I’m probably going to regret wading into dating discourse but any time a man has insisted on picking me up or calling me a car he has been more intentional, thoughtful, and enjoyable to date overall. It’s chivalrous, it’s not a requirement for me but it can be a good filter.
It’s a ~40 minute train ride from Greenwich village to Williamsburg and a ~15 minute car ride. If she was already excited about him she probably would have just paid for her own uber, he was trying to win her over and he failed. On to the next!