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5 Must-Know Signs Your Small Business Needs an Accountant

Accounting services: 5 signs you need an accountant

If you’re Googling “accounting services,” you’re probably not looking for theory. You want to know if it’s time to stop DIY-ing the books, what problems an accountant actually fixes, and whether it’s worth the money.

Totally fair. Most small business owners in Ontario can handle the basics early on. The trouble starts when the business grows, paperwork piles up, and you’re making decisions based on “I think we’re doing okay.”

This guide breaks down 5 must-know signs you’re at the hire-an-accountant stage—plus quick steps to reduce risk right away.

What people mean when they search “accounting services”

For small businesses, “accounting services” usually means help with things like:

  • Keeping records organized and accurate
  • Monthly or quarterly bookkeeping checkups
  • Financial reports you can actually use (profit, expenses, cash flow)
  • HST/GST tracking and filing support
  • Payroll setup and remittance guidance
  • Year-end prep so tax season is smooth

It’s not about losing control of your business. It’s about getting reliable numbers, staying compliant, and freeing your time for work only you can do.

If these sound familiar, you’re in the right place:

  • “I’m worried I’m missing something and CRA will come back at me.”
  • “I don’t even know if we’re profitable month to month.”
  • “I can’t spend another weekend sorting receipts.”

The 5 must-know signs your small business needs an accountant

Sign #1: Your records are scattered or behind

This is the biggest red flag, because everything else depends on clean records.

The CRA is clear that business records include your accounting and financial documents and they must be kept organized. If you’re missing invoices, mixing personal and business spending, or saving receipts “somewhere,” you’re building stress into every future task.

Also, record-keeping isn’t optional. CRA guidance explains that you generally need to keep required records and supporting documents for six years from the end of the last tax year they relate to. 

Common symptoms

  • Receipts live in the car, email, and a random shoebox
  • You’re behind on reconciliations (weeks or months)
  • You dread opening your accounting software

Quick win

  • Create one “source of truth” folder (digital or paper) for:
    • Sales invoices
    • Expense receipts
    • Bank/credit statements
    • Payroll info
    • HST/GST documents

CRA guidance on keeping records: https://www.canada.ca/en/revenue-agency/services/tax/businesses/topics/keeping-records.html Canada

Sign #2: You don’t have clear cash flow or profit numbers

If someone asked you right now, “What did you make last month after expenses?” Could you answer confidently?

A lot of owners can tell you their revenue. Fewer can tell you:

  • Profit (after expenses)
  • Cash flow (what’s actually available)
  • Which services/products are truly pulling their weight

This creates 3 expensive problems:

  • You underprice work because you don’t know true costs
  • You overspend in “good months,” then scramble later
  • You make growth decisions based on gut, not data

What an accountant helps you set up

  • Simple monthly reporting (even a 1-page snapshot)
  • A clean chart of accounts that matches how you operate
  • Categories that make tax time easier (and less risky)

Mini checklist

  • Can you see profit by month?
  • Do you know your top 3 expense categories?
  • Can you separate “owner draws” from business spending?

If you answered “not really” to any of those, you’re not failing. You’ve just outgrown DIY.

Sign #3: Growth added complexity (HST, staff, new income streams)

Growth is good. It can also break your systems.

Some common “tipping point” moments:

  • You register for HST/GST (or you should)
  • You add staff or contractors
  • You start selling in new ways (online + in person, multiple service lines)
  • Your bank accounts, cards, and subscriptions multiply

Where businesses get stuck

  • They keep doing what worked at $3K/month revenue… at $30K/month
  • They don’t realize how fast admin debt compounds

A simple rule
If your business has more moving parts than you can track in one sitting, you need structure. That’s what a good accountant brings.

Sign #4: You’re losing time and burning out

This is the most human reason to hire help, and it’s completely legitimate.

Accounting tasks tend to steal time in small chunks:

  • “I’ll just do receipts tonight…”
  • “I’ll fix the books on Sunday…”
  • “I’ll catch up next month…”

Then suddenly, it’s three months later and you’re overwhelmed.

