Personally, I agree with Suzanna. I’d give her the ride (or actually, I’d encourage my wife to give her the ride), and I personally think Jesus would do the same.
Jesus was known for scandalously surprising gestures toward the “unlovely” of His day, and I think His followers should be willing to do the same. We can get so hung up on appearances, that we can so easily alienate those who need our love the most. The Samaritan woman that Jesus met at the well (John 4) was living in sin. Jesus didn’t dwell on it, He told her about living water and won her over. We don’t know the rest of her story, but I’m guessing she changed her ways without Jesus needing to spell it out for her.
On another occasion, Jesus allowed a woman of ill-repute to make a spectacle all over Him in a very religiously visible setting (Luke 7). He didn’t seem to feel the need to justify Himself and we can’t be sure what drove her to do this, but it’s interesting that Jesus didn’t need to tell her to get her act together. It was almost assumed that when she came to him in this state of brokenness, it would just happen. “Your faith has saved you, go in peace” is what he told her. Notice he didn’t tell her that she needed to find another job (I’m assuming being a “sinner” meant she was a prostitute).
We have to remember that while we were yet sinners, Jesus died for us (Romans 5:8). The change comes after, not before. I’m thinking…let the Holy Spirit do the convicting, He’s pretty good at it. How are most of us usually convicted of our sins?
Why not spend some time getting to know this woman? The car ride to work can be a great opportunity for that. Show genuine interest in her, not what she does. Ask her how she likes her job. Chances are, she doesn’t really like it and if she trusts you she’ll tell you why. What an opportunity to offer her a “more excellent way”.
It sounds like this woman already knows from experience what to expect from Christians. Why do we always assume unbelievers need to be constantly reminded by us of their sin? They usually already know. And if they don’t, their ears aren’t open to it anyway.
Peter wrote:
She feels judged by Christians and loved by girls at the club. Reading between the lines, her occupation is about more than just making money. It’s about a sense of belonging (family?). I think she’s going to have to feel like she’ll get that from the Church family before she trades her in her club family. I don’t think she needs another reason to affirm her suspicions about Christians, she needs to be surprised by Jesus, who is so madly in love with her that He’s willing to allow Himself to be temporarily scandalized by her circumstances.She did expressed displeasure over how she is judged by Christians, and also how it was the "girls at the club" who really cared about her, and helped her with her needs in some prior situations. She said that other Christian's she knew did not assist at all.