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The Most Common Mistakes Small Businesses Make When Working With a Bookkeeper.

Episode Summary

In this episode of The Profit Pillars Show, Parker Stevenson breaks down the most common mistakes small business owners make when working with a bookkeeper and how avoiding them can save you time, money, and stress.

Parker begins by explaining that many entrepreneurs misunderstand what bookkeeping software like QuickBooks or Xero can actually do. Mistake #1 is expecting the software to handle everything. He clarifies that while these tools are great for tracking transactions, they can’t replace proper processes or strategic financial planning.

Mistake #2 is moving to accrual accounting too early. For most small businesses, cash-based bookkeeping is simpler, more accurate, and easier to manage. Accrual accounting can be helpful at higher revenue levels, but adopting it prematurely often creates unnecessary complexity.

Next, Parker highlights Mistake #3: paying for weekly bookkeeping when monthly is enough. While daily or weekly updates may sound appealing, they rarely provide extra value and make your bookkeeping much more expensive than it needs to be. 

He then digs into Mistake #4: mixing business and personal finances. Using personal accounts for business expenses (or vice versa) makes it harder to get accurate reports, complicates taxes, and raises red flags in the event of an audit. Keeping finances separate is one of the simplest but most powerful bookkeeping habits.

Finally, Parker shares Mistake #5: choosing the cheapest bookkeeper available. While saving money upfront may seem smart, underpaying often means working with inexperienced bookkeepers who make errors or skip important steps. The result is expensive cleanup work down the road and unreliable financial data in the meantime.

Parker closes by reminding listeners that bookkeeping is the foundation of every healthy business. By steering clear of these pitfalls, you’ll not only save yourself frustration but also ensure you have accurate, trustworthy financial records that help you make smarter decisions as you grow.

Frequently Asked Questions

Here are a few common questions business owners ask around this topic:

What should a bookkeeper do for a small business each month?

Each month, a bookkeeper should reconcile every bank and credit card account, categorize all transactions accurately, and prepare financial reports like the profit and loss statement and balance sheet. Doing this monthly ensures your records are complete, your books are error-free, and you always have reliable numbers to guide decisions, plan for taxes, and manage cash flow with confidence.

Why is monthly bookkeeping better than weekly or daily bookkeeping?

Monthly bookkeeping is the right rhythm for most small businesses because it delivers accurate, consistent reports without the added cost of daily or weekly tracking. Updating your books too often rarely adds new insights but does increase time and expense. With monthly bookkeeping, you still catch mistakes quickly, stay on top of your finances, and get the clarity you need to run your business smoothly.

What happens if I mix personal and business expenses in my bookkeeping?

Mixing personal and business finances is one of the most common bookkeeping mistakes for small business owners. It creates messy records, makes tax deductions harder to track, and can cause major problems if your business is ever audited. Keeping separate bank accounts and credit cards for your business ensures cleaner reports, easier tax preparation, and a more accurate picture of your company’s financial health.

Can QuickBooks or other accounting software replace a bookkeeper?

QuickBooks and Xero are powerful tools, but they cannot replace a bookkeeper. Software records transactions, but it doesn’t know how to properly categorize them, reconcile accounts, or catch unusual errors. A bookkeeper brings the expertise to make sure the reports are accurate, complete, and meaningful. Small business owners get the best results when software and a skilled professional work hand-in-hand.

Why is hiring the cheapest bookkeeper a mistake?

Choosing a bookkeeper based only on price is one of the most costly mistakes a small business can make. Low-cost bookkeepers often lack experience or rely heavily on automation, which leads to inaccuracies and incomplete records. Cleaning up bad books later can be far more expensive than investing in quality bookkeeping from the beginning. Reliable bookkeeping is not just about compliance, it’s about giving you the financial clarity to run a more profitable business.

How do I know if my bookkeeper is doing a good job?

A good bookkeeper provides timely, accurate monthly reports, reconciles all accounts, and communicates clearly when transactions need clarification. If your reports are late, riddled with errors, or hard to understand, it’s a sign your bookkeeping isn’t being handled properly. Small business owners should expect their financial data to be clear, consistent, and dependable every month.

Do I need to understand bookkeeping myself as a small business owner?

You don’t need to know the ins and outs of bookkeeping software, but you should understand how to read your monthly financial reports. Knowing how to interpret a profit and loss statement, balance sheet, and cash flow report helps you make informed decisions about pricing, expenses, and growth. A great bookkeeper will explain these reports in plain language so you always feel confident about your numbers.

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The Profit Pillars Show

The Profit Pillars Show by Evolved Finance gives online entrepreneurs and modern small business owners the real-world guidance and insights they wish they had sooner. Each episode delivers actionable, straight-to-the-point advice on finances, operations, and overall business strategy, drawn from host Parker Stevenson’s years of experience helping entrepreneurs build stronger, more profitable businesses.