The Weekly Ledger: Bookkeeping Tips for Small Businesses
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As 2025 Comes to a Close
As the year comes to a close, this is your opportunity to pause, get clear on your numbers, and set a strong foundation for the year ahead. Reaching out now can make the difference between starting January grounded or starting it rushed.
Why Mixing Business and Personal Finances Hurts Your Business
Separating your business and personal finances is one of the most important steps you can take as a business owner. It protects your legal structure, improves bookkeeping accuracy, and ensures you never miss deductible expenses. Here is how to create clean financial separation and build a stronger foundation for your business.
When It Makes Sense to Hire a Bookkeeper
As your business grows, bookkeeping becomes more than an admin task. It becomes the foundation of every financial decision you make. In this week’s Ledger, we break down the key signs it is time to outsource your bookkeeping and how it impacts your clarity, time, and profit.
How Your Personal Finances Shape Your Business Success
Your personal and business finances are more connected than you think. When your personal finances are organized, your business gains clarity, stability, and room to grow. Learn how simple financial habits at home can strengthen your business foundation.
Holiday Financial Tips for Small Business Owners
The holiday season is here which means it’s time to balance celebration with smart financial planning. Whether your business is gearing up for a busy season or winding down for the year, these holiday bookkeeping tips will help you stay organized, confident, and ready to start 2026 strong.
Catch Up vs. Clean Up: Which Bookkeeping Service Do You Need?
Not sure if your business needs catch up or clean up bookkeeping? Learn the difference between the two services and find out how to get your books organized, accurate, and ready to grow.
How to Clean Up Your Chart of Accounts
Your chart of accounts is the foundation of your bookkeeping. When it’s organized correctly, you get clear financial reports that help you make better business decisions. But when it’s cluttered or inconsistent, it can lead to confusion, errors, and missed deductions. This week’s issue of The Weekly Ledger breaks down how to clean up your chart of accounts, customize it for your business, and keep your books simple and accurate.
How to Prep Your Books in October for Year-End Success
October is the time to reset your books. Learn the mistakes to avoid, the reports to review, and the steps to prepare your finances for year-end with confidence.
Are you ready for Oct 15?
October 15 is the final major IRS deadline for fiscal year 2024. Clean books mean accurate filings, saved deductions, and peace of mind. Don’t wait until it’s too late.
Missed Sept 15? Here’s What to Do
September 15 is one of the most important IRS deadlines of the year. Q3 estimated taxes and extended S-Corp/Partnership returns are due today. Missing it can mean penalties, stress, and missed deductions. Here’s what to do if you fell behind.
Are You Ready for September 15?
September 15 is one of the most important IRS deadlines of the year. That’s when Q3 estimated tax payments and extended S-Corp/Partnership returns are due. Missing it doesn’t just mean stress — it means penalties, interest, and higher CPA fees as professionals rush to complete a year’s worth of work in days. Clean books make the difference between chaos and confidence.
Internal Controls: Your Secret to Smooth Tax Deadlines
Tax deadlines don’t have to feel like emergencies. With the right internal controls — monthly reconciliations, organized receipts, and a clear checklist — you’ll stay ahead, avoid penalties, and feel confident year-round.
Are Your Books Behind?
Falling behind on bookkeeping is common, but waiting costs more. Catch-up bookkeeping gets your records organized, tax-ready, and gives you clarity to grow with confidence
Don’t Let September Deadlines Sneak Up on You
September 15 brings major IRS deadlines for small business owners. Don’t wait until the last minute — catch up on your books now to avoid stress, penalties, and higher fees.
How to Manage Your Bookkeeping When Juggling Multiple Income Streams
Running more than one business? Keep each one compliant by setting up its own books. Here’s how to stay organized and avoid costly mistakes.
Thinking About Switching to QuickBooks or Xero?
Whether you’re switching software or starting from scratch, getting set up properly matters. A clean, customized setup gives you clarity and confidence in your books from the beginning. We only take a few new clients at a time to ensure the best experience. Schedule your call today to save your spot.
Upcoming Tax Deadlines You Shouldn’t Miss
Key tax deadlines are approaching for individuals, businesses, and nonprofits—including special extensions for areas impacted by July’s storms. Here’s what to know.
Smart Tips for Picking a Business Credit Card
Choosing the right business credit card can save you money and make your finances easier to manage. Here are smart tips to find the best card for your business and how Oak and Ledger can guide you.
Business Income Red Flags to Watch For
Even small bookkeeping mistakes can raise red flags with the IRS. Learn the most common income-related issues that could attract attention and how Oak and Ledger can help you keep your books audit-ready.
Is It Time to Switch Your Accounting Software?
If your accounting software feels clunky, confusing, or no longer fits your needs, you’re not alone. Many businesses outgrow their system as they grow. Upgrading can save you time and frustration with better features and reporting. Let us help you make the switch the right way.

