It does make sense, it’s a tough passage. I think it’s a challenge to each of those men whether they really understand what it takes to follow Christ - one, what if you’ve got nowhere to sleep, how will you cope?, the second, apparently it reads as if the man’s father is still alive (‘I’ll follow you in my own time’), the third, I think is questioning whether the man is always going to look back at his previous life. After all, in 1 Kings 19: 19-21, Elisha was able to say goodbye and held a going away party for his friends before becoming a trainee prophet!
The study I was looking at today references the Parable of the Sower (Luke 8: 4-8) where these men seemed to be test cases for that parable. The seed falling on the pathway and being snatched away(they hear the Word but don’t believe), the seed falling on shallow soil (they hear the Word with joy but, when tested, fall away), and the seed that falls among thorns (they believe but are choked with life’s worries, riches and pleasures).
Does that help?