I am surprised you referring to pof or OK Cupid or tinder as sites for educated people. These are hook up sites primarily or for people who can't afford memberships on paid sites or are too cheao. Sure some people met others on those but those aren't plenty.

I have not heard of any intelligent employed professional who is looking for serious relationship on there. Creative? Progressive? On free hook up sites? You kidding? women of class aren't there. Trust me. And women don't like men who use unpaid sites.

I don't know why you are referring to yourself as millennial. You are almost 40.

No need for pics of family or friends on there. No one wants to see those.

I am a decent looking woman but when I used dating sites I never thought of putting 6 pics. One can see how I look on two. Why so many?

I am not saying you are too good to be true but you kind of describing yourself as you are. You are saying you have low self esteem but you don't come across that way. Are you humble in your profile?

Do you describe yourself as freelance? It often means unemployed or not having steady job. Maybe just say you are designer and then explain what kind when you have a date.

What age women do you want to date? Judging by the kind of sites you use, you might be going for young women . They don't want 40 year old man. Go for women your age or even a bit older. The very fact you refer to them as "girls is kind of strange. What age are you considering?

Just some thought. A bit groggy in the morning

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