Tax Calendar & Resources
Every major 2026 filing deadline, plain-English tax tips, and direct links to the IRS and Maryland tax agencies — everything you need to stay ahead of the calendar.
Looking for something interactive? Try our free tools & calculators →
Key filing & payment deadlines
Individual, business, payroll, and estimated tax deadlines for 2026 and early 2027 — the highlighted date is your next one up.
Maryland sales tax deadlines vary by business
Maryland sales & use tax returns are typically due by the 20th of the month following your assigned filing period (monthly, quarterly, or annually), based on your sales volume. Where you've authorized us, we'll confirm your exact schedule and file on your behalf — get in touch to get set up.
Dates above are the standard IRS due dates, already moved to the next business day where the usual date falls on a weekend. If a federal holiday applies, the deadline also shifts to the next business day. Always confirm exact dates for your situation at IRS.gov or with our team.
Tax Tips & Insights
Plain-English guidance on the topics that matter most to Maryland individuals and small business owners.
2026 Estimated Tax Payments: What Business Owners Need to Know
Who needs to pay quarterly, how to calculate your payment, and how to avoid an underpayment penalty.
Read article →5 Payroll Mistakes That Trigger IRS Penalties
Common missteps in deposit timing, worker classification, and quarterly filings — and how to avoid them.
Read article →Do You Need to Register for Maryland Sales Tax?
A quick guide to nexus, taxable goods and services, and setting up your filing schedule correctly.
Read article →LLC vs. S-Corp: Choosing the Right Structure for Tax Savings
How entity choice affects self-employment tax, and when it makes sense to elect S-Corp status.
Read article →Life Changes That Affect Your Tax Return
Marriage, a new home, a new dependent, or a side gig — how each one shifts your filing status and deductions.
Read article →Recordkeeping Habits That Make Tax Season Painless
A simple weekly and monthly routine for bookkeeping that keeps you audit-ready year-round.
Read article →Official Tax Agency Resources
Direct links to the federal and Maryland agencies that govern your filings.
IRS.gov
Federal tax forms, refund status, payment plans, and official guidance.
Visit IRS.gov →Comptroller of Maryland
Maryland state income tax, sales & use tax registration, and business tax filing.
Visit marylandtaxes.gov →Maryland SDAT
Business entity formation, annual reports, and personal property tax filings.
Visit dat.maryland.gov →U.S. Small Business Administration
Funding, guidance, and resources for starting and growing a small business.
Visit sba.gov →"Where's My Refund?"
Check your federal refund status directly with the IRS.
Check your refund →IRS Withholding Estimator
Check whether your paycheck withholding is on track before you file.
Open the estimator →Tax Center
General reference material — not personalized advice, but a good starting point before you call us.
Tax Glossary
Plain-English definitions for the terms that show up on your return and in our conversations.
Browse the glossary →Record Retention Guide
How long to actually keep tax returns, receipts, and business records.
See the guide →Taxpayer Bill of Rights
The 10 fundamental rights every taxpayer has when dealing with the IRS.
Know your rights →