April 15th unless the date falls on a holiday or weekend.
If you have a profit it is possible to deduct expenses for home office use.
The easiest way to report is to use 8949 and upload your broker statements or composite statement. It saves time from entering each item separately.
Unemployment benefits are not calculated to determine eligibility for earned income credit. It is best to have federal and state taxes withheld to help with any possible tax liability.
Only if you are able to exceed your standard deduction and itemize your expenses on Schedule A.