business tax
Loopholes Tagged "business tax"
Plain-English guides to U.S. legal rights and workarounds related to business tax.
Self-Employed Health Insurance Deduction — Deduct 100% of Premiums From Your Income Taxes
$1,500–$15,000+ per year in federal income tax depending on premium costs and tax bracket
Accountable Plan Reimbursements — Pay Yourself Back From Your Business Tax-Free
Can shift thousands of dollars of business costs into deductible reimbursements without treating them as wages
The Augusta Rule — Rent Your Home to Your Business Tax-Free
$2,000 - $15,000+ per year in tax deductions
De Minimis Safe Harbor Election — Expense Small Equipment and Tools Instead of Capitalizing Them
Accelerates deductions for small-dollar asset purchases
Delaware Shareholder Inspection Rights (DGCL § 220)
Varies — access to information that can prevent or support litigation
Home Office Deduction — Deduct Your Home Expenses as a Self-Employed Business Owner
$1,000 – $10,000+ per year in federal and state tax deductions
Retirement Plan Startup Tax Credit — Let the IRS Subsidize a New Small-Business 401(k), SEP, or SIMPLE
Up to $5,000 per year for startup costs, plus additional related credits in some cases
Section 1031 Like-Kind Exchange — Defer Capital Gains on Investment Real Estate Indefinitely
Potentially hundreds of thousands in deferred capital gains tax on appreciated investment property
Section 179 & Bonus Depreciation — Deduct Business Equipment Immediately
Tens of thousands in deferred or eliminated taxes in year of purchase
Small Business Startup Cost Deduction — Deduct Up to the Immediate Limit Before Amortizing the Rest
Accelerates deductions for pre-opening business costs
QSEHRA Reimbursements — Let a Very Small Employer Reimburse Health Costs Without a Group Plan
Can shift significant medical premium and expense costs into a tax-favored reimbursement structure
Qualified Small Business Stock Exclusion — Potentially Exclude a Huge Share of Startup Exit Gain
Potentially excludes millions of dollars of gain in the right QSBS case
Research Payroll Tax Credit — Use the R&D Credit Even Before Your Startup Owes Income Tax
Up to $500,000 per year against payroll taxes for qualifying small businesses