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Are there any reliable ways to make decent money? With crew salaries and expenses like weapons and armor it always feels like I'm broke in this game and the money makers such as working in Galiano's club or getting items like the corrupted gems don't make that much money.

There are several the Casino and Galactic missions are among the best.

The casino is by far the best because it has a more often than not positive payout and you can save and reload before entering if you end up losing more than you are willing to before hitting the winning streak.

Galactic mission how these work has changed several times but usually the rewards are a nice sum of money and materials. Currently I am unsure of how they work exactly as that changed a lot since I last messed with them.

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just gamble u can get an awful lot of money by doing so, you usually win more than lose, but its better to have at least 100k to grind

If you do the dominant route with Galiano you can whore him out after you reach the point to collect 1mil credits to go to 2F and when you whore him out you can get about 40k credits every night