Strategy starts in your books.

We empower business owners to make smarter financial decisions, minimize tax exposure, and build lasting value.

Strategic accounting & tax advisory in milton, ontario.

Efficient, competent, and timely accounting for entrepreneurs who expect more. In a business landscape defined by regulatory volatility and complex tax shifts, “reactive” accounting is no longer enough. Whether you are scaling a manufacturing firm in Milton or preserving a multi-generational legacy in Oakville, driving your business while looking in the rear-view mirror is a liability you cannot afford.

At Redmond & Company, we bridge the gap between the low-cost volume firms and the impersonal institutional giants. We combine the technical sophistication of a national firm with the agility, continuity, and responsiveness of a dedicated local partner. We don’t just file your history; we engineer your financial future.

Is your current accounting holding your business back?

The communication gap

We answer the phone. It sounds simple, but in an industry plagued by silence and unreturned emails, responsiveness is our defining standard. You deserve a partner who is available when you need to make a decision, not just when a deadline forces a conversation.

We speak business, not just “accountant.” We translate complex financial data—from tax legislation to cash flow ratios—into plain English. If you leave a meeting confused, we haven’t done our job.

The jargon barrier

The reactive trap

Most firms tell you what happened last year. We forecast what will happen next year. By proactively planning your tax strategy months in advance, we eliminate the “April Surprise” and ensure you keep more of what you earn.

A partnership built on quiet authority.

Redmond & Company was founded in 2015 on a simple premise: technology should make accounting faster, but it shouldn’t make it impersonal.

We leverage modern cloud platforms like QuickBooks Online, Hubdoc and Dext to handle the heavy lifting of compliance, but we lead with human insight. Our approach is grounded in Quiet Authority—delivering expert advice without ego, and cutting through complexity with a calm, strategic presence.

What you can expect from us:

Proactive service

We don’t wait for problems to arise. We anticipate challenges—whether it’s a cash flow crunch or a tax liability—and bring solutions to the table before you have to ask.

Tailored solutions

Your business is unique, and your strategy should be too. We don’t offer cookie-cutter advice. Every tax plan and financial roadmap is built around your specific corporate structure and personal goals.

Continuity of advice

You work with a dedicated team that knows your story, your family, and your history. We eliminate the frustration of constantly re-explaining your business to new junior staff.

By failing to prepare, you are preparing to fail.

Benjamin Franklin

Getting started is Simple

1 Discovery & assessment

We start with a deep-dive consultation to understand your current financial picture, your corporate structure, and your long-term goals. We listen first, then we analyze.

The strategy blueprint

2

We design a custom ecosystem—integrating your corporate tax planning, personal wealth goals, and operational systems into one cohesive plan.

Year-round stewardship

We don’t disappear after the plan is set. We monitor your numbers monthly, manage your compliance deadlines, and adjust the strategy as tax laws change. You get peace of mind knowing everything is handled.

3

Specialized expertise for every stage of business.

For scaling businesses & startups

You are growing fast, but your back-office can’t keep up. You need more than just a tax filer; you need a financial infrastructure that supports scale. We take the administrative burden of bookkeeping, payroll, and compliance off your plate so you can focus on your craft. From launching your vision to managing a growing team, we provide the clarity you need to move from chaos to control.

Startup and Incorporation
Business Advisory & Strategy
Payroll Services

For incorporated professionals & multi-entity owners

You have built significant assets and now face the complexity of success. Whether you are a doctor with a Professional Corporation or an entrepreneur with a HoldCo structure, tax efficiency is your priority.

We optimize your Salary vs. Dividend mix to ensure you pay the absolute legal minimum in personal tax while building your corporate investment portfolio. We handle the complexity so you can enjoy the rewards.

Corporate Tax Planning
Accounting & Bookkeeping

For estate & succession planning

You are focused on the long game: preserving wealth and protecting your legacy. The transition of a business or estate requires a steady hand and deep technical expertise.

We guide you through Estate Freezes, Family Trusts, and succession strategies to ensure your hard-earned assets pass to the next generation smoothly, minimizing family conflict and tax burdens.

Estate & Succession Planning

Proactive insights & resources

The “Holding Company” Strategy: Is It Time?

As businesses grow more complex, many owners begin looking for smarter ways to structure their operations, manage risk, and plan...

Profit vs. Cash: Why Your Bank Account Doesn’t Match Your P&L.

Understanding the timing differences that cause the “Growth Trap” and how to fix them.

The T4 vs. Dividend Debate.

Should you pay yourself a salary or dividends this year? The math behind the decision.

The 10-Point Ontario Startup Checklist

Learn how to build a bulletproof business foundation, avoid costly legal pitfalls, and stop overpaying the CRA before you even start.

Ready to build a true partnership?

You have built a successful business. Now, partner with a firm that can help you protect it and grow it.

See if Redmond & Company is the right fit for you. Your initial consultation is a simple conversation—not a sales pitch—designed to bring clarity to your financial future.