#tax-deadlines
Important tax filing deadlines and compliance dates to remember
Starting filing season 2026, the IRS will apply First-Time Penalty Abatement automatically for taxpayers with a clean three-year compliance record — wiping Failure-to-File, Failure-to-Pay, and Failure-to-Deposit penalties without a phone call or Form 843. Here is how the rollout works, who qualifies, and when reasonable cause is the smarter move.
For plan years ending in 2025, self-insured plan sponsors and HRA employers must file Form 720 by July 31, 2026 and pay $3.84 per covered life ($3.47 for plan years ending before October 1, 2025). This guide covers who owes the fee, the three approved methods to calculate average covered lives, why HRAs count employees only, and the common Form 720 filing mistakes that trigger IRS notices.
Filing IRS Form 706 to elect portability lets a surviving spouse inherit up to $15 million of unused federal estate tax exemption (the DSUE), shielding combined estates of up to $30 million from the 40% federal estate tax in 2026. Miss the nine-month deadline and Rev. Proc. 2022-32 still allows a late election within five years of death.
Nonprofits with gross receipts of $50,000 or less file Form 990-N; those under $200,000 receipts and $500,000 assets file 990-EZ; everyone else files the full 990. This guide covers thresholds, deadlines, late penalties up to $120 per day, and the three-year automatic revocation rule that quietly strips exempt status.
A Solo 401(k) crosses into mandatory Form 5500-EZ filing once combined plan assets exceed $250,000 on the last day of the plan year. Late filings cost $250 per day up to $150,000 annually, but Rev. Proc. 2015-32 caps catch-up filings at $1,500 per plan if no penalty notice has been issued.
A 2026 walkthrough of every small business tax obligation—federal income, self-employment, payroll, sales, and excise—with the full filing calendar, quarterly estimated tax safe harbors, OBBBA-era changes (permanent QBI, $1.21M Section 179, restored 100% bonus depreciation), and the recordkeeping habits that prevent penalties.
A six-week framework for small business owners to catch up unreconciled books, assemble a standardized year-end financial package, and hand off cleanly to an accountant—anchored by the 2026 federal filing deadlines.
A Section 83(b) election lets founders and early employees pay ordinary income tax on the grant-date value of restricted stock instead of on each vesting tranche, shifting future appreciation into long-term capital gains. The 30-day filing window is absolute and starts on the actual transfer date.
A practical week-by-week, quarter-by-quarter, and year-end tax preparation checklist for small business owners — covering 2026 IRS deadlines, estimated tax payments, deductions, 1099 filing, and the bookkeeping habits that turn April from a sprint into a routine handoff.
Form 1120-W was retired after 2022, but C corporations expecting to owe more than $500 in federal tax must still make quarterly estimated payments. This guide covers the 2026 due dates, the 21% rate calculation, the two safe harbors, the $1 million large-corporation trap, the annualized income installment method, and the EFTPS-only payment requirement.
Form 1120-S is the annual federal return every active S corporation must file, with a 2026 deadline of March 16. This guide covers who must file, the schedules involved, the five mistakes that cost owners the most, and a month-by-month filing workflow.
A four-member LLC that files Form 1065 six months late owes about $6,240 in federal penalties before any state assessment. This 2026 guide details every federal and state penalty an LLC can face for non-filing, the cascade of secondary consequences, and the step-by-step path back to good standing — including how First-Time Abate can wipe out the entire federal penalty in a single phone call.
