Saint Gaudens designed an aesthetically pleasing double eagle, but it is important to note that Saint Gaudens is not without controversy. The Shaw monument he designed in Boston is criticized for having racial undertones and is frequently vandalized, and there are books and articles which mention that Saint Gaudens might have had racist views himself. Although at the same time, he was the first sculptor to portray the African Americans as actual human beings in the Shaw memorial rather than caricatures which were common portrayals of African Americans during Saint Gaudens time. But Saint Gaudens also attracted controversy for not using the actual soldiers from the 54th regiment as subjects for the monument. Also to his credit, he also used Hettie Anderson, a biracial woman, as a subject for his sculptures.
It is also worth noting that the Saint Gaudens $10 Indian Head design can be seen as a cultural misappropriation of Native American culture by having a biracial lady liberty with Caucasian features wear an Indian war bonnet which is only worn by Natives who have earned the privilege to wear one. Although that instance of cultural misappropriation was TR's fault as he insisted on the war bonnet, and although TR did take some progressive strides during his presidency, TR saw Native Americans as inferior and as peoples that must be defeated as much as he respected them as warriors. This brings me to my next point, that James Fraser, the Buffalo Nickel and Oregon Trail Half designer may not have been a racist himself, but also was not without controversy as Fraser's monument of TR at the Museum of Natural History in NYC has also been interpreted as racist and portraying Native Americans and African Americans as beneath TR and whites, and also has been vandalized.
Longacre's portrayal of lady liberty on the Indian Head Cent can also be seen as a cultural misappropriation of Native American culture for the same reasons Saint Gaudens $10 Indian Head eagle is one.
Weinman would seem like the lesser controversial choice when viewing things from a 21st century prospective and in light of the national discussion on racism and cultural misappropriation we have been having recently; and even though this name never came up so far in this thread, Charles Barber can be seen as even less controversial than Saint Gaudens or Weinman despite having a bad rap by some in the hobby. I am not saying one shouldn't purchase a $10 Indian Head Eagle or a Buffalo Nickel or an Indian Head Cent, but in the 21st Century there must be more context given around these designs, the artists, and the prevalent attitudes at the time that these coins were designed and in use. This discussion should be had about Saint Gaudens, Fraser, Longacre, if we want to bring more collectors into the hobby other than older white men.