There is something to be said for overcoming the inertia of the (bad) ideas we may have been raised with. Malcolm Gladwell wrote in Outliers how wealthy parent raise their children to be more assertive. One of his examples was a "genius" child with a 195 IQ who couldn't reach his goal of a PhD because of the ingrained passivity his parent taught him, which caused him to accept limitations he was told without questioning. To that extent, if we can't overcome those bad ideas, we're creating bad luck for ourselves.
And please don't take this as me piling on, because it's fairly clear from your post that you are still bothered by this. I imagine it's because you spend a lot of time imagining "what could have been", but to quote Theodore Roosevelt "comparison is the thief of joy". If you can get to a point where you're grateful for what you have rather than mulling over what you missed out on, you'll probably be happier for it. Genuinely wishing you the best of "luck" in the future.