I suppose in retrospect one way you could logic it out–and this may have been part of what the writers were going for–would be “Treasury secretary → finance → Wall Street → Manhattan.” I admit, however, to being thrown by “this island,” as my mind then started going to places known by the name “X Island” like, well, Governors or Rikers or Staten or Long, or places more separated from their mainland, like Martha’s Vineyard or Nantucket. I’ve noticed before that it’s one of the Jeopardy writers’ pet topics/quirks that Manhattan is technically an island, but this fact slipped my mind.
On the topic of all of us having our strong categories vs. weak ones, Lord knows I’m practically yelling at my TV when there’s a nice pristine “‘A’ in Physics” or “Classical Composers” or “Before & After” category just ripe to be selected, and the contestants keep going for “Contemporary TV Shows,” or, well “Monarchs,” or one of those annoying categories where Oprah Winfrey reads clues about her book club selections or something.