1 - no, only ordinary and necessary business expenses can be deducted.
2 - he can deduct what he paid for those business expenses.
3 - business expenses are deducted on Schedule C - they will offset business income. TurboTax Deluxe Online only supports self-employment income - you will need to upgrade to Premium to deduct business expenses.
If you are using the desktop product, you do not need to upgrade, you can enter Schedule C income and expenses in any version with the desktop program.
Where do I enter Schedule C?
What self-employed expenses can I deduct?
Where do I enter my self-employment business expenses, like home office, vehicle mileage, and suppli...
Can I deduct travel expenses?
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