If you’re feeling any of these, you’re not alone:

  • You avoid bookkeeping because it stresses you out
  • You’re always “behind” and carrying guilt
  • You’re working evenings to compensate for admin time

What accounting support actually buys you

  • Fewer weekends spent catching up
  • Less anxiety at tax time
  • More time for sales, operations, and clients

That’s not fluff. That’s capacity.

Sign #5: Tax time feels like a panic every year

Tax season shouldn’t feel like a crisis. If it does, your system needs help.

When your records are messy, tax time becomes:

  • A scavenger hunt for receipts
  • A guessing game with categories
  • A last-minute rush that increases error risk

And errors are what owners fear most—especially if they’re worried about CRA penalties or reassessments.

Tax-season warning signs

  • You’re unsure what’s deductible and what isn’t
  • You get “surprise” balances owing
  • You don’t have clean year-end reports ready to go

When the same panic repeats yearly, it’s usually not a “tax” problem—it’s an accounting process problem.

Payroll services: when payroll becomes a risk

Payroll is a common reason small businesses hire professional help, because it has rules, deadlines, and real consequences if you miss something.

The CRA provides an Employers’ Guide – Payroll Deductions and Remittances to help employers understand withholding and remitting CPP, EI, and income tax. CRA guidance also explains that remittance due dates vary by remitter type (some businesses remit quarterly, others more often). 

If payroll is new or growing for you, watch for these risk signals:

  • You’re not sure what needs to be deducted or remitted
  • You don’t know your remittance schedule
  • You’re unclear on employee vs contractor classification (this matters for payroll and reporting)
  • Payroll tasks keep getting postponed because “it’s confusing”

Practical payroll steps

  • Confirm worker classification early (employee vs self-employed)
  • Set a recurring payroll admin day on your calendar
  • Keep payroll documents in one folder (contracts, timesheets, ROEs if needed, remittance confirmations)

If any of this feels uncertain, that’s exactly when payroll support makes sense.

Quick steps you can do this week

You don’t need a full overhaul overnight. Start with a few moves that reduce risk immediately:

  1. Separate business and personal spending (if you haven’t already)
  2. Create a “records” folder and store receipts consistently
  3. Reconcile one account (bank or credit card) to get momentum
  4. List your monthly fixed costs (subscriptions, rent, software, insurance)
  5. Write down 3 questions you want answered, like:
    • “Am I pricing correctly?”
    • “What’s my real monthly profit?”
    • “What do I need to keep for CRA records?”

And remember: CRA expects organized records and generally requires you to keep them for six years. That single fact is often the “okay, I need a better system” moment.

Book help with DKAJ

If any of these signs hit a little too close to home, getting support isn’t a big dramatic step. It’s a smart operational decision.

DKAJ’s accounting services can help you clean up records, set up reporting you can trust, and reduce compliance stress—so you can focus on running the business. If you’re ready for clear next steps, book a meeting here.

Friendly reminder: This article is general information, not personalized financial or legal advice. Your best next step is to discuss your specific situation with a qualified professional.

FAQs

1) When should a small business hire an accountant in Ontario?
When bookkeeping is taking too much time, your records are behind, or you can’t confidently track profit and cash flow. It’s also smart once payroll, HST/GST, or growth adds complexity.

2) Do I need an accountant if I use accounting software?
Software helps you record transactions. An accountant helps ensure the system is set up correctly, categories are accurate, and reports are reliable—especially as you grow.

3) What records does the CRA expect a small business to keep?
The CRA expects you to keep organized business records and supporting documents. CRA guidance also says you generally must keep required records for six years from the end of the last tax year they relate to.

4) When should I use payroll services?
When payroll deductions, remittances, deadlines, or worker classification feels unclear. CRA provides employer guidance on payroll deductions and remittances for reference.

5) Is hiring an accountant worth it for a small business?
Often, yes—especially when it prevents costly errors, saves owner time, and improves decision-making with accurate numbers. Results vary by business and complexity.

5 Smart Year-End Small Business Accounting Steps for Accurate Financial Reporting

Small business accounting: 5 smart year-end steps

Year-end hits fast. One minute you’re trying to finish projects and manage holiday schedules, and the next you’re staring at your books thinking, “What exactly am I supposed to review?”

