One person can do it. But if the one person is the competitor it is a very early morning.
Need to have the bike in place by 8 and the kayak by 8:30. Need to get to William Pond in time to park your car and walk to start line. Parking at Wm Pond gets very full and distant from the start line as 8 approaches, so don’t plan on getting there at 7:55 AM. If you start late it adds to your total time as it is a gun start (or has been in the past at least).