If you only make terrible decisions in your first life, will that mean you'll make better choices in your next? You might think the shame and remorse of being a jobless shut-in in a culture like Japan would push you to become the best possible version of yourself, but it just goes to show that under different circumstances you can remain the same degenerate and still be successful in spite of it.
As this wolf in sheep's-clothing approach has a certain amount of appeal to it, his lack of developing basic human decency is probably by design, but that's might be giving an isekai author too much credit.