You don't have to do jobs to easily get the money. Just explore, do quest and buy property early and often. I only did enough jobs to upgrade one of my weapons. Other than that I just played the game. Both the treasure and my personal horde were full of gold. I could have saved 4 times that number of people.
Took my first hit on Morality on my third playthrough.
It was also the first time I saved the childhood love interest. In Kidnapped, I had her dump the other guy.