Head of Security & Compliance

Masabi • Toronto, ON

1d • Remote

About The Position

At Masabi, we’re building technology that makes public transport simpler, fairer and more accessible for millions of people. That only works if our platform is secure, trusted and reliable. As our Head of Security & Compliance, you’ll step into a role that is central to how we build trust with our customers and scale as a global SaaS business. You’ll own security and compliance end to end, shaping how we approach it as a company and how it works in practice day to day. You’ll lead a small team, bringing clarity, focus and direction as you build on solid foundations and evolve this area alongside the business. In the near term, you’ll focus on understanding where we are today, strengthening our approach to key areas like audits and compliance, and helping teams move forward with confidence. You’ll work closely with Engineering, Product and Legal to turn requirements into practical, well-executed outcomes. This is a senior role where you’ll stay close to the work, especially in the early stages. Over time, you’ll shape a more structured and scalable function, helping Masabi stay ahead of evolving standards and make thoughtful decisions around risk.

Requirements

• You’ve worked in security and compliance within a payments, fintech or PCI-regulated environment
• You have strong, hands-on experience with PCI DSS, ISO27001 and SOC2, including preparing for and delivering audits
• You’ve personally owned and delivered compliance programmes, not just overseen them
• You understand how security and compliance connect, and how to make them work in practice across a business
• You’ve operated in a growing or scaling company, where you’ve had to bring structure and prioritise effectively
• You’re comfortable driving work across teams without direct authority, and following through to completion
• You bring sound judgement when balancing risk, delivery and commercial needs
• You’ve supported or led a small team and know how to create clarity and accountability
• You communicate clearly with both technical and non-technical audiences, helping people understand what matters and what action is needed

Nice To Haves

• Experience working with additional ISO standards such as ISO 27017 and ISO 27018
• Experience scaling security and compliance in a growing SaaS company, especially through periods of increased customer or regulatory demand
• Relevant certifications such as CISSP, CISM, CISA or ISO27001 Lead Auditor or similar
• Awareness of AI-related security and governance considerations, and how they may apply in a SaaS environment

Responsibilities

• Take ownership of security and compliance across Masabi, creating clarity on priorities and ways of working
• Build a clear view of our current security posture and define a practical path to strengthen it over time
• Define security and compliance requirements and work closely with Engineering and IT teams to ensure they are implemented effectively
• Maintain existing compliance across PCI DSS, ISO27001, SOC2 and Cyber Essentials, and lead new compliance initiatives across additional standards such as ISO 27017 and ISO 27018
• Manage audits end to end, from preparation through to delivery and follow-up actions
• Work closely with Engineering and Product teams to embed security practices in a way that supports delivery
• Maintain a clear and actionable view of risk, helping the business prioritise what matters most
• Build a more scalable approach to customer assurance, including clearer processes and reusable materials for customer and audit requests
• Help guide decisions on which compliance standards we take on as we grow
• Lead and support a small team, creating focus, trust and shared direction

Benefits

• 20 days of vacation per year (in addition to public holidays). On top of this, our office is shut every year between Christmas and New Year, totaling a whopping 28+ days of vacation
• Private Healthcare and Life Insurance
• Menopause support
• Choice of a workstation
• Training allowance of up to CAD$1300 per year
• CAD$325 per year to spend on your home office
• $50 CAD per month for team building activities
• Ability to work for up to 3 months per year from any country in the world
• Enhanced family leave

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed