Picture this: You’re sipping your morning coffee, basking in the glow of your latest business win, when your inbox dings. The sender? The Canada Revenue Agency.
Cue dramatic music.
Your heart skips a beat. Your palms sweat. You flash back to that shoebox of receipts from 2022 and wonder if you should have kept that one from the gas station in Moose Jaw.
Relax. Take a deep breath. The CRA is not your enemy — but they’re also not your BFF. Think of them more like that strict but fair teacher you had in high school: they’re not out to ruin your life, but they will check your work, and yes, they expect neat handwriting.
As your friendly neighbourhood bookkeeper, I’m here to help you stay on their good side. Here’s how to keep good records, sleep peacefully at night, and maybe — just maybe — stop fearing that CRA email notification.
☕ 1. The CRA Just Wants the Receipts (and So Do I)
You know how your mom used to say, “Keep your receipts, you’ll thank me later”? She was right.
The CRA loves receipts almost as much as I love a well-labelled digital folder. They’re proof that your business expenses are real, valid, and not just “research dinners” at your favourite sushi place.
What you should keep:
- All invoices, bills, and receipts for business expenses
- Bank statements and credit card statements
- Mileage logs for business travel
- Payroll records, T4s, and contractor payments
- Proof of income (sales invoices, POS reports, e-commerce transactions)
How long to keep them:
At least seven years from the end of the tax year. (Yes, seven. Think of it as your relationship anniversary with the CRA.)
💡 Pro Tip: Scan or photograph your receipts right away. Tools like Hubdoc, or even Google Drive can save your sanity — and prevent that one rogue coffee-stained paper from destroying your audit karma.
🧾 2. Disorganization Is the Real Villain
Let’s be honest: no one plans to be disorganized. It starts innocently — one lost invoice, one “I’ll file it later” moment — and suddenly your desk looks like a snowdrift of paper.
The CRA doesn’t expect perfection, but they do expect clarity. If you can’t produce proof of a transaction, they can (and will) disallow the deduction.
Here’s how to fight the chaos:
- Reconcile your accounts monthly, not “when you have time.”
- Use accounting software — my top recommendation is Xero .
- Label everything. (Bonus: colour-coded folders make you look like a bookkeeping superhero.)
- If you’re working with a bookkeeper (hello), share everything promptly — before your files become a fossil record.
Disorganization isn’t just stressful — it’s costly. Every missing receipt or mislabeled expense can mean paying more tax than you need to.
💡 3. Know the CRA’s Favourite Questions (and Answer Them Before They Ask)
The CRA’s auditors aren’t lurking in the bushes waiting to pounce — they just have a list of questions they like to ask. Think of it as their greatest hits album.
Here’s what they often look for:
- “Are these expenses really for business use?”
- “Where’s the proof for that home office claim?”
- “Why did you expense that snowblower?” (Hint: only if it clears a path to your business premises!)
To stay ahead, ask yourself the same questions before they do. If you can confidently explain (and prove) the “who, what, where, when, and why” of a transaction, you’re in great shape.
🧊 4. The Audit Isn’t Personal — It’s Just Policy
A CRA audit sounds terrifying, but it’s not a punishment. It’s a random or targeted check — sort of like being pulled aside at airport security. You might not have done anything wrong, but it’s still not the highlight of your day.
What helps:
- Stay calm. An audit is a review, not an accusation.
- Be honest. Guessing or “fudging” numbers never ends well.
- Get support. Your bookkeeper and accountant can help respond professionally and clearly.
If you’ve kept your records neat and accurate, an audit becomes a mildly annoying paperwork exercise — not a disaster movie.
📅 5. Make “CRA-Friendly” a Year-Round Mindset
Most small business owners think about taxes once a year — usually the week before they’re due. (You know who you are.) But the truth is, staying CRA-compliant is easier when it’s a habit, not a scramble.
Try this:
- Set aside 15 minutes every Friday to upload receipts and update your records.
- Do a mini “audit” each quarter — just to make sure everything adds up.
- Keep personal and business accounts separate. Please. Mixing them is like skiing in jeans — technically possible, but a bad idea.
A few minutes a week keeps the CRA (and your bookkeeper) happy year-round.
🧣 6. Beware the “Friendly” Audit Triggers
You might not realize it, but some actions make you more likely to get audited. They’re not bad — just attention-getting.
Here are a few “friendly triggers”:
- Reporting consistently low income but high expenses (the “I swear I’m not losing money” scenario).
- Large home office or vehicle claims.
- Major year-to-year changes in your income or deductions.
- Missing or mismatched T4A, T5, or contractor slips.
If any of these apply to you, double down on your documentation. The CRA doesn’t assume guilt — but they do expect proof.
🍁 7. The CRA and You: A Respectful Relationship
Here’s the thing: the CRA isn’t your buddy, but they’re not your enemy either. They’re simply doing their job — making sure everyone plays by the same financial rules.
And when you’re organized, honest, and proactive, they can be… helpful.
- Their website has great tools and calculators.
- You can call for clarification (yes, a real human will answer — eventually).
- They’ll even work with you on payment plans if you owe money.
The key is respect. Treat your bookkeeping and tax filings with care, and the CRA will treat you like the responsible business owner you are.
😂 8. Real Talk: What Not to Do
Let’s end with a little humour — and a bit of truth:
- ❌ Don’t say, “I lost the receipt, but I swear it’s legit.” The CRA has heard that one.
- ❌ Don’t use “miscellaneous” as your go-to expense category.
- ❌ Don’t file late because you “didn’t get around to it.” Late penalties in Canada multiply faster than snowflakes in February.
- ❌ Don’t ignore CRA letters. They don’t ghost people — and neither should you.
Do yourself (and your bookkeeper) a favour: respond early, be transparent, and stay calm. You’ll be fine.
🎉 9. Sleep Easier, Audit-Free
Good record-keeping is like shoveling snow: it’s annoying in the moment, but the longer you avoid it, the bigger the pile gets.
Keep up with your bookkeeping, store your documents properly, and review your finances regularly — and you’ll never have to experience that gut-clenching fear when the CRA’s name happens to pop up in your inbox again.
The truth is, the CRA doesn’t want to be your enemy. They just want accurate numbers. And when your books are clean and current, they’ll nod approvingly, leave you alone, and move on to the next poor soul who tried to claim their dog as a business expense.
❤️ Final Words from Your Bookkeeper
I get it — recordkeeping isn’t glamorous. But it is empowering. When your financial house is in order, you’re not just audit-ready — you’re confident, informed, and ready to grow.
So next time you think, “Ugh, bookkeeping,” remember this: you’re not doing it for the CRA. You’re doing it for you — your peace of mind, your business success, and your ability to sleep soundly knowing the tax man isn’t coming to knock.
And if they do? Don’t panic. You’ve got me — your trusty professional bookkeeper, your financial sidekick, your number-loving ally with a mug of Tim’s and a sense of humour sharp enough to balance any ledger. 🍁



