The biggest issue I see in people's perception of whether the DR is moving forward or not, is that for many people progress is measured in terms of efficiency, orderliness, and a bunch of other things that are not a part of the Dominican DNA. I accepted this a long time ago.
The DR is developing, but its not going in the direction that would make it a mini-UK or a mini-USA or even a mini-Japan or mini-any other organized country. The DR is headed towards the way of Italy or Greece. Wealthy countries with a relatively high standards of living and yet, they are some of the most disorganized and corrupt countries in the developed world. People there throw garbage where ever (especially in southern Italy), they drive like maniacs, motorbike drivers were not too happy when a helmet law was passed in Italy and to this very day, plenty of people simply refuse to wear them. Nepotism is considered a good thing, the government is quite inept on so many levels, the Catholic church has great power, noisy, highly extroverted people.
In so many ways, Italy is a European and wealthy version of the DR. I see it as the future, for better or worse.
And I think that's the difference between the few that are positive on the DR and the many that are not. The first ones know that there are some things that will never change unless a dictator seizes power (the only time the DR has been quite organized as a society was under the Trujillo regime, before and after it has been a chaotic society and the fact that after Trujillo, all norms of organized living fell apart is a testament - at least to me - of the natural way of Dominicans as a people. The second group recognizes this limit, but they want the DR to become a much more organized and in some ways much more serious country, and despite the visible improvements in well-being and wealth (anyone that has been acquainted with the DR for more than a couple of decades knows the country has moved forward in terms of overall material well being), the lack of organization is what fuels their pessimism.
As for the whole 3rd world/1st world/whatever world argument, aside from the fact that those terms are obsolete, I don't really care much if the DR is considered a 3rd world country or not, now or in the future. As long as the DR of the future is better off than today, I'm content. I don't expect the disorganization, the corruption, and all the other things that makes the country what it is to change much, if at all.
If it does, I will be pleasantly surprised. But lets be realistic, that will not happen.