Context: Donald Trump spewing bullshit about annexing Canada and Greenland. Meanwhile, Congress has been dragging their feet for YEARS on resolving Puerto Rico's territorial status.
Citizens living in US territories do not receive equal representation in congress. For instance, PR has one "delegate" to the House (not an official voting member) and no senators. Taxation without representation.
Although, at this point I wouldn't blame PR if they changed their minds about wanting to become the 51st state.
There's no way he'd annex Canada then give them the right to vote. It would be 2 more Democratic Senators, a massive leftward shift in the House, and would have more electoral college votes than any other state - all going to the Dems.
Edit: The more I think about it the more I like the idea. Can we annex them for like 1 election cycle, clean house, then de-annex them. We just need them to be American for like 3-4 years.
I feel like things could work out for them if territory boundaries were kept intact and integrated as individual states. I feel like Ontario would settle as a solid democrat state, but I think the rest are still in play. I want to say Quebec would end up democrat too but Quebec is surprising, I wouldn't put any money on it.