‘Stay woke’ is a common liberal and leftist refrain and rallying cry, meant to rally ‘The Resistance’ and anti-Trump mob against the Trump administration. So when Jeopardy had a category on ‘stay woke,’  liberals cheered!
Then, they realized it was a troll (i.e. mockery) job of the phrase and it was focused on sleep-related questions.
Talk about pulling the rug from under the liberals, Jeopardy.