Guilt? No. For what purpose? Certainly there are things I would do differently if we had had more than one child. I think that's true of most parents. But those who make a good faith effort at raising their kids have nothing to feel guilty about. Where the analogy breaks down is that every generation produces first-time parents. Classes, books, advice only take you so far. So the problem is self-perpetuating.
Regarding racism, this is the society we were born into or immigrated to. It was/is as we found it. We can recognize injustice, wrongs—even to the point of absolute moral outrage—without feeling guilty. E.g., I moved to NYC mid-Giuliani administration. Stop & frisk, a clear 14th Amendment violation, had become NYPD policy. I saw how wrong & destructive it was without feeling guilt. The work is to change it (along with that equally egregious "broken windows"), not virtue signal & wallow in guilt.
When I realize I can drive my car or ride my motorcycle, & even commit minor infractions, without constantly being stopped, or even searched, I recognize not everyone has this privilege. But they should. They must. Or society is not correct.