Sentence 1: Jack did not know how to swim. 
 Sentence 3: He wanted to go snorkeling with his marine bio class 
 Sentence 4:  He told his professor his predicament 
 Sentence 5:  His professor agreed to give him private swim lessons before the trip 
 Option 1: He had gone all his life knowing how. 
 Option 2: He had gone all his life without knowing how.