Full-service legal counsel for growing businesses and individuals

Oleg M. Roslak

Commercial & Civil Litigation Lawyer

Oleg represents clients in commercial and civil litigation matters, including business disputes involving shareholders, contracts, real estate, commercial tenancy matters, franchise disputes, defamation, and other property or business-related civil disputes. He brings broad advocacy experience before Ontario courts, federal courts, administrative bodies, tribunals, and private arbitrations.

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Oleg M. Roslak

Commercial & Civil Litigation Lawyer

Oleg represents clients in commercial and civil litigation matters, including business disputes involving shareholders, contracts, real estate, commercial tenancy matters, franchise disputes, defamation, and other property or business-related civil disputes. He brings broad advocacy experience before Ontario courts, federal courts, administrative bodies, tribunals, and private arbitrations.

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AREAS OF FOCUS

Experience by Practice Area

Select an area below to see the types of matters Oleg handles and where his experience is most relevant.

How Oleg supports clients

Oleg represents clients in commercial disputes involving business relationships, contracts, shareholders, and other issues that can affect operations, ownership, or financial interests.

He helps clients assess their position, understand litigation risk, and pursue a practical path toward resolution.

Matters he handles

How Oleg supports clients

Civil and commercial disputes can involve property rights, commercial premises, franchise relationships, reputational harm, and other issues where legal, financial, and procedural considerations overlap.

Oleg assists clients with litigation involving real estate, commercial tenancy, franchise disputes, defamation, and other property or business-related civil disputes, bringing experience across court and tribunal settings where a practical litigation strategy is needed.

Matters he handles

How Oleg supports clients

Oleg represents clients before courts, tribunals, administrative bodies, and in private arbitrations.

His advocacy experience includes matters before all levels of court in Ontario, as well as the Tax Court of Canada and the Federal Court of Appeal.

Typical matters include

Representative Matters

Commercial, Real Property & Tribunal Experience

Oleg has acted in reported matters involving commercial litigation, real property disputes, administrative tribunal proceedings, and business-related legal issues. Selected examples include:

ADMINISTRATIVE / EMPLOYMENT-RELATED BUSINESS DISPUTE

Worker vs. Independent Contractor Classification Dispute

Oleg acted in a workplace safety and insurance appeal involving whether sales contractors for a promotional merchandise business should be classified as workers or independent operators.

This matter involved the classification of sales contractors under Ontario’s workplace safety and insurance regime. The Tribunal considered the practical reality of the working relationship, including control, business expenses, scheduling, client relationships, invoicing, and the contractors’ ability to operate independently. The decision confirmed that the actual relationship between the parties can be more important than the wording of a written contract alone.
Source: Plain & Simple Sports & Promo Wear Inc. (Re), 2015 ONWSIAT 417.

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Outcome

The appeal was allowed, and the sales contractors were found to be independent operators rather than workers for the relevant audit year and subsequent years.

REAL PROPERTY / COMMERCIAL LITIGATION

Real Estate Assignment and Mortgage Liability Dispute

Oleg acted for the defendant/moving party in a real property and commercial litigation matter involving a vendor-take-back mortgage, an assigned agreement of purchase and sale, and a claim for the unpaid balance of a mortgage connected to a property transaction.

This matter involved a dispute over whether a party could be held liable for the unpaid balance of a vendor-take-back mortgage after an agreement of purchase and sale had been assigned. Oleg acted for the defendant/moving party. The court considered the sealed contract rule, the effect of assignment and novation, and whether the pleadings disclosed a reasonable cause of action. The claim against Oleg’s client was dismissed, with costs awarded to that defendant.
Source: Vicdom Sand & Gravel (Ontario) Limited v. Oak Harbour I Management Limited, 2008 CanLII 68195 (ON SC).

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Outcome

The court dismissed the claim against Oleg’s client, finding that there was no reasonable cause of action against that party based on the sealed contract rule, the assignment structure, and the effect of novation.

PROFESSIONAL BACKGROUND

Credentials & Advocacy Experience

Oleg’s commercial and civil litigation practice is supported by litigation experience developed since 2007, formal legal and academic training, and advocacy before courts, tribunals, administrative bodies, and private arbitrations.

Education

Professional standing

Commercial Litigation Experience

Himelfarb Proszanski

Court, Tribunal & Arbitration Experience

Ontario Court Experience

Oleg has argued cases at all levels of court in Ontario.

Federal and Tax Court Experience

Oleg has appeared in matters before the Tax Court of Canada and the Federal Court of Appeal.

Tribunal, Administrative Body & Arbitration Experience

Oleg has appeared before private arbitrations, administrative bodies, and tribunals.

Litigation Perspective

His background includes advocacy in disputes involving business, property, tenancy, tax, and administrative law issues.

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