Senior Legal Counsel

AfterShip•Toronto, ON

4d•CA$131,000 - CA$150,000•Hybrid

About The Position

AfterShip is seeking an accomplished commercial lawyer to join our Global Legal team as Senior Legal Counsel, Commercial. As commercial deal volume, value, and complexity have grown materially, this role is a targeted investment to strengthen our commercial contracting capability in North America. Reporting to the General Counsel, you will independently lead complex, high-value commercial negotiations, own commercial escalation frameworks, and advise North American leadership on commercial strategy and risk. You will also serve as a senior mentor to other members of the commercial legal team, helping them grow into more complex and strategic work. This role sits within AfterShip’s Global Legal team, working alongside colleagues based in the EU and building out coverage for North America. Because the team collaborates closely with colleagues in Europe and APAC, this role may occasionally require working outside of regular business hours for team meetings or cross-regional collaboration.

Requirements

J.D. or equivalent law degree, and an active license to practice law in the U.S. or Canada;
7+ years of relevant legal experience, including significant in-house commercial counsel experience (SaaS or technology industry strongly preferred);
A track record of independently leading complex, high-value commercial negotiations with minimal oversight;
Strong knowledge of commercial contracting and technology/SaaS agreements, with working familiarity with data privacy and IP considerations a plus;
Demonstrated experience mentoring and developing junior legal talent;
Excellent judgment and business acumen, with the ability to communicate complex legal concepts clearly to non-legal stakeholders;
Ability to work autonomously and collaboratively in a fast-paced, distributed, global team environment.

Responsibilities

Independently draft, review, and negotiate complex, high-value commercial agreements, including enterprise customer contracts, vendor and partnership agreements, and NDAs; own commercial escalation frameworks and resolve complex contractual disputes.
Advise North American business leadership, GTM, and Product teams on commercial strategy, risk positions, and deal structuring; act as a trusted legal business partner in high-stakes negotiations.
Provide senior-level mentorship to junior and mid-level commercial counsel, calibrating risk positions and building the internal capability needed to handle increasingly complex matters.
Partner with Legal colleagues across the EU and APAC to maintain seamless, follow-the-sun commercial coverage and support handoff continuity across time zones.
Contribute to the ongoing evolution of contract templates, negotiation playbooks, and Legal Operations initiatives that improve efficiency and consistency across the commercial function.