"We wanted to create a reputable site for entrepreneurs -- and those interested in them." Today there are 160,000 members on Entrepreneur (not to be confused with Entrepreneur Dating.com, a newer site with about a 1,000 members whose owner declined to be interviewed).Kurtz uses a freemium business model, so he makes money if members choose to upgrade from the free basic membership.Yes/No; While it is free to use, POF offers premium services as part of their upgraded membership, such as seeing the date and time a user viewed your profile and allowing you to see whether a user read and/or deleted your message.

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"The site helps people find others with similar qualities who have a tolerance for the entrepreneur lifestyle." Beyond profiles, Matchmaking also outlines entrepreneurial personality traits.

A 60-day trial is free; then members pay a monthly fee.

Lucky for Ruby Corp., the online dating service’s rebranded parent company, it will only pay only $1.66 million outright, with the remaining costs tabled due to its inability to pay in full.

According to the New York Attorney General’s office: “The settlement includes an immediate payment of $1,657,000 divided amongst the states and the Federal Trade Commission, of which New York will receive $81,330.94.

The long hours, obsession with work and unpredictable lifestyle are all factors that can interfere with a single date, not to mention the delicate process of building a relationship.

Some entrepreneurs are tackling these dating challenges in the same way they handle their business: once you see a need in the marketplace, you find a way to fill it.

When Connie Kelly's son David divorced in 2008 after a decade-long marriage, it sparked a business idea.

David, a 32-year-old entrepreneur who owns an alarm company, was having trouble finding time in his hectic schedule to get back into the dating scene.

Members only see intersection of what they are looking for and what other members are looking for. Free messaging and status posting for undergraduates (5 messages/day limit).

All Paid users can message and post and they also have added benefits.

While the service is still in its infancy with about 250 members, Kelly is looking to sell it and get into other entrepreneurial ambitions.