As a player, Ricardo was a professional tennis player (1987-1991), being the first portuguese tennis player to live avroad (Barcelona, Spain) as a professional.

As a coach he had residence in Barcelona, Spain, being coach for ATP - WTA players (1999-2000), in Bruguera Tennis Academy. Ricardo led a group of youth players that made the record of 5 victories (2010) in the national Portuguese tennis calendar.

As an organizer Ricardo Cayolla realizes Sport activities since 2001 such as international tennis tournaments, football tournaments, conferences, symposiums, etc.

In the media, he was tennis commentator for television in Eurosport Portugal (2013-2017) and national TV channel SIC (2000-2006).