How should I...? vs. How would I...?
The modal verbs, should and would, are different in meaning in that the former expresses the obligation or necessity on the part of the subject while the latter the intention or prediction in the future.
There are a couple of examples I cite below and which I found by googling.
“As a Southerner, how would I be received?”
In this sentence, ‘would’ can clearly be seen to be used to express the prediction in the future.
“How would I go about helping my brother get some help with his drug abuse and violent behavior?”
In this sentence, ‘would’ seems to mean the necessity, so ‘should’ is more appropriate in this case. What do you think?