In over 30 years of working with small businesses throughout Chilliwack and the Fraser Valley, I have seen the same bookkeeping mistakes repeated again and again. These errors are not just small annoyances. They can cost you real money through missed tax deductions, CRA penalties, cash flow problems, and hours of stress trying to fix everything at year-end.
The frustrating part? Every single one of these mistakes is completely avoidable.
Whether you are a brand-new startup or a growing business looking to get your finances in order, understanding these common pitfalls will save you time, money, and countless headaches. Let me share the top five bookkeeping mistakes I see most often in Chilliwack small businesses and, more importantly, how to avoid them.
Mistake #1: Mixing Personal and Business Finances
This is by far the most common mistake, especially with new business owners and sole proprietors. It might seem harmless to use your personal credit card for a business lunch or to buy groceries with your business debit card. After all, you will sort it out eventually, right?
Wrong. This creates a confusing mess that causes massive problems down the line.
Why this is a problem:
- Tracking becomes nearly impossible: When personal and business expenses are mixed together, you cannot get an accurate picture of your business’s profitability.
- Tax deductions get missed: Business expenses buried in personal transactions often get overlooked, meaning you pay more tax than necessary.
- CRA red flags: Mixed finances are a leading trigger for audits. The CRA wants to see clear separation between personal and business.
- Delayed bookkeeping: Sorting through mixed transactions takes enormous time, often leading to last-minute tax extensions.
- Financing difficulties: When you need a business loan, lenders cannot assess your business financial health if everything is mixed together.
- Legal issues: For incorporated businesses, mixing finances can pierce the corporate veil and expose you to personal liability.
How to avoid this mistake:
- Open separate bank accounts – Have one personal bank account and one business bank account. If you run multiple businesses, each needs its own account.
- Get separate credit cards – Same principle. Personal card for personal purchases, business card for business purchases.
- Pay yourself properly – If you need money from the business, take a salary or draw. Do not just transfer money randomly.
- Reimburse yourself correctly – If you do pay for a business expense with personal funds, submit a proper expense report and reimburse yourself through the business account.
- Make it a rule from day one – The longer you mix finances, the harder it becomes to untangle them.
Think of it this way: you would not mix ingredients for two different recipes in the same bowl. Your finances deserve the same separation.
Mistake #2: Falling Behind on Record-Keeping
I cannot tell you how many times a business owner has shown up in January with a shoebox (or worse, multiple garbage bags) full of crumpled receipts from the entire year. They need their taxes done in three weeks, and we have to start from scratch.
Yes, I am one of those crazy people who enjoys sorting through the chaos. But even I have to tell clients: this is not a sustainable way to run your business.
Why this is a problem:
- Missing information: Wait too long, and you will forget what transactions were for. Receipts fade. Details disappear from memory.
- Missed deductions: When you are rushing through a year of bookkeeping, you will inevitably miss legitimate business expenses.
- Cash flow blindness: If your books are months behind, you have no idea if your business is actually profitable or where your cash is going.
- Tax deadline stress: Last-minute bookkeeping means last-minute tax filing, often with errors that lead to CRA letters later.
- Poor business decisions: You cannot make informed decisions about pricing, hiring, or expansion without current financial information.
- Higher professional fees: Catch-up bookkeeping takes significantly more time (and costs more) than keeping current records.
How to avoid this mistake:
- Schedule regular bookkeeping time: Block out time weekly or bi-weekly to enter transactions. Make it non-negotiable.
- Use accounting software: Programs like QuickBooks, Sage, or Xero connect to your bank account and download transactions automatically.
- Take photos of receipts immediately: Most accounting apps let you snap a photo and attach it to the transaction right away. Do it when you get the receipt, not six months later.
- Reconcile monthly: Match your books to your bank statements every single month. This catches errors quickly.
- Hire help: If you genuinely do not have time to keep your books current, hire a bookkeeper. It is less expensive than you think and saves money in the long run.
Bookkeeping is like doing dishes. You can wash a few dishes every day, or you can let them pile up for a week and face a disgusting mountain of work. Which sounds better?
Mistake #3: Not Reconciling Bank Accounts Regularly
Bank reconciliation is the process of matching your bookkeeping records to your bank statements to ensure everything aligns. It is one of the most important tasks in bookkeeping, yet many small business owners skip it entirely or only do it once a year.
This is a huge mistake.
Why this is a problem:
- Undetected errors: Without reconciliation, you will not catch duplicate transactions, missed entries, or incorrect amounts.
- Bank errors go unnoticed: Yes, banks make mistakes. They charge wrong fees, process transactions incorrectly, or miss deposits. You need to catch these quickly.
- Fraudulent transactions: Regular reconciliation helps you spot unauthorized charges or fraudulent activity before it becomes a major problem.
