Essential Bookkeeping Deadlines for Busy Entrepreneurs

📅 Stay Organized Year-Round + Free Editable Checklist

Running a business is exciting—but let’s be real: keeping up with receipts, invoices, and taxes can get overwhelming fast. Bookkeeping doesn’t have to be a headache. When you follow a clear routine—weekly, monthly, quarterly, and yearly—it becomes a powerful tool for confidence and growth.

Whether you’re a freelancer, content creator, or drone entrepreneur, this guide will walk you through the most important bookkeeping tasks… and share a tool that can help you automate it all.


🗂 Weekly Bookkeeping Tasks

Carve out 30–60 minutes each week to stay ahead.

  • Track and categorize recent expenses
  • Upload receipts or log mileage
  • Send new invoices to clients
  • Follow up on unpaid invoices
  • Check for unexpected bank activity

Pro tip: The Taylor’s Toolkit Bookkeeping Google Sheet auto-categorizes expenses and flags overdue invoices—saving you hours each month.


📆 Monthly Bookkeeping Tasks

End-of-month reviews = less stress at tax time.

  • Reconcile your bank and credit card accounts
  • Review your income and expenses
  • Save/download statements for records
  • Update your profit tracker or dashboard
  • Allocate funds for taxes or savings

Using my customizable Google Sheet, you’ll get a visual dashboard that updates automatically as you log transactions. No more manual math!


📊 Quarterly Bookkeeping Tasks

Zoom out and evaluate the bigger picture.

  • Pay quarterly estimated taxes (if required)
  • Review profit/loss trends
  • Evaluate spending and goals
  • Review totals for contractors (for future 1099s)

Key Quarterly Estimated Tax Dates:

  • Q1: April 15
  • Q2: June 17
  • Q3: September 16
  • Q4: January 15 (following year)

🗓️ Annual Bookkeeping Tasks

Time to close the books and plan ahead.

  • Send 1099s by January 31
  • Collect all tax documents
  • Review your income & expense summary
  • Back up your data
  • Reflect on the year and adjust goals

The Pro version of the Bookkeeping Google Sheet includes a Year-End Summary and a built-in 1099 tracker to make this step easy.


🎁 Free Bonus: Editable Bookkeeping Checklist

Want a simple way to keep all these deadlines straight?

Download the Editable Bookkeeping Checklist in your favorite format:

  • Notion Template (with toggles + drag-and-drop)
  • PDF (for printing or iPad use)
  • Google Sheets (simple and shareable)

Grab Your Free Checklist Now →


💼 Ready to Simplify Your Bookkeeping?

If you’re ready to take it a step further, check out the Taylor’s Toolkit Bookkeeping Google Sheet—designed for creators and entrepreneurs like you.

  • Auto-totals your income and expenses
  • Built-in charts and 1099 tracker
  • Color-coded categories for clarity
  • One-time purchase, lifetime access

Learn More About the Bookkeeping Sheet →


💬 Final Thoughts

Good bookkeeping isn’t about perfection—it’s about progress. When you show up consistently, even in small ways, your business becomes more profitable, organized, and stress-free.

Let the checklist guide your habits, and let the Google Sheet do the heavy lifting.

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