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Associate General Counsel & Privacy Officer (Remote First)

Zensurance

Job Location:

Toronto - Canada

Yearly Salary: CAD 175000 - 225000

Posted: 29 September 2026 (Yesterday)

Application Deadline: 27 December 2026

Vacancies: 1 Vacancy

Job Summary

About Us:

Zensurance is redefining commercial insurance for Canadian businesses.

As a leading InsurTech we make getting the right coverage simple fast and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.

Zensurance has been recognized for its rapid growth and industry impact:

Deloittes Technology Fast 50 ()

Deloittes Technology Fast 500 ()

Top Insurance Employers (2022)

At Zensurance we value ownership collaboration and innovation. Our team thrives on solving complex challenges challenging the status quo and making a real impact in an industry ready for change.

If youre looking to build something meaningful in a fast-growing customer-focused company wed love to hear from you!

As we continue to rapidly grow we are looking for an Associate General Counsel & Privacy Officer to help scale our oversight functions while maintaining our innovative DNA.

Reporting to the General Counsel you will play a pivotal dual role. You will have a direct seat at the table to provide high-level legal support across all business unitsfrom Underwriting to ITwhile serving as the enterprises primary authority and designated Privacy Officer. Alongside the General Counsel working closely with senior leadership (encompassing the CEO & Founder COO and VPs of Sales Marketing Technology People and Finance) you will safeguard our digital operations commercial strategies and technological innovations. For the right candidate this role is anticipated to grow as Zensurance continues to scale upwards.

Responsibilities:

1. Legal Operations & Commercial Oversight

Contract Lifecycle Management: Draft review and negotiate complex commercial agreements including SaaS licenses vendor contracts and partnership/binder agreements with our insurance markets.
MGA & Underwriting Support: Support product development underwriting authorities and digital automation risks.
Regulatory Compliance & Governance: Ensure ongoing compliance with provincial insurance regulators (such as RIBO) across Canadian operating provinces. Assist the GC in preparing materials for the Board of Directors.
Claims & Litigation Support: Provide expert legal guidance to the internal Claims/Errors & Omissions (E&O) team on complex files litigation matters and risk mitigation strategies.

2. Privacy & Data Governance (Designated Privacy Officer)

Privacy Program Leadership: Serve as the official enterprise authority on privacy maintaining and evolving our data protection framework alongside the Information Security Officer (ISO) to ensure strict adherence to PIPEDA and provincial legislation.
Privacy Assessments: Develop maintain and oversee Privacy Impact Assessments (PIAs) with a specific focus on protecting an online digital-first insurance platform.
Incident Response & Training: Lead the legal response team for data security incidents or privacy inquiries managing breach notification assessments and transparent reporting. Develop and deliver ongoing compliance and privacy training for our 350 staff members.

3. AI Technology & Marketing Innovation

AI Governance & Tech Ethics: Collaborate closely with IT software engineers and data scientists to establish ethical and legal guardrails for AI implementation machine learning initiatives and AI-driven underwriting tools.
Compliant Disruption: Stay ahead of emerging Canadian tech regulations to ensure our speed-to-quote technology remains a competitive advantage while staying fully compliant.
Marketing Review: Partner with our high-growth marketing team to review digital online and traditional marketing initiatives ensuring regulatory compliance for the companys largest budget component.

4. Compliance & Ethics

Support the GC/CECO in maintaining and evolving our corporate Ethics and Compliance program ensuring our culture of integrity evolves with our growth.

Qualifications:

Education & Bar Admission: Bachelor of Laws (LL.B.) or Juris Doctor (J.D.) degree; active member in good standing with a Canadian common law society (e.g. Law Society of Ontario).
Experience: 6 to 10 years of post-call experience ideally blending top-tier law firm training with in-house experience in property & casualty (P&C) insurance fintech or the broader financial services sector.
Industry & Tech Knowledge: Deep familiarity with the Canadian insurance regulatory landscape digital brokerage models and MGA structures. Comfort advising on digital technology online platforms and advanced tools like AI.
Privacy Credentials: Demonstrated expertise in data protection law; a professional privacy certification (e.g. CIPP/C) is highly preferred and considered a significant asset.
The Startup-to-Scaleup Mindset: Proven ability to navigate a corporate transition from a build fast startup environment to a highly regulated steady-state corporate structure. Ability to formalize corporate governance without stifling innovation.
Corporate Diplomacy & Influence: Exceptional communication skills with the ability to translate complex legal risks into solution-oriented business advice for non-legal stakeholders. Possess the corporate diplomacy required to speak the entrepreneurial language of a tech startup while satisfying the rigorous reporting demands of a Fortune 500 parent company.

$175000 - $225000 a year

The salary range for this role is $175000 to $225000 not including the annual discretionary bonus and any additional performance-based incentives.

The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors including the scope complexity and location of the role; the skills education training credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program employees may also be eligible for performance-based case incentive awards.

Why Zensurance

The Best of Both Worlds: Experience the entrepreneurial spirit and speed of a tech disruptor combined with the stability backing and resources of a global insurance giant.
Direct Impact: As the second lawyer in the organization your work will directly shape our corporate processes legal frameworks and scaling trajectory.
At the Forefront of Innovation: We dont just use tech; we build it. You will face cutting-edge legal issues involving AI and digital automation in the evolving Insurtech space.

Benefits & Perks at Zensurance:

At Zensurance we know that when our people thrive so does our business. Thats why we offer a flexible people-first work environment designed to support your well-being growth and success.

Work Your Way

Remote-first setup for added flexibility

Home office allowance to create a comfortable workspace

Top-tier tech: Office in a box with all necessary tech equipment

Half days before public holidays: Enjoy half days before long weekends

Your Health Your Way

Flexible health and dental plans for families including mental health support

Health & personal spending accounts to invest in wellness your way

Parental leave top-up because family comes first

Investing in Your Growth

Education assistance reimbursement for courses conferences books and memberships

Opportunities to learn from industry experts and grow your career

Staying Connected

Weekly Friday huddles to share updates and connect across teams

Virtual & in-person team-building events to strengthen our culture

Were building something special. Come be a part of it!

Who We Are:

Business is hard work but insurance doesnt have to be!

We empower business owners with simple tech-driven insurance solutions through our online platform.

Our success is fueled by our team-oriented culture and four core values:

DELIVER We set ambitious goals and achieve them.

INCLUDEWe foster an open and safe space for all.

INTEGRITYWe do whats right.

INVENTWe create straightforward innovative solutions.

AI Tools and Your Interview:

We know AI is a valuable tool and youre welcome to use it to prepare for your interview. However please dont use AI assistants during the live interview itself. We want to have an authentic conversation with you and using AI during the interview could affect our evaluation of your suitability for the role.

Just so you know we use an AI scribe to help us take notes and review interviews ensuring a fair and clear process.

Diversity & Inclusion:

Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support let us know were here to help.

Thank You!

We review every application with care to find the best fit for our team.

While we may take a little time to get back to you due to the high volume of applications we receive know that a real human (not a bot!) is reviewing yours. We appreciate your patience and cant wait to learn more about you!

We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications analyzing resumes or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed please contact us.

Required Experience:

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