why did i just realize that?

The reason Tim freaked out on Lucy in 2x1 when she lied on the report was because he didn't want her to make the same mistake he did with Ray. Tim later, in 6x6, tells her that she would never be in that place because she will never lie on a report for her own interest, which is the opposite of what she did in 1x20 when she didn't include what he said about going out on his own terms; that was not for her self-interest.