Your Month-by-Month Guide to Staying on Top of Bookkeeping

Keeping up with bookkeeping and tax deadlines can feel overwhelming, especially when you’re trying to run a business. That’s why we created the YourQBGuru Bookkeeping Calendar — to help you stay organized, avoid last-minute scrambles, and keep your books in great shape all year long.

Here’s a month-by-month breakdown of key deadlines, helpful reminders, and pro tips to keep your finances on track:

January

  • Jan 15: Final estimated tax payment for 2024 is due.
  • Jan 24: All financial statements with prior-year activity should be submitted. (Haven’t gotten yours yet? You may need an extension.)
  • Jan 31: 1099s are due! We can handle these for you — but heads up, our prices increase after this date.

February

  • Feb 15: Last call for bookkeeping tweaks if you’re filing by March 15.
  • Feb 28: Final tweaks if you’re filing by April 15.

March

  • Mar 15: S-Corp and multi-member LLC returns are due. Also, the $456 MA Corporate Excise Tax is due.
  • Mar 15: S-Corp and multi-member LLC annual reports are due — we can file these for you!
  • Mar 30: Self-check time! Any new liabilities or large purchases we should know about?

April

  • Apr 15: Returns are due for sole proprietors, single-member LLCs, and DBAs.
  • Apr 15: First estimated tax payment for 2025 (covering Jan–Mar).

May

  • Feeling behind? This is a great month to catch up before summer. We encourage anyone who’s fallen behind to reach out!

June

  • Jun 15: Second estimated tax payment (covering Apr–May).
  • Jun 30: Another self-check! Large purchases? New loans? Let us know.

July

  • Jul 1: Mid-year check-in time! Let’s review your numbers and plan ahead.

August

  • Another good month to catch up. Summer slowdown? Perfect time to tackle any outstanding bookkeeping.

September

  • Sep 15: Extended S-Corp and multi-member LLC tax returns due.
  • Sep 16: Third estimated tax payment (covering Jun–Aug).
  • Sep 30: One more self-check — what’s changed in your business?

October

  • Oct 1: Schedule your tax-time planning meeting with your CPA and bookkeeper.
  • Oct 15: Extended sole proprietor, single-member LLC, and DBA returns are due.
  • Oct 31: Q3 payroll reports due, and time to sign your updated YourQBGuru engagement letter.

November

  • Nov 1: Final bookkeeping catch-up window! If you’re still behind after Nov 15, you’ll likely need an extension.
  • Nov 10: Tax planning meeting with your CPA? If not, now’s the time!

December

  • Dec 31: W-9s due if we’re handling your 1099s.
  • Dec 31: Let your payroll provider know about:
    • Any fringe benefits
    • Health insurance premiums for 2%+ shareholders

Don’t Forget:

  • LLC Annual Reports are due on your business’s anniversary date, not a fixed calendar date.
  • 941 Quarterly Payroll Reports are due:
    Apr 30, Jul 31, Oct 31, Jan 31 — usually filed by your payroll provider.

We’re Here to Help

We know the calendar can fill up fast — that’s why YourQBGuru is always just a message away. Whether it’s tax time, catch-up season, or you just need a quick check-in, we’re here to make your bookkeeping life easier.

🗓 Bookmark this post or download your calendar now — and let’s make this your most organized year yet.

 

Use our bookkeeping calendar as a general guide for important dates to note to make sure your bookkeeping runs smoothly all year.

YourQBGuru Bookkeeping Calendar