Blackletter is reinventing legal services from first principles.
We pair frontier automation with top-tier lawyers. This allows our firm to deliver elite legal services with fast turnaround, predictable pricing, and a transformed experience for our clients and for the lawyers doing the work.
Early traction has been strong. We are serving a growing roster of clients across venture financing, commercial, corporate, and employment, and we are backed by leading venture investors.
Our founding team brings experience from frontier AI labs, leading law firms, and some of the top law schools in North America.
The most impactful firm in the world ten years from now will not be one founded in the 1900s, or the 1800s. It was founded in 2026.
We are a small team making our earliest hires, with a significant opportunity to shape not only our company, but the entire legal profession.
You will work directly with technology companies to negotiate and advise on commercial agreements. But this is not a traditional counsel role – you will work closely with the founders, and technical team to help shape how the firm operates, including the tools, workflows, and standards that make legal work faster and more consistent.
Your expertise does not just serve clients – it educates our platform, making it faster and smarter for the next matter.
Experience: 4-10 years at a leading law firm or in-house, with significant experience on commercial agreements. Experience working with technology companies, including negotiating SaaS, data processing, and other commercial agreements, is preferred.
Judgment: Strong commercial instincts and the ability to give clear, practical advice.
Orientation: You notice when the same issue comes up repeatedly and look for a way to handle it better the next time. You are frustrated by how long routine legal work takes and are open to changing how it gets done.
Competitive salary plus equity. Compensation is commensurate with experience. This role is based in our Toronto office, with three days per week in-office.
You will spend more of your time on negotiating, advising, and making judgment calls, and less on work that should already be automated. As one of our first legal hires, you will have a direct hand in shaping the future practice of law.
If some of the above doesn’t line up perfectly with your experience, we still encourage you to apply!
We value and celebrate diversity and strive to create an inclusive work environment for all. We welcome applicants from all backgrounds and are committed to providing equal opportunities. Should you require any accommodations during the recruitment process, please reach out to contact@blackletterfirm.com.
#J-18808-LjbffrCommercial Counsel (Canada) • Toronto, Ontario, CA
TD Insurance is part of TD Bank Financial Group, one of Canada’s largest financial institutions.TD Insurance protects clients from the ‘accidents of life’ with a wide range of products including cr... Show more
Elevate your career as a Senior Legal Counsel at OpenText, specializing in commercial agreements within a hybrid work environment.Support dynamic technology solutions while negotiating critical con... Show more
Make a difference in legal services at TMX as a Legal Counsel for Commercial Services based in Toronto.This hybrid position involves significant responsibility in commercial law.In this role, you w... Show more
Counsel position at Twilio, negotiating complex enterprise sales deals and managing legal agreements.Requires 5+ years of commercial transactions experience. Show more
Venture outside the ordinary - TMX Careers.The TMX group of companies includes leading global exchanges such as the Toronto Stock Exchange, Montreal Exchange, and numerous innovative organizations ... Show more
Join as a Senior Privacy Specialist shaping privacy compliance frameworks under Canadian law.Your role involves leading impactful privacy assessments and managing concurrent projects in a consultat... Show more
Toronto (4 Days Onsite, 1 Day Remote).About 123Dentist: At 123Dentist, we’re redefining the future of dental care across Canada.As one of the country’s largest networks of dental practices, with mo... Show more
Commercial Counsel needed in Toronto to negotiate SaaS contracts and support vendor relations.Requires 2-5 years of experience. Show more
Seeking a Commercial Counsel in Vancouver to manage commercial transactions and offer legal advice for a gaming company.Requires 5+ years of corporate law experience. Show more
At Mace, our purpose is to redefine the boundaries of ambition.We believe in creating places that are responsible, bringing transformative impact to our people, communities, and societies across th... Show more
Toronto, Montreal, Calgary, Vancouver.As a self-regulatory organization, the Canadian Investment Regulatory Organization (CIRO) is committed to setting high regulatory standards for the investment ... Show more
Seeking a Senior Commercial Counsel to provide legal advice on business operations, with expertise in Canadian commercial and privacy laws. Show more
The In-House Counsel leads the company's in-house legal function across its construction and real estate development operations.This role provides strategic legal guidance, owns risk and compliance... Show more
Join a fast-paced international organization as a Legal Counsel specializing in commercial contracts.This role offers a unique opportunity to work across diverse legal matters in North America, Eur... Show more
Seeking an experienced Commercial Counsel for a high-growth tech company to support the sales organization, drive commercial transactions, and ensure legal compliance.Requires 5+ years of experienc... Show more
Blackletter is reinventing legal services from first principles.We pair frontier automation with top-tier lawyers.This allows our firm to deliver elite legal services with fast turnaround, predicta... Show more
Direct message the job poster from Sienna Senior Living.Sienna Senior Living (TSX: SIA), is one of Canada’s largest owners and operators of 103 seniors’ living residences, in addition to managing 1... Show more
We are seeking junior to mid-level.Draft, review and negotiate commercial contracts, including but not limited to vendor agreements, supply agreements, IT agreements, licensing agreements, SaaS agr... Show more
Legal Counsel – Construction & Commercial Law.Ontario | Full-Time, Permanent | 3–5 Years of Call (Ontario).Build Your In-House Practice Here.We are a growing Ontario-based group of companies with t... Show more
A global professional services firm is seeking a Senior Associate General Counsel EPC for their Americas region.In this role, you will develop legal strategies, support cross-functional teams, and ... Show more
