Earlier quoted context omitted.
This is the real answer. If you’re 26 in the Midwest, odds are many of the women a person would date are already married with a kid or two.
Not sure about US culture, but this seems to carry a peculiar assumption that men should date around same age? Because I doubt most 20yo women in "midwest" are married with a kid or two. Maybe some bits of cultural bagage you need to shed there.
Anecdotally, a friend is trying to date in her early 30s and basically has no dating pool. Not many single men in their 30s have a stable job, crime free background, and avoid hard drugs.