I see your point. The board doesn't always talk about a lot of issues that are specific to the 50+ audience. I'm not that age yet but I have seen people 50+ close to me deal with dating issues.
20 years ago, widow game was probably easier than today. If we think about a 60-70 year old widow now, she was in her 20s during the 1970s-80s, which is when the Sexual Revolution was becoming mainstream. A woman who was 25 in 1985 was likely more promiscuous than a woman who was 25 in 1955. However, a woman who was 25 in 1985 was likely to have been less promiscuous during the 1980s than the current crop of 25-34 year olds.
Social calibration is important whether you're interested in 20, 30, or 60 year olds.
A woman who married early and has been widowed as a 60-65 year old is likely a better catch with a lower notch count than a 60-65 year old who has been divorced.
One of the easier things about dating in the 50+ set is that children under 18 are rarely an issue. Women 50+ either never had children or their children are over 18. There are issues surrounding adult children though. Adult children often do not take kindly to a parent's new relationship. Additionally, adult children tend to dislike interacting with other adult children at holidays when there was no relationship during the formative years. Another issue with adult children is that many adult children still live at home. Since the early 2000s, it has become more commonplace for those 18-30 years old to live at home for a period of time.
The retirement communities of the Sun Belt states in the USA are good places for pickup of 55+ women.
@biggoal is near some of these 55+ communities. You could definitely do grocery store approaching as a 65 year old single man in these communities. Additionally, some of these 55+ communities have activities that are good for meeting people. It's like the college campus extracurricular activities, but for senior citizens.
I'm glad I'm in my 30s though and am interacting with 20s-30s women.