5. "I've been meaning to do this post for years." In response to In response to 0
Only my post would be I wake up tomorrow morning as a Slave in Virginia in 1700, on some Sankofa (the film) shit.
I'd first obviously conceal that I could read and write. Figure out a way to get to the north. Then, on some Back II The Future 2, get rich with early industrialization, somehow. Then try to become part of the underground railroad, or something.