Dear Prudence,
My brother is a 38-year-old, heterosexual male who has never dated. He is very private so trying to discuss this in person is difficult. He is discouraged or too shy to put himself out there. He has so many wonderful traits—he’s a helpful friend, takes care of our aging parents, and is great with kids, handy around the house, athletic, and in great shape! However, he is on the shorter side and works a less glamorous blue-collar job so some of the superficial filters women tend to use on dating sites would overlook him. I am sad to think he might miss out on finding a life partner or becoming a father. He would be an absolute steal for a single mom looking to date! I would like to send a genuine offer to help via email (less confrontational). What advice would you give him?
—Hopeful Sister