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The West Indies Federation was a political union between various British colonies in the Caribbean who had the goal of attending Independence as one nation in 1958. The Union fell apart due to a multitude of factors including the concentration of population, lack of federal taxes, no quick independence, etc. https://en.wikipedia.org/wiki/West_Indies_Federation
Your challenge is to make this federation work, gain independence and not fracture at the seems right after. Also talking about the impact that this federation would have on the world at large. POD preferably post 1940.