And, why not? The pieces were believable: OpenCV, NLTK, some scripting and API twiddling. The virtual assistant wasn't much of a stretch either.
Especially if you're familiar with modern online dating sites now. Still thinking that online dating is like browsing an organized list of potential dates where an online host helps you with searching is naive. Craigslist personals are still like that, stripped down, no profile, anonymous and no algorithms.
OKCupid, like other dating sites, makes money via ad revenue, not by connecting you with a partner, so what's their priority? Who knows if your experience is affected by: - how often you visit the site - if you use an adblocker (they know, and they let you know they know) - if you're on a free account - message response rate - if you use their features (quickmatch, etc.) - how many questions you've answered (at a tech talk recently, Sam Yagan co-founder said answering more than 10 questions was pointless) - your quantcast/cookie/tracker profile - sentiment analysis of your profile/messages
Here's a fun anecdote: As a new user of their iPhone app, I was interested in using the Locals feature (to see who was available on short notice for a date). The first day it worked, let me see those in my vicinity. The next day it was completely removed from the app. No warning. Something (I was a new user) must've decided that that feature wasn't for me.
This goes beyond dark design patterns which attempt to influence your behavior (i.e. on another dating site, you have to pay to send messages, and attractive people send you collect messages, that you have to pay to read.). With dark design, if you're aware, you know what the site wants you to do. If your online dating success is controlled by black box methods without feedback, they silently judge.
So, how soon before hackers decide they're tired of being gamed and start using tools they're familiar with defensively? Could this be the start of a new arms race?