If you’re worried about errors, short on time, or unsure what “done” looks like, you’re in good company. Most small business owners don’t need a complicated close process. They need a practical routine that:

  • reduces mistakes,
  • makes reports more reliable, and
  • keeps tax season from becoming a panic.

Below is a five-step checklist you can use to tighten your numbers and walk into the new year with more clarity.

Why year-end reviews matter for owners

Year-end isn’t just a formality. It’s when your reports turn into decisions:

  • Can you afford a hire next quarter?
  • Is your pricing actually working?
  • Which services are profitable and which are draining time?
  • Are you heading into cash-flow trouble?

When your numbers are clean, your decisions are easier. When they’re messy, you end up guessing.

A year-end review also helps you catch small issues before they become expensive ones—like duplicate expenses, missing deposits, or miscategorized purchases.

Financial reporting: what “accurate” really means

Accurate financial reporting doesn’t mean perfection. It means your reports are trustworthy enough to use.

At year-end, that usually means:

  • bank and credit card balances match your accounting software,
  • income and expenses are categorized consistently,
  • receivables and payables reflect reality, and
  • you have documentation to support key amounts.

The CRA also puts a strong emphasis on keeping records organized. Their “Learn about your taxes” educational resources are a helpful, plain-language refresher on how taxes work and what it means to be prepared.
(Yes, it’s aimed at learning—but the basics are useful when you’re tightening your processes.)

Here’s the mindset shift: year-end close is less about “closing” and more about confirming your business story matches your numbers.

Step 1: Reconcile accounts and fix gaps

If you only do one thing, do this.

Reconciliation means you compare your bank and credit card statements to what’s recorded in your books. If they don’t match, you find out why.

What to check

  • Bank account balances
  • Credit card balances
  • Payment processor deposits (Square, Stripe, PayPal, etc.)
  • Transfers between accounts (these are common sources of confusion)

Common gaps to fix

  • Missing expense receipts
  • Duplicate transactions
  • Deposits recorded as “sales” when they were transfers
  • Expenses categorized as “misc” that should be more specific

Quick win

  • Start with one account (usually your main chequing account).
  • Work month-by-month from the last reconciled date.

Two or three focused sessions can clean up a surprising amount.

Step 2: Review revenue, expenses, and categories

This step is about consistency.

If you categorize the same type of expense three different ways throughout the year, your reports won’t be reliable. And if your revenue streams aren’t clearly separated, you won’t know what’s actually working.

Year-end category cleanup checklist

  • Review “Miscellaneous” and reclassify what you can
  • Ensure meals, travel, supplies, subscriptions, advertising, and vehicle expenses (if relevant) aren’t mixed together
  • Separate owner expenses from business expenses
  • Confirm revenue categories reflect how you sell (services vs products, or by service line)

Practical example
If you run a service business and you’re thinking about dropping a service next year, you need to see that service’s revenue and related costs clearly. That’s impossible if everything is lumped into one bucket.

Mini test
Ask yourself: “If I had to raise prices next month, could my reports tell me where costs increased?”
If not, your categories need a tune-up.

Step 3: Clean up receivables, payables, and cash flow

This is the “reality check” step—because your reports should reflect what’s actually owed and what’s actually due.

Accounts receivable (money owed to you)

  • List unpaid invoices
  • Follow up on anything overdue
  • Decide what’s collectible vs unlikely to be paid

Accounts payable (money you owe)

  • Confirm outstanding bills
  • Check recurring subscriptions that might be billed annually
  • Make sure vendor statements match your records (if you use them)

Why this matters
A business can look profitable on paper while still struggling with cash flow. Cleaning up receivables and payables helps you see the true story.

Quick actions

  • Send one clear “year-end follow-up” email for overdue invoices
  • Set a cut-off date for invoicing work completed this year
  • Decide whether you’ll collect deposits for large projects next year

Step 4: Verify payroll and owner payments

Payroll and owner payments are common “oops” areas at year-end because they’re time-sensitive and often handled in a rush.

Even if you’re not running formal payroll yet, you still want clarity on:

  • what was paid out,
  • when it was paid, and
  • how it was recorded.

