A Step-By-Step Guide to Catching Up On Your Bookkeeping

This article was written by our friends at Bench.

If you’re a small business owner who’s way behind on bookkeeping, we have good news: if you file for a tax extension, you’ll still have plenty of time to do all the catch-up bookkeeping you need.

Getting your books tax-ready ensures you’re compliant with the IRS recordkeeping requirements, meaning no late fees, no surprises, and a successful tax return that won’t cost you extra time later on (we know you’re busy).

With this step-by-step guide, you’ll clear your bookkeeping backlog in no time.

Step 1: Collect Receipts & Invoices

Start by collecting all receipts and invoices related to your business expenses. There are many different types, so we’ll outline the most important ones.

Customer Invoices

Review your customer accounts and double check that you’ve collected all customer invoices for the tax year. Depending on whether you’re using the cash or accrual method, you’ll record these differently.

Debt Collections

Review your customer accounts for any bad debt expenses. In order to deduct the cost of bad debt from your tax return, you will need to prove to the IRS that you have taken reasonable steps to collect the debt. Bad debts can be claimed by using either the specific charge-off method or the nonaccrual experience method.

Business Expenses

Collect receipts from all business purchases you have made during the tax year. Use this IRS guide on small business tax deductions to double check that you’re tracking and claiming every deduction available to your business—because who doesn’t love saving on taxes?

Vendor Accounts

Review your vendor accounts to ensure that you have paid them all in full. Make sure you have a copy of every bill from each vendor activity and, if you don’t, contact the vendor and ask them to send you a copy.

Important to note: Vendor accounts include bills for business activities that are still currently operating in your business’s closing period.

Step 2: Reconcile Your Bank Records

Reconciling your bank records accomplishes two things:
1) It helps you make sure that you don’t miss any business expenses or important records from Step 1
2) It helps you catch any mistakes your bank may have made.

You can do this by comparing each transaction from your bank statement with the same transaction in your company accounting records. If the transactions don’t match, identify and fix any errors to ensure they balance out.

For more in-depth guidance on this step, check out The Art of Bank Reconciliation.

Step 3: Separate Personal and Business Expenses

Keeping your personal and business expenses in the same account is known as piercing the corporate veil—which may result in you being held personally liable for your business’s debt and actions. The sooner you separate your business and personal expenses, the better.

If you’re unsure about whether a purchase qualifies as a deductible business expense, learn how the IRS differentiates personal and business expenses.

Step 4: Create Digital Records

If you haven’t done so already, there are countless benefits to making your business paperless. As you process your paperwork, create digital records of receipts and important documents. Here are a few of our favorite tools to help you go paperless:

Step 5: Submit Forms for Contractors & Employees

If you paid independent contractors and/or employees during the tax year, there’s a good chance you’ll need to file the following forms:

Independent Contractors: Form W-9 & Form 1099-MISC

If you paid an independent contractor more than $600 for work during the year, you’ll need to submit a Form W-9 and a Form 1099-MISC. A W-9 requests a contractor’s taxpayer information. The contractor completes this and returns it to you. You then use the information on the contractor’s W9 to issue a 1099 to the IRS.

Employees: Form W-2

You’re required to file Form W-2 for all employees.

Step 6: Review Your Books With a Professional

When you’re a small business, doing it yourself is often the least expensive option. But tax professionals can help eliminate errors, help you claim all of the deductions available to your business—which may end up saving you money in the long run—and can also represent you in the event of an audit. Developing a relationship with a financial pro, well before you need their help, will prevent last-minute scrambling and bring you peace of mind that your books are in order.

Bench is America’s largest online bookkeeping service that pairs you with a dedicated bookkeeping team and elegant software to do your books for you.

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