At TechCrunch 50 a number of prominent Angel investors have shared a wealth of information about how to raise funds in today’s business climate. Anyone even remotely considering raising money for a dating service needs to read Angel Investors Say Now Is Their Time. The days of raising millions of dollars of VC money in the dating space are over. Today you can build a decent niche that scales for less than $50k and grow it from there.
The problem remains where to get the money to market the service. Dating sites are getting smarter about acquiring traffic, but customer acquisition costs are still prohibitively expensive for all but the savviest marketers.