Join a mission-driven team automating regulatory compliance for Canadian SMBs. We're hiring across engineering, compliance, customer success, and go-to-market — fully remote across Canada with a focus on impact over process.
Join a lean team solving real problems for Canadian businesses
Work from anywhere in Canada. We're distributed across ET, CT, MT, and PT time zones.
Help Canadian small businesses make sense of privacy and anti-spam law.
Wear multiple hats. Ownership is expected, bloat is not. Your work compounds.
Work at the intersection of AI and compliance. Shape how Canadians stay compliant.
These roles are critical for our next growth phase
Own the core platform experience — from compliance dashboards to AI-generated document workflows — shipping features that make Canadian regulatory automation feel effortless for SMBs.
Serve as the regulatory authority behind Canada Compliance AI — ensuring every automated output, policy template, and compliance recommendation accurately reflects current Canadian law across all provinces.
Design the data backbone that powers compliance automation — ensuring robust, secure, and scalable APIs that Canadian businesses can trust with sensitive regulatory data.
Build and refine the AI models and prompt pipelines that power Canada Compliance AI's core value prop — accurate, context-aware compliance document generation tuned to Canadian law.
Translate Canadian regulatory complexity into a product roadmap that SMBs actually want to use — balancing compliance accuracy with delightful simplicity.
Browse all available positions across our organization
Own the core platform experience — from compliance dashboards to AI-generated document workflows — shipping features that make Canadian regulatory automation feel effortless for SMBs.
Key Responsibilities:
Design the data backbone that powers compliance automation — ensuring robust, secure, and scalable APIs that Canadian businesses can trust with sensitive regulatory data.
Key Responsibilities:
Translate Canadian regulatory complexity into a product roadmap that SMBs actually want to use — balancing compliance accuracy with delightful simplicity.
Key Responsibilities:
Build and refine the AI models and prompt pipelines that power Canada Compliance AI's core value prop — accurate, context-aware compliance document generation tuned to Canadian law.
Key Responsibilities:
Serve as the regulatory authority behind Canada Compliance AI — ensuring every automated output, policy template, and compliance recommendation accurately reflects current Canadian law across all provinces.
Key Responsibilities:
Turn compliance data into actionable insights — helping the platform surface risk signals, benchmark customer health scores, and track the evolving Canadian regulatory landscape.
Key Responsibilities:
Guide Canadian SMBs from signup to compliance confidence in 14 days or less — ensuring they realize value fast and renew with confidence.
Key Responsibilities:
Help SMB customers configure the platform, map their data flows, and go live quickly — bridging technical setup with real-world Canadian compliance requirements.
Key Responsibilities:
Drive inbound pipeline through SEO, content, and digital campaigns that position Canada Compliance AI as the go-to compliance platform for Canadian SMBs.
Key Responsibilities:
Convert inbound leads and outbound prospects into paying customers by clearly articulating how Canada Compliance AI eliminates the cost and complexity of traditional compliance consulting.
Key Responsibilities:
Build the operational foundation that lets Canada Compliance AI scale from early traction to a defined GTM motion — owning everything from finance and hiring to vendor relationships and internal tooling.
Key Responsibilities:
Provide ongoing legal oversight for the platform's compliance claims, terms of service, and data processing agreements — ensuring Canada Compliance AI itself operates as a model of Canadian regulatory compliance.
Key Responsibilities:
Yes! We're fully remote-friendly across all Canadian time zones. We ask that you maintain a reliable internet connection and be available during core collaboration hours (typically 10 AM - 3 PM ET).
It depends on the role. For our Privacy Specialist role, we require 3+ years of Canadian privacy law experience. For other roles, a strong work ethic, intellectual curiosity, and willingness to learn in a lean environment matter more than specific compliance background.
Our process is lightweight: phone screen (20 mins), role-specific interview (45 mins), and a final conversation with leadership. We respect your time and aim to wrap within 5-7 days.
We invest in your growth: annual learning budgets, access to courses and certifications, and close mentorship with the team. Being a lean startup, you'll also grow by shipping real product.
We aim for competitive salaries, flexible hours, and startup equity. Full benefits details are provided during the offer stage. If you have specific questions, feel free to ask during your interview.
We can discuss visa sponsorship for the right candidate. It's indicated on the application form, and we'll have an open conversation during interviews.
Our next chapter of growth starts with people like you. Apply today — we review applications carefully and aim to respond within 48 hours.