used slave labor during the war (most likely concentration camp prisoners) – a fact that has since forced every writer describing Hugo Boss to mention this sad truth.