If you have employees

  • Confirm payroll totals match what your payroll system reports
  • Ensure deductions and remittances are recorded properly
  • Check that employer contributions are categorized consistently

If you pay contractors

  • Confirm invoices are saved and matched to payments
  • Ensure you’re not mixing contractor payments into regular wages categories

Owner payments

  • Confirm how you recorded draws or salary
  • Avoid mixing personal spending into business expense accounts without notes

This is one of the biggest year-end stressors because it’s easy to “just get it done.” A quick review reduces risk.

Step 5: Build a CRA-ready record trail

This step directly addresses the fear of “What if CRA asks questions?”

CRA guidance explains that records are your accounting and financial information documents and they must be kept organized.
They also state that, generally, you must keep required records and supporting documents for six years from the end of the last tax year they relate to.

What to store (and where)

  • Income: invoices, deposit records, payment confirmations
  • Expenses: receipts, invoices, statements
  • Contracts: client agreements, contractor agreements
  • Notes on unusual transactions (big purchases, one-time refunds, insurance claims)

A simple system that works

You don’t need complex software or a perfect filing system at year-end. What matters most is consistency and clarity.

A straightforward setup many small businesses use is:

  • One folder per year
  • Inside it, clearly labelled subfolders for:
    Income / Expenses / Payroll / Taxes / Contracts / Notes

Add a short “year-end notes” file that answers a few key questions:

  • Was anything unusual this year?
  • Did your business structure, services, or pricing change?
  • Were there any one-off purchases, refunds, or major shifts?

If you want a refresher on how Canadian taxes work and what it actually means to be prepared, the Canada Revenue Agency’s educational resources are a helpful reference. They explain the basics without technical overload and can help you understand why organized records matter before tax time:
https://www.canada.ca/en/revenue-agency/services/tax/individuals/educational-programs.html

Using a simple system like this keeps your financial reporting aligned with CRA expectations and makes year-end review far less stressful—without drowning you in jargon or unnecessary steps.

Quick year-end checklist you can copy

Use this as your “close the year” list:

  • Reconcile bank accounts (match statements to books)
  • Reconcile credit cards and payment processors
  • Reclassify “misc” expenses into clear categories
  • Confirm revenue categories reflect how you sell
  • Review unpaid invoices and overdue accounts
  • Confirm outstanding bills and recurring subscriptions
  • Verify payroll totals and recording (if applicable)
  • Review owner payments and personal/business separation
  • Save documentation for major transactions
  • Create a year-end notes file for anything unusual
  • Generate final reports (P&L/Income Statement, Balance Sheet, cash view)

Short, clear, and repeatable.

When to bring in help

You may want professional support if:

  • your reconciliations don’t match and you’re not sure why,
  • you’ve fallen behind and year-end feels impossible,
  • you’re making decisions without confidence in the numbers,
  • your business grew and your system didn’t keep up,
  • you want cleaner reports for budgeting, hiring, or financing.

Even one “cleanup and set up” project can make next year dramatically easier.

Book help with DKAJ

If you want your year-end done cleanly, with reports you can trust, DKAJ can help you tighten your process and get organized fast. Learn more about small business accounting support or get to know the team on the About Us page.

Disclaimer: This article is general information for Ontario businesses and isn’t legal, tax, or financial advice. For guidance specific to your situation, consult a qualified professional.

FAQs

1) What should I do first at year-end for my small business books?
Start with reconciling your bank and credit accounts so your balances match. This gives you a reliable base for every report that follows.

2) What reports should I review at year-end?
Most owners start with an Income Statement (Profit & Loss) and a Balance Sheet, then review cash flow trends and unpaid invoices/bills.

3) How long do I have to keep business accounting records in Canada?
CRA guidance says you generally must keep required records and supporting documents for six years from the end of the last tax year they relate to.

4) What counts as “records” for CRA purposes?
CRA says records are your accounting and other financial information documents, and they must be kept organized.

5) When should I hire help for year-end financial reporting?
If you’re behind, unsure what to review, or don’t trust the numbers you’re using to make decisions, a professional review can save time and reduce error risk.

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