"There are 729,500 single women my age in New York City. My picture and profile successfully filtered out 729,499 of them and left me with the one I was looking for."

I know this is sort of meant as a joke, but I feel like one of the more interesting questions that could be addressed in an analysis like this is what percentage of the women in the dating pool could you actually have had a successful relationship with. How strong is your filter and how strong does it need to be? There's a tension between trying to find/obtain the best of many possible good options, and trying to find the one of a handful of good options in a haystack of bad ones.

I'm somewhat amazed that you looked at 300 profiles, read 60 of them, and liked 20 of them enough to send them messages. Only 1 in 5 potential matches met your standards for appearance, but 1 in 3 met your standards based on what they wrote, and that's not even taking into account the difference in difficulty between reading a profile and composing a message.

You make a big deal about the number of people available online, but in your previous article on soccer players you implied that the average had a much larger effect on the tails than the average did. If you're really looking for mates in the tails of the distribution, and 1 in 729,500 is about 4.5 sigma event, then being involved in organizations whose members are much more like your ideal mate on average may be a better strategy than online dating.