#tax-compliance
Stay compliant with tax regulations and filing requirements
The IRS requires S-corp and C-corp Designated Officials to revalidate Business Tax Account access every June 15 through July 29 or lose online access to payments, transcripts, and notices until they reapply from scratch.
Maryland's new 3% sales tax on IT, data processing, software publishing, and computer systems design services (NAICS 518, 519, 5132, 5415) took effect July 1, 2025 with no revenue threshold, so SaaS founders, freelance developers, and IT consultants with even one Maryland customer may owe it — this guide covers what's taxable, how sourcing and MPU certificates work, and how to book the liability separately from your 6% sales tax.
The 21st Century Worker Act (S. 2159) would set one federal classification test and add a third "mutual election" category letting a business and worker jointly choose contractor or employee status, defaulting to contractor if they disagree. Here is what it would change for freelancer bookkeeping and how to keep contractor records defensible now.
When you sell depreciated business equipment or a vehicle, Section 1245 recharacterizes gain up to the depreciation you took as ordinary income — reported on Form 4797, not Schedule D or Schedule C. This guide walks basis, adjusted basis, amount realized, and the recapture math with plain-text bookkeeping examples.
Section 139 lets employers reimburse employees' unreimbursed disaster expenses with no income tax, no FICA/FUTA, and no W-2 reporting — while keeping the deduction. Covers what qualifies, what doesn't (lost wages, insured costs), the minimal documentation needed, and how to book payments outside payroll.
A booth renter is a separate business, not a salon employee — rent is a Schedule C expense, client payments arrive with nothing withheld, and 15.3% self-employment tax plus quarterly 1040-ES estimates are the renter's alone. This guide covers the IRS control tests, which 1099s and W-9s each side owes, and the account structure that keeps a chair rental defensible in an audit.
A 100% Section 232 tariff on patented drugs and APIs hits smaller manufacturers on September 29, 2026; here is how independent pharmacies and specialty clinics should audit country of origin, separate tariff in landed cost, and manage the working-capital lag before the cost passes through.
For wages paid on or after January 1, 2026, employers must report qualified tips in W-2 Box 12 Code TP and the Treasury Tipped Occupation Code in Box 14b, or tipped employees lose a deduction of up to $25,000 under section 224.
For fiscal 2026 the IRS high-low per diem rates are $319/day (high-cost) and $225/day (standard), unchanged from the prior year. Per diem stays tax-free only under an accountable plan's three rules — business connection, substantiation within 60 days, and return of excess within 120 days.
Seventeen states run back-to-school sales tax holidays in summer 2026, from Florida's 32-day window to Iowa's Friday-Saturday weekend, each with its own price caps — $75 clothing in Ohio, $300 in Connecticut, $40 on Maryland backpacks. Participation is mandatory for most registered retailers, and destination sourcing means online sellers with nexus must honor the holiday of the delivery state.
The IRS normally has three years from the filing date to assess additional tax under IRC 6501(a), six years if you omit more than 25% of gross income, and unlimited time if you never filed or filed fraudulently. Parallel clocks run alongside it - 10 years to collect, 3 years to claim a refund, 4 years for employment tax records, and property basis until disposition plus 3 - which is why most CPAs tell small businesses to default financial records to six years.
Paint-and-sip and candle studios ring one ticket that is three revenue types, two tax treatments, and a deferred liability. Here is how to split ticket, beverage, and retail revenue at the POS, book gift cards and deposits as deferred revenue, and track pour cost so month-end takes 30 minutes.
