Understanding Business Tax Basics
Quarterly taxes, deductions, and entity-level taxes explained in plain English for new business owners.
Taxes Are Part of Running a Business
Most new business owners are surprised by taxes β not just the amount, but the timing and complexity. This module covers the basics so you're not caught off guard. It's an overview, not tax advice β tax law varies by state and changes regularly, so treat this as the map, not the final word for your specific situation.
Self-Employment Tax
If you're self-employed or run a default-taxed LLC, you pay self-employment tax of 15.3% on your net business income, covering Social Security and Medicare. A regular employee only pays half this rate because their employer pays the other half β when you're self-employed, there's no separate employer, so you owe both halves yourself. This surprises a lot of new founders. For the full mechanics, including how an S-Corp election can reduce this, see S-Corp vs. LLC: Taxes & How Owners Get Paid.
Quarterly Estimated Taxes
Employees have taxes withheld from every paycheck automatically. Self-employed people don't have anyone doing that for them β so the IRS expects you to pay estimated taxes four times a year instead of one lump sum the following spring. This is the same "pay-as-you-go" logic behind payroll withholding generally (see the Hiring module) β the system is built to collect tax close to when it's earned, and underpaying can trigger penalties even if you pay the full amount by year end.
2026 quarterly estimated tax due dates
| Period covered | Due date | |
|---|---|---|
| Q1 | January β March | April 15 |
| Q2 | April β May | June 15 |
| Q3 | June β August | September 15 |
| Q4 | September β December | January 15 (following year) |
A safe starting point: set aside 25β30% of every dollar of profit for taxes, and pay that aside amount quarterly. It's easier to get a refund for over-setting-aside than to scramble for an underpayment penalty.
Business Deductions
Legitimate business expenses reduce your taxable income. Common deductions include a home office (specific rules apply), the business portion of your phone and internet, software and subscriptions, business travel, professional development, equipment and tools, advertising, self-employed health insurance premiums, and retirement contributions (SEP-IRA, Solo 401k).
The rule that governs all of it: expenses must be "ordinary and necessary" for your type of business β ordinary meaning common and accepted in your industry, necessary meaning helpful and appropriate for your business (not that it was strictly required). This is a real legal standard, not just a guideline, and it's the test the IRS applies if a deduction is ever questioned.
Entity-Level Taxes
Different business structures are taxed differently β covered in full depth in the Business Structures and S-Corp vs. LLC modules. The short version: a sole proprietor or single-member LLC reports business income on Schedule C of their personal return; a multi-member LLC or partnership files a partnership return (Form 1065) with profit passing through to partners; an S-Corp files a corporate return (Form 1120-S) with owners paid a salary plus distributions; and a C-Corp pays corporate tax on profit, then owners pay personal tax again on any dividends β "double taxation," which is why most small businesses not raising institutional money avoid the C-Corp structure.
Sales Tax & Economic Nexus
How Sales Tax Varies by State β and When You Owe It Somewhere You've Never Been
If you sell physical products (or certain services) you generally need to collect and remit sales tax β but sales tax is entirely a state (and sometimes city/county) system, with no federal sales tax and no single national rule. Since a 2018 Supreme Court decision (South Dakota v. Wayfair), states can require you to collect their sales tax even if you have zero physical presence there, once your sales into that state cross a threshold β called economic nexus. This is the thing that catches online sellers off guard: you can owe sales tax in a state you've never set foot in, purely because of how much you sold there.
What varies by state
- βΊThe dollar threshold that triggers economic nexus (commonly $100,000 in sales, but California and New York set theirs at $500,000)
- βΊWhether a transaction-count threshold also applies on top of the dollar amount (the original Wayfair standard included 200 transactions, but many states have been actively dropping this in 2025β2026)
- βΊWhat counts toward the threshold β total sales, taxable sales only, or marketplace sales (e.g., through Amazon/Etsy) may or may not count depending on the state
- βΊWhich specific goods and services are taxable at all β some states tax most services, others tax almost none
- βΊLocal (city/county) sales tax rates layered on top of the state rate, which can vary block to block in some states
Tools like TaxJar or Avalara can track your sales by state and flag when you've crossed a nexus threshold automatically β worth adopting early if you sell online across state lines, since manually tracking this against every state's current threshold is genuinely impractical past a handful of states.
The Most Important Thing
Keep business and personal finances completely separate
Use a dedicated business bank account and credit card for everything. This makes tax time dramatically easier β and if you're an LLC or corporation, it's also what keeps your liability shield intact (see the Business Structures module for why commingling funds can undo that protection entirely). Work with a CPA once your business generates real revenue β a good one routinely saves you more than they cost.
Key Terms
Key Terms
- Estimated taxes
- Quarterly tax payments self-employed people and business owners make in place of paycheck withholding.
- Ordinary and necessary
- The legal standard for a deductible business expense β common in your industry and appropriate for your business, not strictly required.
- Economic nexus
- A sales-tax obligation triggered purely by the dollar amount (and sometimes count) of sales into a state, regardless of physical presence there.
- Marketplace facilitator
- A platform (like Amazon or Etsy) that may collect and remit sales tax on your behalf for sales made through it β rules on whether this satisfies your own obligation vary by state.
Discussion & questions
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