Senior Commercial Counsel

tipaltisolutions; Vancouver; On-site; CAD 150,000 - 230,000; Full time

Benefits offered by this job

Competitive benefits

Flexible workplace

Job summary

Tipalti is seeking a Senior Commercial Counsel for its Toronto office to support a high-autonomy team. You will oversee both sales-side and vendor-side contracting, including services agreements, SOWs, and DPAs, while guiding regulatory considerations and AI-driven workflows.

The role reports to the Director, Commercial, and offers ramp-up time and internal training. You will interact with sales, procurement, finance, security, and GTM teams across time zones, steering matters from intake to

Qualifications

• J.D. or LL.B. in good standing with a Canadian or US jurisdiction.
• 8+ years in commercial technology transactions, in-house or with a law firm.

Responsibilities

• Negotiate and close complex commercial deals, including services agreements, order forms, SOWs and channel agreements.
• Lead vendor contracting, risk reviews, and procurement-driven agreements across departments.

Skills

Commercial tech transactions

AI tools enthusiasm

Direct communication

Education

J.D. or LL.B. (common-law)

Tools

SaaS agreements

DPAs & NDAs

SOWs & partner agreements

Job description

Position Summary

Tipalti's Commercial Legal Team is adding a Senior Commercial Counsel to its Toronto office. You'll be heavily relied on by a tight, high-autonomy team that treats AI as infrastructure, not novelty. Your practice will span both sides of the commercial deal sheet, and your influence will extend well beyond contract negotiation into how this team operates and evolves.

This role reports to the Director, Commercial, within a team of three. You'll get structured ramp-up time, the tools and training you need to operate at full speed, and the support to build real confidence in Tipalti's products, business, and regulatory landscape before we turn up the volume.

Why join Tipalti?

Tipalti is the AI-powered platform for finance automation, elevating how finance teams operate in the global economy. We empower our customers to scale faster and smarter by removing the complexities of doing global business and accelerating their finance operations efficiency. Our platform provides a comprehensive suite of finance automation solutions designed for mid-market businesses across accounts payable, global payouts, procurement, employee expenses, corporate cards, supplier management, tax compliance, and treasury. Tipalti partners with leading financial institutions such as Citi, Wells Fargo, J.P. Morgan, and Visa, enabling over 5,000 global companies to efficiently and securely pay millions of suppliers and payees across 200+ countries and territories, in 120 currencies.

At Tipalti, we pride ourselves on our collaborative culture, the quality of our product and the capabilities of our people. Tipaltians are passionate about the work they do, and keen to get the job done. Tipalti offers competitive benefits, a flexible workplace, career coaching, and an environment where diverse individuals can thrive and make an impact. Our culture ensures everyone checks their egos at the door and stands ready to reach for success together.

Founded in Israel in 2010, Tipalti is a global business headquartered in the San Francisco Bay Area (Foster City) with offices in Tel Aviv, Plano, Toronto, Vancouver, London, Amsterdam, Tbilisi and Medellin.

In this role, you will be responsible for:

• Own the Sales-Side Pipeline. You'll negotiate and close the Tipalti Services Agreement, along with order forms, schedules, SOWs, partner and alliance agreements, and channel deals. You'll handle security questionnaire escalations, privacy and DPA negotiations, and commercial and contractual inquiries from sophisticated international buyers, managing each from first markup to signature with minimal oversight.
• Drive Vendor-Side Contracting. You'll lead commercial contracting of Tipalti's vendor engagements, coordinating risk reviews with internal teams. Software agreements are the bread and butter, but you'll also handle accounting, professional services, marketing, consulting, events, and other operational agreements. You'll participate in vendor due diligence and the procurement-led intake process while coaching the procurement team and other teams on contracting processes and workflow improvements.
• Advise the Business Directly. You'll be a primary commercial legal point of contact for stakeholders across sales, customer success, procurement, finance, marketing, security, and go-to-market teams in every time zone Tipalti operates in. Customer retention, dispute resolution, commercial regulatory and compliance: you'll field these and drive them to resolution.
• Shape the Contracting Playbook. You'll help reengineer how the commercial legal team operates, from templatizing agreements to building AI-powered workflows. Within your first quarter, you'll own key segments of the contracting pipeline and begin contributing to the team's AI integration roadmap.
• Use AI Like a Boss. You'll calibrate its use to the risk profile and complexity of each matter, applying professional judgment to every output. We need someone who already uses AI, understands its limitations, and knows how to right-size it across contract types.
• Run Your Own Book. You'll carry a full portfolio of matters and exercise independent judgment on risk, deal structure, and escalation. You'll communicate directly with opposing counsel, business leaders, and cross-functional partners, handling matters from intake to close.

About you

• You hold a common-law law degree (J.D., LL.B., or equivalent) and are in good standing with the Law Society of Ontario. We are open to other Canadian jurisdictions or US-qualified counsel.
• You have 8+ years in commercial technology transactions, ideally with both law firm and in-house software company experience.
• SaaS agreements, DPAs, NDAs, SOWs, and partner agreements are second nature.
• You are genuinely enthusiastic about AI tools and legal technology, and your willingness to teach others matches your own skill.
• You communicate directly and collaboratively, and you're built for a team that stays tightly connected.
• Your judgment on sensitiv