He did try to help her. She is a below average looking 35 year old woman with a son by a sketchy baby daddy, who wants a man making six figures. What should he have told her get plastic surgery? Lie about her age? Give custody of her son to someone else? Sorry, nothing is impossible but it is damn sure improbable that a man at least in the top 10% of earning men in the country (probably is lower in NC) wants to settle for a woman like that. Even if a guy met and liked her all of that baggage would weigh heavily on his decision to take it any further.
Kevin told her what most men who are not afraid of backlash and actually care would tell her: find a solid man that is willing to accept her age and child and forget about having six figures as a standard. Do not get suckered and scammed by charlatans who will tell you everything you want to hear just so you can keep going to them and making them rich,
You're doing the most. He explicitly stated the direction he should have steered her. He said she is clearly looking for security and looking only to money to get that is not the move.