About Greybox Legal LLP

Greybox Legal LLP is a small law firm based in Toronto, Ontario, with its office on Yonge Street in the North York City Centre business district. It was co-founded by partners Eli Leibowitz and Jason Rosen, who describe the firm's approach as working at the intersection of business, tax, and private capital, or in the firm's own words, "strategy, structure, and legacy."

The firm's practice spans four areas: corporate structuring, tax planning, mergers and acquisitions, and private client matters, including wills, estates, and wealth preservation across generations. Its clients are described as founders, owner-operators, family enterprises, private investors, and high-net-worth individuals who need precise, discreet advice on transactions and succession planning.

Greybox Legal is a small team. Alongside its two founding partners, the firm has an associate who focuses on wills and estates, plus corporate, tax, and estate-planning law clerks and other support staff who round out the practice.

Good to know

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This firm’s lawyers at a glance

Law schools
Osgoode Hall Law School 1 of 2 lawyers

The neighbourhood

Greybox Legal's office sits in North York City Centre, the high-density business district that runs along Yonge Street between Sheppard and Finch Avenues, within the Willowdale area of Toronto's former North York municipality. The district grew up around the North York Civic Centre and Mel Lastman Square in the 1970s and 80s and is now the largest secondary business district in Toronto outside downtown, a mix of office and condominium towers with ground-floor shops.

The firm's building at 5255 Yonge Street is about a five minute walk from North York Centre subway station, with the Sheppard-Yonge interchange and Finch station nearby as well. For a firm built around business, tax, and private client work rather than courtroom appearances, a working office tower in a dense commercial corridor, close to transit for client meetings, fits the practice well.

Legal support staff 1

Law clerks, paralegals and articling students at this firm. They are not licensed lawyers.

Frequently asked questions

What kind of clients does Greybox Legal work with?
The firm's own site describes its clients as founders, owner-operators, family enterprises, private investors, and high-net-worth individuals who need precise, discreet legal advice.
Does Greybox Legal handle mergers and acquisitions?
Yes. Mergers and acquisitions is one of the firm's four core practice areas, alongside corporate structuring, tax planning, and private client matters.
Can Greybox Legal help with wills and estate planning?
Yes. The firm's private client work covers wills, estates, and wealth preservation across generations, and it has an associate who focuses specifically on wills and estates.
Does the firm provide tax planning advice?
Yes. Tax planning is one of Greybox Legal's four practice areas, and the firm's team includes a senior tax law clerk.
Where is Greybox Legal located?
The firm's office is at 201-5255 Yonge Street in the North York City Centre area of Toronto, a short walk from North York Centre subway station.
How big is Greybox Legal?
It's a small firm: two founding partners, one associate focused on wills and estates, and a support team of law clerks and administrative staff.

Where to find them

201-5255 Yonge Street, Toronto, Ontario M2N 6P4 · 416-934-2893

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Listing compiled from the firm’s public website in August 2026. Verify licence status in the Law Society of Ontario directory ↗