Top Tax Filing Mistakes to Avoid in 2026: A Guide for Ontario Businesses

As tax season approaches, Ontario businesses need to stay vigilant to avoid costly mistakes that can lead to audits, penalties, or missed savings opportunities. With tax regulations evolving annually, even established businesses can stumble into common pitfalls. At Lott & Company Professional Corporation, we strive to empower business owners in Markham and across Ontario with expert tax preparation, bookkeeping, and business advisory services. Here’s our 2026 guide on the top tax filing mistakes to avoid and how you can secure your company’s financial future.


Misclassifying Employees and Contractors


A frequent issue for Ontario businesses is the misclassification of workers. Confusing an employee for an independent contractor—or vice versa—can result in significant payroll tax issues and penalties. Employees are subject to CPP, EI, and income tax withholdings, while independent contractors are not. Review service agreements, monitor the level of control you have over your workers, and consult with financial experts to ensure proper classification.


Overlooking Tax Credits and Deductions


Ontario offers a range of tax credits and deductions, including those for research and development, hiring apprentices, training, and green investments. Small businesses often miss out on these savings due to lack of awareness or incomplete documentation. Always maintain organized records and consult a professional to identify all the incentives your business qualifies for—especially in sectors like technology, construction, and manufacturing.


Inaccurate Record-Keeping


Accurate bookkeeping forms the backbone of stress-free tax filing. Disorganized ledgers, lost receipts, and inconsistent cash flow statements can lead to underreported income or missed deductions. This is especially crucial for businesses using multiple payment platforms or managing remote teams. Automate your record-keeping with accounting software like QuickBooks or Xero and schedule regular reconciliations to keep your data audit-ready year-round.


Missing Filing Deadlines


Missing corporate tax deadlines can incur late-filing penalties and interest charges. Ontario corporations must file their T2 tax returns within six months of their fiscal year-end. If your business owes HST, payroll, or other remittances, these have separate deadlines. A proactive approach—setting calendar reminders and working with a professional accountant—will help you stay compliant and avoid unnecessary stress.


Failing to Report All Income Streams


It’s vital to report every source of business income, including those from side ventures, rental properties, or online marketplaces. Failing to report foreign income or holdings can trigger severe fines and increased scrutiny from the Canada Revenue Agency (CRA). Keep thorough records and disclose all global assets if your business operates internationally—compliance is non-negotiable.


Ignoring Changes in Tax Legislation


Tax laws and credits are updated frequently, especially in fast-evolving business environments like Ontario. Missing out on new deductions, changes to small business tax rates, or capital asset regulations can affect your business’s bottom line. Stay informed by subscribing to financial newsletters, and engage with an accounting firm that prioritizes ongoing professional development and timely client communication.


DIY Tax Filing without Professional Support


Online tax software may appear cost-effective, but it can’t replace the expertise of a Chartered Professional Accountant (CPA). Complexities like capital gains, multi-province operations, or succession planning require strategic insight. Professional guidance ensures you maximize deductions, reduce risks of costly errors, and plan proactively for future growth.


How Lott & Company Can Help You Succeed


Avoiding these tax filing mistakes is essential for maximizing savings and maintaining compliance. At Lott & Company Professional Corporation, our team specializes in personalized tax solutions, business advisory, and comprehensive bookkeeping for Ontario businesses. We leverage advanced technology and years of local expertise to deliver efficient, audit-ready tax filing tailored to your unique needs.


Ready to elevate your business’s financial clarity and secure peace of mind this tax season? Book your complimentary consultation today at www.lottaccounting.ca or visit our Markham office for expert support. Let’s build your financial success—together.


Take control of your tax obligations in 2026 with Lott & Company Professional Corporation: Markham’s trusted accounting and tax partner for business growth.

Share This Blog

Real estate agent explaining document to a client, model homes and laptop on the table.
January 7, 2026
Start 2026 with a clear legacy plan. Lott & Company guides Ontario families on wills, trusts, powers of attorney, and tax-smart steps this winter. Book a consult.
Woman working on a spreadsheet on a desktop computer in an office, typing at keyboard, desk cluttered.
December 17, 2025
Close your 2025 books right: reconciliations, HST checks, expense reviews, and audit-ready reports. Lott & Company’s Markham team streamlines winter cleanup.
A person in a suit presenting payroll-related icons, including a money bag, above a laptop.
December 3, 2025
Stay compliant and stress-free. Learn the latest payroll law updates and how expert management can protect your business.
People around a table with
November 19, 2025
Explore crucial accounting and advisory steps every start-up needs to succeed, from business structure to tax planning, with expert guidance.
Laptop displaying a
November 5, 2025
Uncover simple, powerful strategies for personal tax planning that can help you reduce stress and make the most of your financial situation.
A magnifying glass is sitting next to a piece of paper that says audit.
October 14, 2025
Construction and engineering firms: Stay audit-ready with proactive steps for seamless audits and confident financial management.
A jar filled with coins next to a pile of coins and the word tax.
October 2, 2025
Reduce your tax liabilities and improve your financial health. Explore proven strategies for Ontario professionals to maximize tax savings.
A woman is sitting at a desk using a computer.
September 16, 2025
Tech startups: Master bookkeeping with expert tips from Markham accountants. Save time, stay organized, and avoid common financial pitfalls.
A man is sitting on a couch talking to a couple.
September 2, 2025
Secure your business’s future with effective estate and succession planning. Discover key steps to maximize continuity and minimize tax burdens.
The word payroll is written on wooden blocks next to a magnifying glass and a calculator.
August 19, 2025
Streamline your payroll process and ensure compliance with best practices tailored for Ontario businesses. Avoid common mistakes and boost efficiency.