Self-Employed & Sole Proprietors
Working for yourself shouldn’t make tax preparation more complicated.
The Square Penny prepares individual tax returns for independent contractors, freelancers, delivery drivers, and sole proprietors reporting business income and expenses on Schedule C, including qualifying single-member LLCs taxed as sole proprietorships.
Who we help
Independent Contractors & Subcontractors
1099-NEC income from one or several clients, tools and equipment, vehicle costs, and quarterly estimated taxes.
Learn more →DoorDash & Other Delivery Drivers
Income from one or more delivery apps, mileage and vehicle expenses, and the records that support them.
Learn more →Freelancers & Consultants
Project and consulting income, software and equipment, a home office when you qualify, and estimated payments.
Learn more →Other Sole Proprietors
Owner-operated businesses and qualifying single-member LLCs reporting income and expenses on Schedule C.
Learn more →What we prepare
Your self-employment income is reported as part of your individual Form 1040, not on a separate business return. That usually includes:
- Schedule C: your business income and the business expenses you can support with records.
- Schedule SE: self-employment tax (Social Security and Medicare) on your net earnings.
- Related forms when they apply, such as Form 8829 for business use of your home or Form 4562 for equipment and vehicles.
- Planning for next year’s estimated taxes, so a balance due doesn’t catch you off guard.
Common considerations
- Every source of income counts, whether or not you received a 1099 for it.
- Deductions depend on eligibility and records. We claim the business expenses you qualify for and can support; we don’t guess.
- Self-employment tax generally applies once net earnings from self-employment reach $400 for the year.
- Estimated payments are usually due in April, June, September and January when no tax is withheld from your business income.
You receive a quote after we review your intake and documents. Choosing a service page doesn’t determine your final fee or guarantee that we can take your return.