- Inaccurate cash position: If your books do not match your bank balance, you have no idea how much money you actually have available.
- Bounced payments: Thinking you have more money than you do leads to overdrafts and bounced checks, damaging relationships with suppliers.
- Audit difficulties: During a CRA audit, unreconciled accounts raise immediate red flags about the accuracy of your records.
How to avoid this mistake:
- Reconcile monthly: Set a regular date each month to reconcile all business bank accounts and credit cards.
- Review every transaction: Do not just look at the totals. Actually review each transaction to ensure it is recorded correctly.
- Investigate discrepancies immediately: If something does not match, figure out why right away. Do not let it sit.
- Keep a reconciliation file: Save your bank statements and reconciliation reports together so you have a clear audit trail.
- Use accounting software: Most programs have built-in reconciliation tools that make the process much easier.
- Get professional help: If reconciliation confuses you or you do not have time, a bookkeeper can handle this monthly task.
I still run through T accounts on a legal pad when I am stuck on a reconciliation issue. Sometimes the old-school methods help me spot what the computer missed.
Mistake #4: Misclassifying or Failing to Track Small Expenses
Many business owners carefully track big purchases like equipment or vehicles but neglect to record smaller expenses. Those $5 coffees with clients, $20 parking fees, $15 office supplies, and $30 domain renewals all get ignored.
This is leaving money on the table.
Why this is a problem:
- Lost tax deductions: Small expenses add up to significant deductions over a year. A $5 expense here and $10 there can easily total thousands of dollars in missed deductions.
- Inaccurate profit calculations: If you are not tracking all expenses, your profit calculations are wrong. You might think you are more profitable than you actually are.
- Poor pricing decisions: Without understanding your true costs, you cannot price your products or services correctly.
- Cash discrepancies: If you are not recording small cash purchases, your books will never reconcile to your bank accounts.
- Audit risk: During an audit, the CRA will notice if your expense patterns seem incomplete or inconsistent with your industry.
How to avoid this mistake:
- Track everything: I mean everything. Every single business expense, no matter how small, should be recorded.
- Use mobile apps: Accounting software apps let you photograph receipts and enter expenses instantly, even while standing in line at the coffee shop.
- Keep a mileage log: If you use your vehicle for business, maintain a detailed log with date, destination, purpose, and kilometres driven.
- Set up a petty cash system: For small cash purchases, maintain a petty cash fund with proper documentation. Every purchase needs a receipt.
- Review monthly: Go through credit card and bank statements monthly to catch any small expenses you forgot to record.
- Categorize correctly: Make sure expenses are in the right category. Office supplies, meals and entertainment, and vehicle expenses all have different tax treatments.
Those loose coins and ponytail holders at the bottom of the receipt box? They tell a story of disorganization. Let me help you get those small expenses tracked properly.
Mistake #5: Misclassifying Workers (Employees vs. Contractors)
With so many independent contractors, consultants, and freelancers working with small businesses these days, it can be confusing to determine who is on staff and who is not. But getting this wrong has serious consequences.
Why this is a problem:
- Tax penalties: Misclassifying employees as contractors means you are not withholding and remitting income tax, CPP, and EI. The CRA can assess significant penalties for this.
- Back payments: You might be required to pay back CPP and EI contributions, plus interest and penalties, if the CRA determines you misclassified workers.
- Lawsuits: Workers misclassified as contractors may sue for employment benefits, vacation pay, and other entitlements.
- WCB issues: Workers classified as contractors are not covered by WorkSafeBC. If they are injured and should have been employees, you could face serious liability.
- Audit triggers: This is one area where the CRA is actively looking for violations. They cross-reference information and investigate misclassification.
How to avoid this mistake:
- Understand the criteria: The CRA looks at several factors: Who controls how and when the work is done? Who provides tools and equipment? Can the worker hire helpers? Does the worker have opportunity for profit or risk of loss?
- Document relationships clearly: Use proper contracts that accurately reflect the working relationship.
- Consult professionals: If you are unsure how to classify a worker, talk to a bookkeeper or accountant before you start paying them.
- Issue correct tax forms: Employees get T4 slips. Contractors get T4A slips. Make sure you are issuing the right forms.
- Keep detailed records: Maintain contracts, invoices, and documentation showing why you classified each worker a certain way.
- Review annually: Working relationships can change over time. A contractor might gradually transition into an employee role without anyone noticing.
The Real Cost of Bookkeeping Mistakes
Let me be direct with you. These five mistakes cost Chilliwack and Fraser Valley small businesses thousands of dollars every year.
