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Senior Staff Engineer - Product Security

Faire

Toronto, ON Remote permanent

Posted: February 18, 2026

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Quick Summary

Help us build a comprehensive platform to connect local entrepreneurs with global products, leveraging our expertise in data analysis and machine learning to drive growth and innovation.

Job Description

About Faire

Faire is an online wholesale marketplace built on the belief that the future is local — independent retailers around the globe are doing more revenue than Walmart and Amazon combined, but individually, they are small compared to these massive entities. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so that small businesses everywhere can compete with these big box and e-commerce giants.

By supporting the growth of independent businesses, Faire is driving positive economic impact in local communities, globally. We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours.

Role Description:

Our Engineering organization owns the software that makes our marketplace work. Our Product Security team enables product engineering teams to develop and deploy secure software that makes that happen. We care about good engineering practice and love to write software that is secure, tested, easy to maintain, and can scale to millions of users. We build scalable, reusable frameworks; consult with product teams; listen to the data; and iterate.

As a Senior Staff Software Engineer, Product Security, you will be the technical lead for the Product Security domain. You’ll set the long-term technical direction for how security is designed, built, and automated across Faire’s application stack. You will partner closely with Platform and Product Engineering teams to identify and mitigate security risks, lead major security initiatives, and mentor engineers across the company to raise the bar on secure engineering practices.

You will also drive cross-functional programs to ensure security is deeply integrated into our architecture, pipelines, and developer experience — reducing risk while maintaining velocity.

As a Senior Staff Software Engineer, Product Security, you’ll collaborate with us to:

• Set the long-term technical direction for application security at Faire, establishing scalable, developer-friendly frameworks and principles that enable secure development across all product areas. This role also provides the candidate the opportunity to expand technical leadership scope to infrastructure security.

• Lead the design and implementation of high-impact, reusable frameworks for security use cases such as authentication, authorization, secrets management, and data protection.

• Architect and automate security controls within our development and deployment pipelines — enabling proactive prevention, detection, and remediation of vulnerabilities at scale.

• Partner with senior engineering and platform leaders to influence system design, threat models, and architecture decisions that strengthen Faire’s overall security posture.

• Drive strategic cross-functional initiatives, collaborating with Platform, Infrastructure, Risk, and Compliance teams to integrate security deeply into our technical and operational foundations.

• Mentor and guide engineers across the organization, raising the bar for secure software design, technical rigor, and security-first thinking.

• Lead complex investigations and incident response efforts, ensuring rapid, effective remediation and continuous improvement of our security systems.

• Stay ahead of emerging threats and technologies, incorporating modern security practices and automation into Faire’s engineering ecosystem.

We’re excited about you because you have:

• Deep expertise in software security architecture and engineering, with a proven ability to design and scale security frameworks across a large, distributed system.

• Strong programming skills and experience in multiple languages (e.g., Kotlin, Python, TypeScript, Java, or Go), with the ability to influence engineering design through code and review.

• A track record of technical leadership — driving company-wide or cross-organizational initiatives that improved security posture, developer experience, or system resilience.

• Experience building and deploying security automation at scale, including CI/CD integrations, vulnerability management pipelines, and automated testing or remediation frameworks.

• Hands-on experience with cloud environments and modern infrastructure (AWS, OCI, GCP), including Kubernetes, Terraform, and container security.

• A deep understanding of application security principles and practices, including authentication, authorization, data protection, and common web application vulnerabilities (OWASP Top 10).

• A strategic mindset — you can balance risk reduction with engineering velocity and developer enablement.

• Excellent communication and collaboration skills, with the ability to influence senior leaders and guide engineering teams across multiple domains.

• A passion for mentoring others and cultivating a security-first engineering culture through partnership, guidance, and empathy.

Technologies we use and teach:

• Kotlin, Typescript, Python

• AWS, OCI, Terraform, Kubernetes

• HTTP, JSON, and Protocol Buffers

• MySQL, DynamoDB, CockroachDB

Salary range:

Canada: The pay range for this role is $216,000 - 297,000 per year.

This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary work location. The base pay range provided is subject to change and may be modified in the future.

Hybrid Faire employees currently go into the office 3 days per week on Tuesdays, Thursdays, and a third flex day of their choosing (Monday, Wednesday, or Friday). Additionally, hybrid in-office roles will have the flexibility to work remotely up to 4 weeks per year. Specific Workplace and Information Technology positions may require onsite attendance 5 days per week as will be indicated in the job posting.

Why you’ll love working at Faire

• We are entrepreneurs: Faire is being built for entrepreneurs, by entrepreneurs. We believe entrepreneurship is a calling and our mission is to empower entrepreneurs to chase their dreams. Every member of our team is taking part in the founding process.

• We are using technology and data to level the playing field: We are leveraging the power of product innovation and machine learning to connect brands and boutiques from all over the world, building a growing community of more than 350,000 small business owners.

• We build products our customers love: Everything we do is ultimately in the service of helping our customers grow their business because our goal is to grow the pie - not steal a piece from it. Running a small business is hard work, but using Faire makes it easy.

• We are curious and resourceful: Inquisitive by default, we explore every possibility, test every assumption, and develop creative solutions to the challenges at hand. We lead with curiosity and data in our decision making, and reason from a first principles mentality.

Faire was founded in 2017 by a team of early product and engineering leads from Square. We’re backed by some of the top investors in retail and tech including: Y Combinator, Lightspeed Venture Partners, Forerunner Ventures, Khosla Ventures, Sequoia Capital, Founders Fund, and DST Global. We have headquarters in San Francisco and Kitchener-Waterloo, and a global employee presence across offices in Toronto, London, and New York. To learn more about Faire and our customers, you can read more on our blog.

Faire provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity or gender expression.

Faire is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Accommodations are available throughout the recruitment process and applicants with a disability may request to be accommodated throughout the recruitment process. We will work with all applicants to accommodate their individual accessibility needs. To request reasonable accommodation, please fill out our Accommodation Request Form (https://bit.ly/faire-form)

Privacy

For information about the type of personal data Faire collects from applicants, as well as your choices regarding the data collected about you, please visit Faire’s Privacy Notice (https://www.faire.com/privacy)

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