Tackle him if you haven't figured it out let. After doing it a few times, you can figure out how to get to a spot and wait for him, then its real easy.
Not as bad as it could be. I had a glitch for the homestead mission in New York (Tailor) and the girl is supposed to lead you about 50 feet but instead she took me on a run across the city, down to the bottom, all the way to the top then back again.