#tax-compliance
Tax Compliance
Stay compliant with tax regulations and filing requirements
Are Gifted Products Taxable Income? Reporting Creator Freebies on Schedule C When No 1099-NEC Arrives
Product sent to a creator in exchange for promotion is taxable at fair market value under IRC Section 61 — a $400 PR box you review is $400 of Schedule C gross receipts, plus 15.3% self-employment tax on net profit. The 1099-NEC filing threshold rising from $600 to $2,000 changes only when a brand must issue a form, never whether you must report the income.
How Long Should You Keep Business Records? The IRS 3-4-6-7 Year Rules
The IRS has no single seven-year rule. Income tax records run 3 years, employment tax records 4, substantial income omissions 6, bad-debt and worthless-security losses 7, and unfiled or fraudulent returns never expire — while property records run until the limitations period closes on the year you sell. This guide maps each clock to the documents it governs and gives a retention schedule small business owners can follow.
When Your EIN Gets Stolen: A Small Business Guide to IRS Letters 5263C, 6042C, and Business Identity Theft
IRS Letter 6042C verifies a specific business return; Letter 5263C verifies the entity itself on file from Form SS-4, and both carry a 30-day response window that, if missed, stalls your returns, refunds, and overpayment applications. This guide explains how thieves obtain an EIN, the tax and non-tax red flags that signal fraud, exactly what to fax back in each case, when Form 8822-B is required within 60 days of a responsible-party change, and a monthly-quarterly-annual monitoring routine that catches misuse early.
Is a Remote Work Stipend Taxable? Accountable Plans, Substantiation, and What Lands on the W-2
A $75-a-month internet stipend paid without documentation is supplemental wages — reportable in W-2 Box 1 and costing the employer roughly 7.65% in matching payroll tax on top. The same $75 is tax-free and off the W-2 under a written accountable plan meeting all three tests in Treasury Regulation 1.62-2 — business connection, substantiation within 60 days, and return of excess within 120 days. This guide covers the two IRS paths, the five mistakes that flip a plan to taxable, the separate GL accounts and payroll pay types that keep the treatment straight, and the state statutes that require reimbursement regardless of federal tax treatment.
Is an 18% Service Charge a Tip? The IRS Four-Factor Test and What It Costs Your Restaurant Payroll
A mandatory service charge fails the IRS four-factor tip test, so it is wages rather than tip income — you owe both FICA shares on it, lose the Section 45B credit on Form 8846, and it is excluded from the new OBBBA qualified-tip deduction. Covers the four-factor test, the journal entries that keep Service Charge Revenue separate from Tips Payable, and the payroll, tip-credit, sales tax, and fee-disclosure changes a restaurant hits the day it switches.
Why Your SaaS Can Owe State Tax on Sales You Never "Made" Anywhere: The Throwback and Throwout Trap
A throwback rule can push a home-state sales factor from 20% to 60% on the same revenue by adding untaxed 'nowhere' sales back to the numerator; throwout, which shrinks the denominator instead, takes it to 33%. About 20 states plus D.C. still throw back tangible sales, five repealed their rules since 2019, and P.L. 86-272 protects none of your SaaS receipts.
Why Zelle Never Sends You a 1099-K (and Why That Doesn't Mean the Money Is Tax-Free)
Zelle is not a third-party settlement organization under Section 6050W, so it files no 1099-K at any amount — while Venmo, PayPal, Cash App, Stripe, and Square do once the federal threshold of more than $20,000 and more than 200 transactions is met, restored retroactively by the One Big Beautiful Bill Act. Income is taxable either way, and this guide shows the reconciliation system that keeps multi-rail freelance books accurate.
The Federal 1099-K Threshold Is $20,000 Again — But Your State May Still Require One at $600: A State-by-State Guide for Online Sellers and Gig Platforms
Federal 1099-K filing reverted to $20,000 and more than 200 transactions for 2026, but Maryland, Massachusetts, Vermont, Virginia, DC, Montana and North Carolina still require it at $600 — learn which states keep the lower threshold, how payment-card and TPSO rules differ, and how to book gross, fees, and sales tax so your books tie to every form you receive.
Cigar Lounge and Retail Tobacco Shop Bookkeeping: State Excise Tax, Humidor Inventory, and the Membership-Locker Revenue You Are Probably Booking Wrong
Premium cigar lounges pay OTP excise as a capped percentage of wholesale, carry humidor inventory at landed cost with FIFO or average costing, and must defer locker and membership fees as unearned revenue until each month is provided — separating all three keeps margins, taxes, and audits accurate.
New Jersey's New ABC Test Regulations Take Effect October 1, 2026: What Businesses Hiring Contractors Must Prove
New Jersey's ABC test regulations become operative October 1, 2026, clarifying that every worker is an employee unless you prove freedom from control, work outside your usual course or places of business, and an independently established trade — learn the three prongs, five common mistakes, and a pre-deadline audit checklist.
The New 1% Remittance Transfer Tax: What Small Businesses Paying Overseas Contractors Need to Know in 2026
Since January 1, 2026, cash-funded remittance transfers sent abroad are subject to a 1% federal excise tax collected by providers and reported on Form 720. This guide explains what triggers the tax, which bank-funded transfers are exempt, and how small businesses should record the tax, fees, and contractor payments.
California Just Taxed SaaS: A State-by-State Guide to Software Subscription Sales Tax in 2026 and 2027
California SB 122 makes SaaS and other digital products subject to sales tax from January 1, 2027, with Colorado's HB 26-1223 flipping the same day. This guide maps SaaS taxability across all 50 states as of August 2026, explains economic nexus thresholds like California's 500,000 dollars plus the 5-million-dollar purchaser self-assessment rule, and gives a pre-January compliance checklist for software sellers and buyers.