TAX COUNSEL FOR CANADIAN BUSINESSES
Every business decision has a tax side, and the cheapest time to deal with it is before the decision is made. Our tax work follows a business through its life: setting up a structure, growing and reorganizing it, and eventually passing it on or selling it. We at Outsiders bring big-law experience to businesses that want more than the same story, the same words given back to them. We create a structured plan for your private business to ensure top functionality.
Structure & Reorganization
The way your companies are arranged and owned shapes your tax bill long before anyone files a return. We help owners choose and adjust that arrangement as the business changes, including when new shareholders come in or ownership is moving to the next generation.
Typical engagements include:
- Reorganizing a corporate group to reduce tax friction
- Buying, selling, or moving assets between entities
- Tax review of an expansion outside Canada
- Opinions on whether a private company's shares qualify for
registered plans such as RRSPs
- A tax check on a transaction before it is signed
Think of it as a second set of eyes on how your structure and your plans fit together.
Tax and the Sale of a Business
A sale or acquisition is taxed according to how it is built, and most of the important decisions are made well before a buyer appears. Starting the tax analysis early gives owners room to adjust their structure, compare deal shapes, and negotiate from a position that is already understood.
Outsiders Law treats tax as a part of deal design rather than a closing checklist item.
Bitcoin & Digital Asset Tax
Digital assets raise tax questions that don't fit neatly into any traditional categories, and the answers actually depend on how the business operates.
We have advised businesses in the Bitcoin space since 2018. including mining operations, lightning network operators, and Bitcoin ATM businesses, on both the tax treatment of their activities and the rules around them.
Contractors, Employees and the CRA
Whether a worker is an employee or an independent contractor has payroll, source deduction, and reporting consequences for a business. We help companies set up contractor relationships so they hold up, and we act for businesses facing a CRA worker classification audit.