Eldora looks ditzy due to her lack of human common sense, but she's quite clever suggesting things like pre-casting healing spells to Dion. This guy, on the other hand. I am sorely disappointed at how he never tried to report what was done to him in the dungeon. Maybe this town really is lawless that reporting it would do nothing. Or it's just plain ol' terrible writing.
"You want to pretend you're ordinary and just take the leftovers?"
I like Lena already. Cut the protag's low self-esteem BS and don't give him a chance to weasel his way out of this test. Stop him from wallowing in his B-rank self-pity, he cleared an S-rank dungeon together with just one other person, it makes no sense.