The 22-year-old winger spent five years with the Blues, but found first-team opportunities difficult to come by, and as a result spent a number of loan spells away from the club.
After a successful stint in south Wales, Sinclair finally put pen to paper on a long-term deal at the Liberty Stadium - a decision he reflects on as the right one, as it has helped to accelerate his development.
Speaking about the many talented youngsters at Stamford Bridge, the former Chelsea scholar explained that his experience in west London granted him very few opportunities to impress, and warned the Blues' current crop of up-and-coming stars the situation is unlikely to have changed under the guidance of new boss Andre Villas-Boas.
"Would I have got a chance at Chelsea under Andre Villas-Boas?" Sinclair told The Sun. "It depends what you mean by chance.
"To me, 10 minutes here and there is not a chance - a chance is playing week in, week out.
"They have some great quality youngsters but it's very difficult for them to get in."
Sinclair will line up against his former club when the Swans travel to Stamford Bridge in the Barclays Premier League this weekend, in a game that will also see the return of former Chelsea coach Brendan Rodgers as opposing manager.