Head of Insurance and Legal

Help At All; Canada; Remote; CAD 80,000 - 120,000; Full time

Job summary

An innovative firm is on the lookout for a Legal & Insurance Domain Expert to help transform the insurance industry through technology. This equity-based opportunity invites a passionate individual with deep expertise in Canadian and U.S. insurance law to join as a co-founder. You will provide strategic guidance, analyze regulatory frameworks, and collaborate on product strategies that align with real-world needs. If you have a vision for revolutionizing this field and a desire to build ventures from the ground up, this role offers significant growth potential and the chance to shape transformative solutions.

Benefits

Co-founder equity

Leadership opportunities

Remote-first work

Access to technical resources

Innovative team collaboration

Qualifications

• 3+ years in insurance law and regulatory compliance.
• Ability to translate domain knowledge into actionable insights.

Responsibilities

• Provide strategic guidance on insurance frameworks and compliance.
• Analyze regulatory frameworks and industry standards.

Skills

Insurance Law Expertise

Regulatory Compliance Knowledge

Claims Analysis

Policy Language Proficiency

Dispute Resolution Skills

Education

Bachelor's in Law

Master's in Insurance or Business

Job description

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At HelpAtAll, we are developing technology-driven solutions to transform complex industries, prioritizing efficiency and transparency. Our mission is to bridge specialized domains with innovative systems that streamline processes and enhance user experiences. We're building a future where technology simplifies technology so that it is accessible to everyone.

Job Description

Note: This is an equity-based opportunity with compensation tied to future funding rounds. We're seeking a domain expert who shares our passion for revolutionizing this field through technology and is willing to commit to the long-term vision.

We seek a Legal & Insurance Domain Expert (Co-Founder) with deep expertise in Canadian/U.S. insurance law and regulatory frameworks in Life Insurance and Consumer P&C specifically. The ideal candidate isn't just knowledgeable - they're someone who lives this field, understands its nuances, and can translate that passion into actionable insights for technical development.

Responsibilities

• Provide strategic guidance on insurance/legal frameworks and compliance requirements related to Life and P&C insurance
• Analyze regulatory frameworks, case law, and industry standards (NAIC, OSFI, Insurance Act)
• Collaborate on product strategy to ensure alignment with real-world domain needs
• Establish quality benchmarks for domain-specific outputs and processes
• Monitor evolving regulations and adapt strategies accordingly
• Drive long-term vision for scaling domain-focused solutions

Qualifications

• Bachelor's/Master's in Law, Insurance, Business, or related field
• 3+ years in insurance law, claims analysis, or regulatory compliance (Canada/U.S.)
• Expertise in policy language, dispute resolution, and court/regulatory precedents
• Familiarity with Canadian/U.S. consumer protection regulations
• Ability to translate domain knowledge into actionable insights
• Passion for building ventures from the ground up (equity-based role)
• Experience working with technical teams (bonus, not required)

What We Offer

• Co-founder equity with significant growth potential
• Leadership in shaping a domain-focused transformative product
• Remote-first work (Canada) with flexible collaboration
• Access to technical resources to operationalize your expertise
• Team of innovators committed to industry-specific problem solving
• Opportunity to shape solutions that address real industry gaps

How to Apply:

If this opportunity resonates with you, we'd love to hear from you. Please send your resume and a brief explanation of why you're the ideal candidate to [e-mail]. Alternatively, feel free to reach out to schedule an introductory conversation - we're happy to connect either way.

Seniority level

• Executive

Employment type

• Full-time

Job function

• Sales and Business Development

Industries

• Technology, Information and Internet