My boss didn't find it (images are at bottom) perfect. Although he couldn't explain it specifically, but he gave an hint about light / color tone / background and sky related problems.
After talking a lot, when I said I don't notice any specific differences with the past works, he said he also can be wrong (since he is not an art director or designer). It put me into doubt whether I really created something bad or it is just my boss's misunderstanding.
Since there's no senior designer in our startup, I really couldn't help myself asking it here, just to get a feedback.
Here's the edited photo & reference that is under question:
Here are 3 recent works that were improved:
So, given all that, what do you think about it?
Note: We use 3 colors for sketched characters: Purple, Orange and Green (You will notice them in designs).
EDIT: By these works, we just convey a message similar to: Wherever you are, there's someone to connect with you and become friend. But my question is more about visibility, not the message here.