$10 from every return is donated to the Tunnel to Towers Foundation

Flat $75 rate. No hidden fees.

🇺🇸 100% US Based Software

The IRS e-file system is temporarily unavailable due to routine annual maintenance and will remain offline until late January 2026. We look forward to serving you—please check back after January 25.

FAQ Off Duty Jobs or Self Employment

Basic tax FAQs

Check our FAQs for quick answers to common tax questions. Due to IRS regulations, we cannot answer specific tax questions via email or over the phone.

If after reading FAQs, you are not sure if self-service tax prep is for you, send us a short but detailed email about your situation and we will evaluate whether hiring a tax professional would be better for you and give you an honest reply via email.

For technical issues or troubleshooting, please email us as well.
Leaf - Tax Scout FAQ Off Duty Jobs or Self Employment FAQ Off Duty Jobs or Self Employment

🇺🇸 100% US Based Software

💰 Flat $75 rate. No hidden fees.

🧾 $1,000,000 Tax Audit Defense™

Most questions are answered in our FAQs

Yes we do. Also we are the only software that does not add any fees for self-employment income. Don’t forget, we include audit insurance for your peace of mind!

You generally file Schedule C (Profit or Loss from Business) with your Form 1040. If net earnings are $400+, you must also file Schedule SE for self-employment tax.

Common deductions include:

  • Office supplies & equipment.
  • Business travel & lodging.
  • Advertising & marketing.
  • Professional fees (legal, tax prep).
  • Bank fees & merchant processing fees.
  • Continuing education courses.

You must report both. W-2 goes on your return as wages, while self-employment goes on Schedule C. The two combine to determine total tax liability.

Net losses can offset other income (like W-2 wages). If your losses exceed the limit, you may have a Net Operating Loss (NOL) to carry forward. This can be an audit red flag. Generally, if you go over 33% of expenses or into a net loss on a Schedule C (self employed income), your tax return could be looked at by an IRS agent and they will decide to select it for audit or not.

Generally, when net income is consistently above $80,000 per year, an S-Corp will start to save you approximately $5000 a year or more in taxes. At this stage, you probably would be better off not using a self-service tax platform. Setting up and maintaining an S-Corp requires a tax professional to ensure payroll, reasonable compensation, and IRS compliance are handled correctly but the extra cost will be worth it if you make over $80,000 in profit on a consistent basis.

Yes, for business miles only (not commuting). You may use:

  • Standard mileage rate (2025): 67¢ per mile.
  • Actual expense method: gas, insurance, repairs, depreciation.

Yes, but only the business portion. Keep logs or reasonable estimates (e.g., 70% business, 30% personal).

Yes, if you are self-employed and not eligible for employer-sponsored coverage. Premiums for you, your spouse, and dependents are deductible “above the line.”

Yes — but follow payroll rules. Paying children under 18 can save SE and payroll taxes if structured correctly. Must be reasonable wages for actual work.

Most self-employed taxpayers can deduct up to 20% of qualified net business income. Phase-outs apply for high earners in specified service businesses.

Yes — up to $5,000 in the first year, with the remainder amortized over 15 years.

  • Income: invoices, 1099s, bank statements.
  • Expenses: receipts, mileage logs, credit card statements.
  • Payroll: W-2s, 1099s, payroll records if you hire workers.
  • Income: invoices, 1099s, bank statements.
  • Expenses: receipts, mileage logs, credit card statements.
  • Payroll: W-2s, 1099s, payroll records if you hire workers.

Yes — 50% deductible if directly related to business. Meals with clients, vendors, or while traveling qualify.

  • 1099-NEC: reports non-employee compensation (e.g., freelance work).
  • 1099-K: reports payment platform income (PayPal, Venmo, etc.) if thresholds met. Must report all income, even if no form is received.

Yes — airfare, hotels, taxis, rideshare, and 50% of meals while traveling for business are deductible. Keep receipts and document the business purpose.

Yes — liability, malpractice, errors & omissions, or other business-related insurance premiums are deductible.

Yes — if they are ordinary and necessary for your trade or business.

Yes, if it’s your principal place of business and used regularly and exclusively for work. Two options:

  • Simplified method: $5 per sq. ft. (up to 300 sq. ft.).
  • Actual expense method: portion of rent, mortgage interest, utilities, insurance, etc.
  • SEP IRA: up to 25% of net earnings (max $69,000 in 2025).
  • Solo 401(k): employee deferral ($23,000, or $30,500 if 50+) plus employer contribution (up to 25% of earnings).
  • Defined benefit plan: allows very large contributions if income is high.
Leaf - Tax Scout FAQ Off Duty Jobs or Self Employment FAQ Off Duty Jobs or Self Employment

Your tax return, backed for life™

100% accurate calculations, audit support, and your max refund. All backed for the full 7-year life of your tax return.

Leaf - Tax Scout FAQ Off Duty Jobs or Self Employment FAQ Off Duty Jobs or Self Employment

Your best tax outcome

You’ll get your maximum refund guaranteed, or your money back.

Leaf - Tax Scout FAQ Off Duty Jobs or Self Employment FAQ Off Duty Jobs or Self Employment

Taxes done right

LEAF Tax calculations are 100% accurate so your taxes will be done right, guaranteed, or we’ll pay you any IRS penalties.

LEAF Taxes — Eligibility Attestation (Nationwide) - Applies in all 50 states - Declaration
I declare that I am currently or retired from one of the following eligible groups:
CHECK THE ONE THAT YOU QUALIFY FOR
Verification After tax season ends, we routinely review employer names provided during tax filing. We will NEVER reach out to any employer for any reason or share any of your data unless directed by a court order. We take you privacy very seriously. However, if we see a name like Walmart as the employer, we may call or email you to clarify how you meet the eligibility test. If you refuse to or cannot provide proof of eligibility, we will no longer allow you to use our platform.