Regarding your questions:
- Yes, you should be receiving a 1099 form whether it be a 1099B, 1099 DIV, or 1099 INT. According to this unofficial source a W9 form should be filled out and submitted to a company like Fidelity to o confirm the TIN of a person or business and to establish that they are a US taxpayer. Here is a copy of the W9 form to fill out and submit to Fidelity.
- Looking at a 1042S form, I do not see where to enter a capital gain or loss on the form. Most of the income type involves ordinary income but not capital gains/loss for the call contract.
- Either reporting method is fine but i recommend reporting it as a 1099 DIV or INT because I think it provides a cleaner report that provides more clarity than reporting it as miscellaneous income and other income taxes.
@saulgoodman
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