Simon, in Luke 7:36-50, has a two-fold problem. He isn’t merciful (as opposed to Jesus’ command to be so in 6:27-36), and he’s proud (as opposed to the centurion in 7:6-8).
He probably invited Jesus over for dinner because he thought he was a religious big shot in the community. Yet in a matter of moments he condemns himself as an arrogant and judgmental man who hasn’t been forgiven of much, barely loves his Lord, and is unkind to house guests (vv. 44-46).
Simon didn’t live by faith, but by religious traditions, rules, and accomplishments. There is only restlessness in religion. But in Christ, there is great peace. “Your faith has saved you; go in peace” (v. 50).