Detroit attempted to annex Highland Park multiple times in the early twentieth-century (at least in 1910, 1922, and 1924, maybe more). But Highland Park was wea

Detroit attempted to annex Highland Park multiple times in the early twentieth-century (at least in 1910, 1922, and 1924, maybe more). But Highland Park was wealthier and its residents wanted to remain independent. Now things are different, but even if Highland Park's residents agreed to be annexed by Detroit, would Detroiters have them? Why annex a small city that's in terrible economic shape? I think you could definitely make an argument that Detroit and Highland Park could come together and improve both their lots, but that would take a huge effort and a whole lot of political will that I'm not sure is there.