I have to disagree with you on de language issue. Language is a problem and a concern. Just the recently Harry Redknapp was talking about having exactly that problem in a match where he wanted to send on a sub but the guy couldn't understand the directions he was giving him and he and to change and send on someone else instead.
Yes, Beckham was ready but Beckham was already a star, had played in the World Cup and was considered one of the best players in the world, one of Real Madrid's Galacticos. Not very many other Englishmen ply their trade in the Spanish/Dutch/French/Italian/Portuguese leagues.
Yes Nigerians play everywhere, but Nigeria has a population of 130 million, that's about 100 times that of T&T. On top of that there are large African immigrant populations in places like Italy, France and England, hence there is more community support available for these players to help them make the transition. There was a post recently from a former player at Falkirk ( I believe) saying that they messed up when they first brought in Jason Scotland. They put him in a house and leave him to himself. What happen, he eh know nobody, have nothing to do, start to eat bad, get fat and lose form.
Now I'm not saying that we should stick to only going to English speaking countries, I'm just acknowledging that it is only natural that being English speaking that's where we will try to go to ply our respective trades, whether it be football or something else.
That being said I agree that we should look into building connections with other leagues whose style might mesh better with that of our players. I believe the direct style of English football tends to take away some of the "natural flair" that our players tend to play with.
However, I also think that more has to be done at home in terms of our player development. How many players it have could beat a man 6 ways till Sunday but cyah bring in a decent cross with any kind of regularity? How many only have one foot? We are lacking in the technical development of our players at home and tend to rely on the natural ability of select individuals. If you have a large talent pool from which to choose (like Nigeria's 130 mil) you can probably get by on the international stage. We have less than 1.3 mil to choose from so we have to try harder and it will always be a struggle and it is not going to happen overnight so we have to be prepared to be struggling for a long time. If we keep at it though we will achieve some success.