can ask your investment plan? because it's possibile take both ardford bank and 50K OoS investment. (in a non-whored playthougth)
first round of investment is relatively straightforward. you want the bank (with trin) and the mine (with megail). it's painful but not hiring mercenary is the right choice. they hamper your return because you keep paying them and they don't grant anything worthwhile. it's a realy a pure cold calculation about cost-benefit of your ProNs, because the empathy-level consequence of that are... significative.
you are past that point but "megail gift" (the one she propose you after rescuring her) is a good choice. and take extra money from her for sure NOT (it reduce, by a lot, your next two returns), same converting pron in sx, is alwasy a bad decision (there is only one occasion, in a marginal situation, you want do it, but not for the money, you gain enough Sx by normal gameplay)
totaly avoid
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and shrine renovation (the one carina talk about). i advice against the anti corruption campaign, it isn't a total bad investment, but it's focused about hidden score, and if you don't take advantage of it (and in a blind run is very, very hard to do so) is basicaly wasted money.
the bridge repair are in mix bag, it's beneficial because you reduce future investment cost (and you want them, for sure), but don't repair the bridge now can benefit your hidden scores in the end. for a first/blind playthrough i advice to repair the bridge, it's a solid decision and without you capitalize the hidden gain it's only harmful.
cache excavation can be good, if you have the money, they return a bit of cash in the next return, and the equip you gain is nice. (and a little boost on simon stats), beatification works can be delayed in a future return, and take now is nearly useless