Financial costs:
- Missed tax deductions mean you pay more tax than necessary
- CRA penalties and interest charges for errors and late filings
- Professional fees to fix mistakes and catch up backlogged bookkeeping
- Lost opportunities because you did not have accurate financial information when you needed it
Time costs:
- Hours spent searching for receipts and trying to remember what transactions were for
- Stress and frustration during tax season
- Time taken away from actually running your business
- Emergency sessions with bookkeepers to fix problems
Opportunity costs:
- Poor business decisions based on inaccurate financial information
- Cash flow problems because you did not know where your money was going
- Inability to get financing when you need it because your books are not in order
- Missing opportunities to grow because you are stuck fixing bookkeeping problems
But here is the good news: every single one of these mistakes is completely preventable.
When to Get Professional Help
There is a perceived notion with small business owners that they should know how to complete their own bookkeeping. I cannot build a house, I am a horrible waitress, and I certainly know nothing about science, but I do know numbers.
I believe business owners should focus on their strengths, growing their business and pursuing their passion. Hand off the stress of all your finances to someone who actually enjoys it.
Signs you need professional bookkeeping help:
- You are months behind: If your bookkeeping is more than two months behind, you need help catching up.
- You dread bookkeeping: If you avoid your books because they stress you out, hire someone who does not feel that way.
- You are growing quickly: Rapid growth creates complex financial situations that require expertise.
- You face an audit: CRA audits are not the time to figure out bookkeeping on your own.
- You need financing: Banks and investors require accurate, professional financial statements.
- You are making mistakes: If you keep making errors or things never reconcile, professional help pays for itself.
- Your time is valuable: If you can earn more money serving clients than you spend on a bookkeeper, it makes financial sense to hire help.
I enjoy sorting boxes of receipts and turning them into clear, easy-to-understand reports. The relief on my clients’ faces is why I do this work.
Take Action Today
Do not wait until tax season or until you face an audit to get your bookkeeping in order. Start today with these simple steps:
This week:
- Open separate business bank accounts if you do not have them already
- Download a bookkeeping app and connect your accounts
- Photograph any receipts you have been collecting
This month:
- Schedule regular weekly time for bookkeeping
- Reconcile your accounts for last month
- Review your current expense categories and make sure everything is classified correctly
This quarter:
- Review your worker classifications
- Run a profit and loss report and actually look at the numbers
- Consider whether you need professional help
If you are a small business owner in Chilliwack or the Fraser Valley struggling with any of these bookkeeping challenges, I would love to help. Whether you need someone to take over your bookkeeping entirely, help you catch up, or just review your systems to make sure you are on track, I am here.
Something simple like sitting down together and talking about what is blocking you from keeping current books can make all the difference. I get the chance to learn about your business, and you get a listening ear plus practical solutions.
Ready to fix your bookkeeping mistakes and build a solid financial foundation? Contact SBSC Ventures today. Let’s work together to get your books in order so you can focus on growing your business.
Frequently Asked Questions About Bookkeeping Mistakes
What is the biggest bookkeeping mistake small businesses make?
Mixing personal and business finances is the most common and problematic mistake. It creates confusion, increases audit risk, and makes accurate financial reporting nearly impossible. Always maintain completely separate accounts.
How often should I update my bookkeeping?
Ideally, you should update your books weekly or bi-weekly. At minimum, update them monthly. The longer you wait, the more details you forget and the more time-consuming it becomes.
Can I fix bookkeeping mistakes from previous years?
Yes. Catch-up bookkeeping can correct mistakes from previous years. However, the sooner you fix errors, the better. Some corrections might require amended tax returns if they affect your tax liability.
How long does it take to catch up on backlogged bookkeeping?
This depends on how far behind you are and how organized your records are. A few months might take a week or two. Several years could take much longer. Professional help significantly speeds up the process.
What receipts do I really need to keep?
You need receipts for all business expenses you plan to claim as tax deductions. The CRA requires documentation showing the amount, date, vendor, and business purpose. Keep receipts for at least six years.
Should I hire a bookkeeper or do it myself?
This depends on your skills, time, and business complexity. If bookkeeping stresses you out, takes too much time, or you keep making mistakes, hiring help is a smart investment. Your time might be better spent serving customers.
How much does it cost to fix bookkeeping mistakes?
Costs vary depending on the scope of work needed. Catch-up bookkeeping for several months typically costs more than maintaining current books. However, fixing mistakes is almost always less expensive than dealing with CRA penalties, missed deductions, or poor business decisions based on bad data.
What happens if I misclassify a worker?
The CRA can reassess and require you to pay back CPP and EI contributions plus penalties and interest. Workers might also sue for employment benefits. Correct classification from the start avoids these problems.
Sheri Braaksma
Sheri Braaksma is the founder of SBSC Ventures and holds a CCP Designation (Certified Credit Professional). With over 30 years of experience in bookkeeping and credit management, she has helped hundreds of businesses throughout Chilliwack and the Fraser Valley navigate CRA audits successfully. She still prides herself on always answering the phone and taking time to understand each client's unique situation.

