Senior Manager, Information Security

About the Role

As the Senior Manager, Information Security, you aren't just checking compliance boxes. You are the architect of FreshBooks' security compliance program, risk register, and governance processes. In this planner-and-operator leadership role, you will hold real authority to shape our multi-year security roadmap and drive cross-functional execution across Engineering, IT, Product, and Legal. You will serve as a trusted, analytical advisor on risk management, ensuring we scale securely by protecting our customers' data while strengthening the robust compliance frameworks that protect our users' trust. You view information security as a true business partner, employing your experience and creativity to enable FreshBooks' innovation in the most scalable, safest ways possible. This is an impactful role offering direct exposure to the Senior Leadership Team and Board as you safeguard our global operations.
Beyond the considerable impact of this role and the opportunity to truly shape one of our most fundamental programs, you believe in small business owners. You are motivated by FreshBooks' mission to make running a small service-based business easy, and have a strong desire to alleviate one of the stressors these business owners face.
Work location: This role can be worked remotely from within Canada.Posting duration: To account for the Canada Day holiday 🇨🇦, we will accept applications until July 10 and will connect with successful applicants the following week. Thank you for your interest!

What You'll Do

• Drive Strategy and Roadmap: Own FreshBooks’ multi-year security strategy and roadmap, running it with strict program discipline to prioritize initiatives based on business impact.
• Lead Compliance and Risk: Oversee the PCI DSS and SOC 2 compliance programs to maintain clean attestations, while operating the enterprise risk register to guide remediation versus acceptance decisions.
• Govern AI and Emerging Tech: Lead and formalize our cross-functional AI Governance Council, defining the review framework for cutting-edge AI use cases and reporting on compliance KPIs.
• Optimize and Scale the Service Queue: Turn raw ticket data into strategic insights by designing a highly efficient operating model with strict SLAs, reading queue trends to proactively steer our security strategy.
• Influence at the Board Level: Own the security metrics program from end-to-end, translating complex operational data into high-leverage, business-framed dashboards for our Senior Leadership Team and the Board.
• Lead and Develop Talent: Manage, coach, and build the Information Security team while designing staffing plans that balance internal headcount with external specialists during peak audit cycles.
• Steer Security Committees: Staff and lead the Security Steering Committee to drive critical organizational decisions regarding prioritization, resourcing, and policy approvals.

What You'll Bring

• Craft Experience: 8+ years of experience in information security, with a strong focus on compliance, GRC, or security program management.
• People Leadership: 3+ years of direct people management experience with a proven track record of developing talent and building cohesive teams.
• Deep Compliance Audit Expertise: Hands-on experience successfully navigating and owning PCI DSS and SOC 2 Type II audit cycles.
• Risk and Roadmap Management: Proven ability to operate an enterprise risk register and translate those risks into a prioritized Engineering and IT roadmap.
• Program Discipline: Strong project and program management skills with a meticulous focus on driving accountability across Engineering, IT, Product, and Legal teams.
• Resource and Vendor Management: Experience managing external specialists and consultants for point-in-time assessments or audit peak periods.

You'll Stand Out If You Have

• Emerging Tech Fluency: Experience or a strong foundational grasp of managing AI governance frameworks and emerging technology risks.
• Security Program Execution: Experience designing and executing incident response tabletop exercises alongside security awareness programs.
• Professional Credentials: An active security certification (such as CISSP, CISM, CRISC, or equivalent) or an undergraduate degree in Computer Science, Cybersecurity, Business, or a related field.

#LI-SR1 #LI-Remot

Compensation

At FreshBooks, we approach each individual's compensation with a promise of fair market value and internal equity commensurate with experience and specific skill set.
The total compensation for this role ranges from CA$160,000 - CA$200,000 per year, which may include participation in our incentive programs. Additionally, this position offers an equity grant and immediate enrollment in FreshBooks' comprehensive benefits program, detailed below.
NOTE: This posting is reflective of an existing vacancy at FreshBooks.

Perks and Benefits

We understand that you'll weigh many factors when deciding if FreshBooks is the right next step in your career. Here are some of our offerings for our employees (we call ourselves ✨ FreshBookers✨) to support their growth:

• 🩺 Comprehensive health and wellness benefits. Generous time off including a flexible vacation plan, a retirement savings program or pension plan matched to your local office, stock options for every full-time employee, parental leave and new parent support, annual healthy living credit, comprehensive medical and dental benefits, fertility and gender-affirming benefits dependent on your region, and more.
• 📚 Perks that matter. Including a Peer Recognition Program, an Employee Assistance Program, headphone credit, meaningful in-person gatherings to bring onsite and remote employees together, and more perks matched to your local cluster.
• 🌱 Working environments to help you thrive. Beautiful office spaces welcome you in Toronto, Amsterdam, and San Luis Potosi. If you don't have access to a FreshBooks office, you receive a home office credit to set up your home office.
• 🤗 Supportive peer group, mentors, and leaders. We care about each other across the organization and have programs to support this so everyone feels a strong sense of belonging, and believes in collective impact. 
• 🚀 Accelerated growth. Comprehensive company onboarding, career development through continuous coaching, training, and learning on the job.

About FreshBooks

You've probably learned a bit about FreshBooks before making it to this point, but let us take a moment to introduce ourselves: At FreshBooks, we believe that small business owners are the backbone of the economy, yet they are often the most underserved when it comes to technology. For over 20 years, we’ve been on a mission to support owners, from the scrappy solopreneur with a big dream to the growing business with employees to manage.
Our leading platform is more than just business software; it’s an all-in-one financial toolkit that automates invoicing, expenses, payments and payroll, allowing our customers to spend less time on paperwork and more time doing the work they love.
We believe in human-centric connections that empower teams to do their best work. Headquartered in Toronto, Canada, our team operates in clusters across North America and Europe using a variety of working environments - remote, hybrid, and in-office - all based on what’s best for the team, collaboration, and mental well-being. We are committed to creating a supportive and flexible workplace where everyone can thrive, grow, and make an impact on the lives of small business owners worldwide.
Even if your experience doesn't meet every bullet on the above lists, we'd love to learn more about you and why you think FreshBooks is the next step in your career. FreshBooks is an equal-opportunity employer. We do not discriminate based on gender, religion, race, mental disability, sexual orientation, age, or any other status. All applicants are considered based on their qualifications and merits. At FreshBooks, we inspire an environment of mutual respect and we believe diversity and inclusion are crucial to our success. FreshBooks provides employment accommodation during the recruitment process. Should you require any accommodation, please indicate this on your application and we will work with you to meet your accessibility needs. For any questions, suggestions or required documents regarding accessibility in a different format, please contact us by phone at 1-416-780-2700 and/or email at accessibility@freshbooks.com.