
Thanks for the explanation! In many topic sections in those time traveling manhwas people judge their capacity of avoiding certain events, but even if you avoid/twist one, there will be another one after it they didn't know. They can't see or predict the future, they only know the past from their narrowed view.

For real. Plus the guy absolutely has given up going back to his luxurious life in his 1st timeline, he has no way of knowing he would come back in time. He can't predict that. Bad things already happened, he doesn't need to think of those again and cry over spilled milk bc there's too much going on his life to worry about the past investments. (him becoming omega, being pregnant, giving birth, shoo awayed from his kid, getting assaulted, getting pregnant again and again, the miscarriage, the plans of escaping, how to survive in streets etc). The guy decided to move on and face the new and constant obstacles coming in his way.
in his past life from what we know he prob only knew about the big cause like the mine investment. While he didn't know some of his charity were scams in the previous life. He did many of those so those def sucked his money and when he had none they just move away. Plus because he was confined and live a long time in dark alleys and streets he was far from talks and from knowing what investment ended being good or not so now he's just investing blindly while avoiding the few bad ones he knew while still paying charities.
In his prev, he seems like he gave up paying attention to investment flows etc since he was so far below being an investor would be just a dream. During his confinement he tended mostly the garden.
It's not like if I got a thief attack me one time and I turn back the time, I avoid that attack and now I know how "all" thiefs act.