So in the wait for episode 5 I decided to watch DSP's playthrough and I saw some interesting dialogue I'd never seen. For the record he helped Lilly out and decided to be honest with Kenny about his past. He chose to say "I was on my way to prison 3 months ago" and Kenny says
"You should know, if we gotta make numbers when it comes to a boat, this is gonna matter."
I mean, Lee is almost definitely going to die but do you think that maybe they had planned for him not to?