'... should we expect someone else?'

When John heard in prison what Christ was doing, he sent his disciples to ask him, 'Are you the one who was to come, or should we expect someone else?'
(Matthew 11:2-3)

Erwin McManus says in The Barbarian Way (we read that on the way to Broken Hill) that he reckons Baptist John was having doubts about whether Jesus really was Messiah (or just a very naughty boy) because he'd ended up in prison, even though he’d supported Jesus.
McManus talks about how we often expect 'the centre of God’s will' to be a safe easy place, despite the fact that a lot people in the scriptures (Job, Jeremiah and Paul come to mind) that lived according to God’s will had a lot of awful things happen to them.

Jesus replied, 'Go back and report to John what you hear and see: The blind receive sight, the lame walk, those who have leprosy are cured, the deaf hear, the dead are raised, and the good news is preached to the poor. Blessed is the man who does not fall away on account of me.'
(Matthew 11:4-6)