I'm pretty sure we're due for another raise in the debt ceiling in March 2017. If someone knows better, please post it.
Will Trump refuse to raise it? Will Congress refuse to raise it? Will Ted Cruz take a stand, or take a knee (or two)?
Yes March 2017, the debt ceiling is suspended until then.
IMHO The most likely scenario is the re-emergence of the "Grand Bargain" on cutting spending and tax reform (or something very similar to it) that Obama wanted to cut with Boehner in 2011 but got nixed because the extremes of the Democrat and Republican bases went ballistic.
I'd imagine it'll be the first test of Trump's "negotiating skills" since he'll still have to contend with the House Freedom Caucus, we'll see if he's as good as a negotiator as he claims he is.