I suspect that message will resonate more with frustrated people that have been forced to deal with a corrupt government most of their lives. They also get to hear what life is like for Cubans outside of the country. His messaging (in Spanish) is good, localized to known grievances inside the country and offering a chance to change things. Will the US screw the next government around, likley yes, but there is a large political lobby in the US that will help keep that in check. The diaspora would also be a source of capital if the current government vacated and new one formed.