He is an entrepreneur of chess competitions and founder of the Grand Slam chain of tournaments in 2006, which included Wijk aan Zee (Holland), Linares (Spain), MTel Masters (Bulgaria), Nanjing (China) with the Final Masters tournament in Bilbao (Spain).

Sofia rules make the chess games and tournaments more attractive to the general audience, media and sponsors.

Silvio Danailov's company Kaissa Chess Management has organized many world top chess events such as; MTel Masters super tournament in Sofia, Bulgaria (five times, 2005-2009), the Candidates match for FIDE World Championship Topalov - Kamsky in Sofia (2009) and the World Championship match Anand - Topalov in Sofia (2010), and many European chess championships.

Danailov led the campaign for endorsement of the ECU's Chess in school program by the European Parliament in Strasbourg on March 13, 2012.

According to a timeline of facts published by FIDE, there were financial and administrative irregularities during the organisation of the 2013 European Youth Chess Championship in Budva which included the establishment of a company in Delaware that acted as an impostor to receive payments for the European Chess Union.