About the Role
This is Alloy River's first in-house legal hire. You will build the legal function from the ground up, advising the CEO and leadership team on everything from commercial contracts and M&A to company structure, data privacy, regulatory compliance, and employment matters. The right person is looking to be a genuine business partner at a company that moves fast, handles sensitive financial data, and is acquiring businesses. You will need good judgment, high drive, and the ability to tell the difference between a real risk and a theoretical one.
Responsibilities
- Own the full scope of Alloy River's legal needs across Canada and the US - commercial contracts, M&A, data privacy, employment, regulatory compliance, and corporate governance.
- Draft, review, and negotiate commercial agreements - customer contracts, vendor agreements, NDAs, and partnerships - and build the templates that let the business move quickly.
- Support M&A due diligence - reviewing legal documents, identifying risks, and working alongside external counsel on transactions.
- Own Alloy River's compliance posture across Canadian and US data privacy regulations, and monitor the regulatory landscape as it applies to applied AI in financial services.
- Advise on employment matters and maintain corporate records as the company grows.
- Be the legal voice in the room - a partner who helps the business make better decisions faster, not a blocker.
- Work with external counsel on specialized matters where depth is needed.
- Occasional operational work that extends beyond legal, like taking the lead on SOC2 compliance certification.
Requirements
- Practiced law at a high level and ready to step into an in-house role where the work is broad, the stakes are real, and there is no one to hand things off to.
- Good judgment and commercial instincts to operate as a genuine business partner.
- Called to the bar in Ontario.
- Experience supporting M&A processes, due diligence, or corporate transactions.
- Strong commercial law background - contracts, corporate transactions, and commercial negotiations.
- Familiarity with data privacy law and regulatory compliance in a technology or financial services context.
- Comfortable managing US requirements with the support of outside counsel.
- Ability to give clear, direct legal advice that enables decision making.
- Comfortable being the only lawyer in the room.
- Desire to, when needed, flex into ops work that needs senior guidance and ownership.
- High agency. You don't wait to be pointed. You identify the problem, form a view, and act.
- AI-forward. You've changed how you work because of AI - not as a novelty, but because of how it lets you build. Your first instinct is to reach for the agent, not the keyboard.
- Strong opinions. You have a perspective and you share it - in writing, in meetings, in Slack. You think out loud and you’re not afraid to change your mind in public.
- Ownership. You feel responsible for outcomes, not just doing your part. You've built something that didn't exist before you arrived, and you didn't let go until it was right.
- Curiosity. You go deep without being asked. You ask the questions others skip. You tinker.
- Optimistic. You believe that things can improve, problems can be solved, and people are generally trying their best. This is the foundation of how you work and how you treat people.
Skills
- Commercial contracts
- M&A
- Data privacy
- Regulatory compliance
- Employment matters
- Corporate governance
- Commercial agreements
- Customer contracts
- Vendor agreements
- NDAs
- Partnerships
- M&A due diligence
- Legal document review
- Risk identification
- Canadian data privacy regulations
- US data privacy regulations
- Applied AI in financial services
- SOC2 compliance certification
- Fintech
- Financial services
- SaaS
- AI regulatory developments
- Equity compensation
- Financing rounds
- Investor agreements
- US legal requirements
Location
- Toronto
Work Type
- In-person
- Full-time
Experience Level
- 7+ years of experience
Education Level
- Called to the bar in Ontario
Salary/Compensations
- $160,000-$220,000 CAD
Benefits
- Competitive pay
- 100% covered health insurance
- Work laptop provided
- Flexible PTO
- Equity
About the Company
- Alloy River builds agentic applied AI for finance and accounting.
- Accounting today is fragmented, manual, and reactive. We believe it should be intelligent, structured, and operationally decisive.
- Our mission is to transform finance from a slow, labor-intensive, reporting function into a real-time, strategic engine for profit and control.
- We re-architected the general ledger from first principles, and layered automation, workflow orchestration, and applied AI directly into its core.
- Instead of accountants moving data between tools and managing checklists, our system produces outcomes, surfaces exceptions, and compounds leverage over time.
- This is not incremental improvement. It is a ground-up redesign of financial infrastructure for an AI-native world.
- We raised over $30m to date from Portage Ventures, Electric Capital, Elad Gil, and angels like Tobi Lütke, Balaji Srinivasan, and many more.
- We’re scaling what we do with the best builders, operators, and craftspeople in the world.
Equal Opportunity
- We may use AI to help review candidate applications, but the final decision is always made by a human.
