Internet Dating Tips for Top Company Executives

Local dating guru Karenna Alexander gives a helping hand to businesspeople braving the wild world of Internet dating.

For newly divorced executives or hardworking businesspeople who may be too on-the-run to find the right one, online dating is a very real fact of life. It is also fraught with pitfalls and dangers, especially for those high on corporate ladders who may choose to conceal their net worth and company name.

We asked one of the region’s most notable dating know-it-alls, Greenwich’s Karenna Alexander, for the inside scoop on dominating those dating apps.


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When crafting a dating profile, should a man or woman ever include where exactly they work?

“It’s best to be a little vague about where you work. Most people online are decent people, but you never know if someone will turn into a pest. It’s fine to say whether they own their own company. They can do so in a general way, such as ‘business owner,’ or list their profession as ‘business.’ Save the elaboration for later.”


How do you feel high-paid executives should approach online dating in general?

“Honestly, just like anyone else — with the exception of being careful not to brag too much about their high salaries. Bragging can be a turn off to a quality mate. It also encourages people who are only after your money or a lavish lifestyle.”


What information should business people be wary of sharing that they often don’t realize is sensitive?

“Sometimes people do share work-related issues when talking to a stranger — things that may have happened at work that were humorous or scandalous. But if it ever got back to their place of employment, or the HR department, the fact that such information was shared could have disastrous consequences.”

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What do you feel is the best method for high-ranking execs to find potential significant others?

“I do believe in going online; so many people are meeting there these days. Even celebrities are on the dating apps. I don’t think it’s anything to be embarrassed about. It’s a way to meet many people and evaluate whether they are right for you, just like you would if you’d met them in person. You should be aware there are scammers online who are only looking for money, but they are quite obvious. I truly think Match and Tinder are the best, especially on the East Coast.”

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