Take Ashley Madison, which had its entire source code, internal company emails and 37 million customers' personal information dumped onto torrenting sites earlier this year.
On analysis of the code, it became clear engineers had developed female chatbots, which had in turn engaged some of its male userbase.
Meeting a robot is an inevitable part of online dating - or owning an email address.
But what if the chatbot was created by the company itself?
Like Match.com, this is useful if you're looking for someone outside your usual cultural boundaries, and favour the shotgun technique over the sniper rifle.
9 Parship (uk) Complete an in-depth personality test and get matched mathematically with similar people.
The world gawped as a British MP, Michelle Thomson (who subsequently denied using the website) and US actor Josh Duggar (again, denied) were revealed amongst its clientele.
Now celebrity love rats are yesterday's news, the real scandal may lie in the use of chatbots in dating sites.
She goes on a date with someone called Gordon who is clearly a terrible person.How will the story stack up against the greatest films about business?Soulmates is supposed to be a key to the magical world of internet dating, a guide to navigating the treacherous seas of online love, which, as this statistic-stuffed book details, generated 12million first dates in the UK last year alone. As I turned the pages, I found I didn't want to fall in love, online or offline, ever again. They are so irritating you don't even want them to succeed as they search for the sublime.5 Lovestruck (lovestruck.com) matches urban desk pilots with people in other local offices.The site's new feature is an i Phone application that buzzes when one of Lovestruck's 40,000 members who fits your criteria is nearby.4 Guardian Soulmates (dating.uk) Telegraph readers don't generally chase Guardianistas but Soulmates is a sensible choice for urban intellectual types, with an average age of 38 and more than 145,000 members.Soulmates' profiles are about the wittiest, so it's certainly worth browsing this site to steal ideas.The site claims more than 1.5 million "active" members, so it's clear that there are a lot of funsters out there.The Big Short, the film adaptation of Michael Lewis' book of the same name about the causes of the financial crisis, opens in UK cinemas this weekend.So it's a good option if you want to meet someone from a different background, and have time to trawl through "millions" of potentials, mostly aged 25 to 45.A friend writes your narrative on MSF, then you comment: "Can't believe you mentioned the charity work, the lottery win and the modelling." So, someone else shows off for you, plus there's less of a stigma because you didn't sign yourself up. With 8,000 to 10,000 new members every month, this is a cracker.