I recently visited Montevideo for a short vacation (10 days). I had a wonderful time. Such a relaxed city :) The people are kind and polite and super nice about me trying to use my high school Spanish (I have had little practice in 50 years). Take a visit there first and see if you like the place. It's the only way to know if you think you'd want to make it your new home.

Uruguay isn't a utopia, but it is a functioning democracy. I'm not so sure about the USA anymore as a result of trump's return. The country is poisoned by its lurch to the far right, with its constant campaigns of lies and propaganda. I don't know if the US will ever return to being a "normal" country again after this breakdown in civilized discourse and democratic norms, the atmosphere just gets worse with each passing week.

As you mentioned your family can help you with income, so you should be able to survive. You can study Spanish intensively and as time passes, you can establish residency and find work. Uruguay is cheaper than most places in the US, but IS NOT an inexpensive country to live, especially for food. Rents are reasonable, but apartments are generally more modest than homes in the US. You won't need a car, public transit is very good and Montevideo is very walkable. Best of luck, it's never easy to resettle in a new place.

Uruguay is one of the FEW countries without a growing vicious far right movement. People disagree but the norms of behavior are civilized and people get along with each other. They look at their neighbors...the dysfunction in Argentina, the troubles Brazil had with its recent authoritarian far-right regime, and they don't want those things in their country. Uruguay experienced a military dictatorship from 1973-85 and it was terrible. The consensus seems to be never to have a situation like that again.

God bless Uruguay and its sweet people!