Senior Privacy & Commercial Counsel (Markham)

Senior Privacy & Commercial Counsel

Location: Remote (Canada)

Department: Legal

Reports to: Co-Founders

Type: Full-time, Permanent

Salary: CA$180,000

Website:

The Role

Data privacy is the heart of this role. Operating a data‑driven product means privacy operations sit at the core of how we work, and you will own them day to day. On top of that, you will own our commercial contracts, and you will be the internal coordination point for any litigation or regulatory matter that requires outside specialists.

This is a hands‑on individual contributor role with full autonomy, reporting directly to the co‑founders. You may also take on Data Protection Officer responsibilities as the function develops. You will not litigate matters yourself: when a dispute or regulatory matter calls for specialist representation, you decide that outside counsel is needed, scope and brief the engagement, and manage the relationship with the external firm.

The right person is a hands‑on lawyer who thrives in ambiguity, brings strong commercial judgment, and is comfortable using AI tools to extend their reach across a broad scope.

Responsibilities

• Run the day‑to‑day privacy program across GDPR, UK GDPR, CCPA, PIPEDA, and Quebec Law 25.
• Handle data subject access and deletion requests, and build scalable systems to manage them at volume.
• Maintain privacy policies, records of processing activities, and internal privacy training.
• Manage data broker registrations and regulatory filings across applicable jurisdictions (including California, Vermont, Oregon, Texas).
• Be responsible for our data‑protection obligations and act as the internal owner of privacy compliance; optionally take on Data Protection Officer responsibilities.
• Own the legal side of vendor due diligence and inbound DPA negotiation.
• Draft, review, and negotiate commercial contracts: customer agreements, DPAs, NDAs, partnership agreements, and vendor agreements.
• Own, improve, and standardise Prospeo's contract templates, playbooks, and fallback positions.
• Serve as the go‑to legal resource for the company.
• Advise the founders on legal risk in product, sales, marketing, and partnership decisions.
• Serve as the internal point of contact for litigation, regulatory, and other adversarial matters.
• Own incoming correspondence from regulators, complainants, and counterparties, and manage it professionally.
• Identify when a matter calls for outside specialist counsel, scope and brief the engagement, and manage the relationship with external firms.
• Keep the founders informed on status and next steps so the business keeps running while specialists handle representation.

Requirements

• A law degree (JD or equivalent) and bar admission in good standing with a Canadian law society.
• CIPP/E certification (required).
• 4+ years of post‑call experience in commercial and privacy legal work.
• Hands‑on experience with GDPR and/or CCPA, including managing data subject requests and drafting/negotiating DPAs from both sides.
• Strong contract drafting, review, and negotiation skills across DPAs, NDAs, ToS, partnerships, and vendor agreements.
• Comfortable using AI tools (Claude, ChatGPT, AI‑enabled legal tooling) as part of the daily workflow, while applying legal judgment to validate every output.
• Highly autonomous and self‑directed, able to operate without a legal team in a fast‑paced startup environment.
• Fluent professional English.

Nice to Have

• CIPP/C, CIPP/US, or CIPM.
• Experience at a B2B SaaS company.
• Experience in the sales intelligence, data enrichment, or data brokerage industry.
• Familiarity with Canadian corporate and employment law.
• Familiarity with security‑compliance frameworks such as SOC2 or ISO27001.
• Experience with privacy operations tooling (OneTrust, DataGrail, Transcend, Securiti).
• Experience with CLM tooling (Ironclad, LinkSquares, Spotdraft).

What We Offer

• Competitive salary: CA$180,000.
• Full ownership of a critical function with a direct line to the co‑founders.
• Fully remote within Canada, with optional access to our Toronto office (in‑office parking).
• Growth opportunity in a fast‑growing company, with performance reviews every6months.
• AI‑forward setting: we provide modern AI tooling and expect you to use it to work smarter.

Benefits

• Extended health care.
• Paid time off (4weeks per year).
• Work from home.
• Gym membership.
• Flexible schedule.