Dating 55-65: age range and children/grandkids

I am glad you are careful, but you are so calculating. Also you are childless by choice which I respect, but why do you want your prospective partner to have children or Grandchildren, you can have a good relationship and do what you want especially if he has friends and is sociable.
I found love after getting divorced alot of years later, and I was not looking for it.

There is sensible and there is calculating.. why don't you meet them and see if you feel anything real.. also I wouldn't underestimate how difficult it may be with a teenager in the mix..

My mum was widowed at 45y. My dad died just shy of their silver wedding anniversary.

She then met my stepfather through work. They married when she was 60y. They had 26 happy years together before she died six years ago now. She said to me ‘if you’ve had a happy marriage you’re more likely to try for another’. Maybe.

I’m amazed that before having reached ‘this is a relationship stage’, the OP knows how much the younger man earns and that the older one is ‘affluent’. I agree with what you say RosiesMaw. I pity the children caught up in this.

Someone.

Autocorrect.

I'm more concerned about the 12 year old daughter.
She's obviously had a tough time one way or another and needs some love and care, not somewhere who is calculating the best options.

I’m getting vibes of a “spreadsheet “ approach to your choice of potential partners and while I am all in favour of common sense, is this not a little calculating?
Or as Tina Turner sang
“What’s love got to do with it?”

There is no way of assessing someone’s ‘mileage’. I have a friend whose husband is 7 years younger than she is. He has always been the lynchpin of the relationship. she has spent her life being adored and fussed with everything done for her and now he is ill and she finds the roles have to be reversed.

If you were to date someone childless, would that increase your options? Perhaps dating someone with children brings baggage.

There are men who marry older women. Think of Macron, they are very happy together. So I'm not sure there is an age which is too young if you're compatible.