Tipalti's Commercial Legal Team is adding a Senior Commercial Counsel to its Toronto office. 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. 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. 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.

Tipalti offers competitive benefits, a flexible workplace, career coaching, and an setting where diverse individuals can thrive and make an impact. 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. Own the Sales-Side Pipeline.

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. 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. 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.

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. 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. You'll carry a full portfolio of matters and exercise independent judgment on risk, deal structure, and escalation. You hold a common-law law degree (J.or equivalent) and are in good standing with the Law Society of Ontario.

You have 8+ years in commercial technology transactions, ideally with both law firm and in-house software company experience. You are genuinely enthusiastic about AI tools and legal technology, and your willingness to teach others matches your own skill. Hybrid working model that requires you to be in office Monday,



Tuesday, and Thursday ~ Competitive salary and equity ~ Extended benefits, Employee Assistance Program, life insurance, AD&D;, LTD ~ Subsidized lunch on office days ~ Fresh fruit, snacks & drinks in office ~ Regular company-wide social events ~ Multiple ERG groups celebrating our diversity and creating an inclusive culture Base Salary Range: $147,000 - $183,000 CAD annually.

The compensation information, above, reflects our reasonable expectation for this role based on several factors, including current market conditions. We are committed to equitable compensation practices in compliance with applicable employment laws. Our mission is to elevate 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. We are the AI-powered platform that automates finance. Tipalti is fueled by a commitment to our customers and a desire to build lasting connections.

Our client portfolio includes high-velocity businesses such as Amazon Twitch, GoDaddy, Roku, WordPress.We work hard for our 99% customer retention rate which is built on trust, reliability and innovation. We are committed to recruiting diverse candidates with varied personal experiences and abilities. As an equal opportunities employer, Tipalti complies with employment and human rights laws across the various jurisdictions in which we operate.

Should you require reasonable adjustments or accommodations during the recruitment process, including access to alternate formats of materials, meeting spaces, or other accommodations that could better enable your full participation, please reach out [email protected] may use artificial intelligence and automated systems (collectively "AI") to screen, assess, and select candidates during our recruitment process. For more information about how we collect and use personal data and information during recruitment, please refer to our Job Candidate Privacy Notice .

📌 Senior Commercial Counsel @ Tipalti (Toronto)
🏢 Counselwell
📍 Toronto