Exacare ai is a leading health tech company on a mission to build the AI operating system for post-acute care. Our platform turns messy, unstructured referral packets into clear clinical insights and next steps, so teams can make faster, safer placement decisions with less administrative burden. Today, exacare ai powers more than 2,000 facilities, and is growing rapidly.

We recently raised a $30M Series A led by Insight Partners, and are bringing world-class talent together to transform healthcare. If you like building, learning, and want to make a real impact, come join us! We’re hiring our first In-House Head of Legal to join exacare ai.

You’ll help define how legal operates, build the systems and playbooks from scratch, and scale what works as we grow. You’ll be involved across the business, partnering closely with Sales, Growth, Operations, and Leadership to support everything from customer contracts to vendor agreements and compliance.

The goal is easy: help the company move fast, close deals, and operate responsibly. This is a broad, hands-on legal role for someone who can partner across the business on commercial, corporate, and compliance matters as we scale. You’ll play a key role in supporting our contracting function while also helping build the legal infrastructure, processes, and controls needed for a growing healthcare technology company.

Someone who is excited to be the go-to legal partner, comfortable with ambiguity, and motivated to build a function that enables the business rather than slows it down. Build the 0 → 1 legal function. Support compliance and risk.

Help shape our approach to HIPAA and other healthcare-related requirements as we scale, including data privacy, internal policies, and controls. Own vendor and operational legal commercial contracting. Review and negotiate vendor agreements and support internal contracting needs including software procurement contracts, leases, employment agreements.





Own contracting end-to-end across customers. Draft, review, and negotiate a wide range of agreements including MSAs, DPAs, BAAs, service agreements, software procurement contracts, leases, and terms of service. Own legal operations , including contract lifecycle management, outside counsel management, legal tooling, knowledge management, and metrics that improve speed and efficiency.

Partner closely with Sales and Growth to support revenue generation . Manage contract negotiations to remove friction in deal cycles and build the speed, consistency, and scalability needed to accelerate our growth. Partner closely with Product and Engineering to support how we build and ship AI , from data usage and model development to transparency and customer commitments, helping us move quickly while managing risk.

Support corporate legal matters , including governance, entity management, board and investor-related workstreams, and preparation for future financing or strategic transactions. Act as a trusted partner to teams across the company, including Sales, Growth, Operations, Finance, Product, Engineering, and leadership, providing clear, practical guidance that helps drive decisions. Determine when outside counsel is required and manage the ask, while owning day-to-day legal execution internally.

Experience supporting cross-border operations, particularly between Canada and the United States. Advise leadership and People Operations on employment, compensation, equity, workplace, and contractor matters as the company scales.

Experience: 7+ years of corporate law experience,



ideally with a mix of law firm and in-house exposure, or a strong desire to move in-house.

Strong contracting foundation: Experience drafting and negotiating commercial agreements such as MSAs, DPAs, vendor contracts, and terms of service. Comfortable managing and leading negotiations independently. You understand that legal should enable the business.

You are pragmatic, solutions-oriented, and know how to balance risk with speed. You are excited to build templates, systems, and processes that scale, or are eager to learn how to do so and you are excited to go beyond the traditional scope of legal and jump into adjacent problems when needed. You are comfortable being the primary legal partner, managing priorities, and working across teams without heavy oversight.

Comfort working across a broad range of legal areas, including commercial, corporate, privacy, healthcare compliance, and general business counseling. Sound judgment, business orientation, and the ability to balance strategic legal advice with hands‑on execution. You can translate complex legal concepts into clear, actionable guidance for non‑legal stakeholders.

Bonus Points

You are comfortable with early‑stage messiness and chaos Competitive salary and equity in a high‑growth startup Flexible PTO, take what you need Medical, dental, and vision coverage Great startup culture, including company off‑sites The work does not stop when a customer first onboards to our platform. We partner with operators, listening and learning about real problems, and translate that into solutions that help them succeed in practice. We get there by deeply respecting and reflecting on our purpose: to develop software that aids teams in delivering better care.

We bring energy, support each other, and make the workplace somewhere people are excited to show up. If this sounds like you, we'd love to have a chat! #

📌 Senior Legal Operations (Toronto)
🏢 ExaCare AI
📍 Toronto