Our mission is to increase the success rate of small businesses. Traditional banking has been a growth limiter rather than a growth enabler for business owners, and we’re changing that. Relay is the all-in-one, collaborative money management platform. We’re building for employer SMBs and their finance function, internal and external, and are focused on delivering a human-centric customer experience. Ultimately, we help SMBs be ‘on the money'.

Relay is entering an exciting new chapter of growth, and we’re looking for a Senior Security Engineer (Purple Team) to join our Trust organization. This is an opportunity to help shape Relay’s security posture from the ground up, blending offensive and defensive approaches to keep our systems, people, and customers safe.

As a Senior Security Engineer on Relay’s new purple team, you’ll design and run exercises that test our defences, surface vulnerabilities, and drive real improvements. You won’t just report problems, you’ll be instrumental in delivering solutions.

In your first year, you might:

• Plan and run security related simulations and translate outcomes into a security awareness program.
• Refactor how sensitive customer and financial data is accessed and gated in Relay’s admin dashboards.
• Strengthen security for our developer environments, including tooling, packages, and access to production.
• Partner with engineering, IT, and business teams to turn test findings into tangible security improvements.
• Track and explore emerging threats (e.g. AI misuse, supply chain risks, identity and access challenges, ShadowIT) and solve them in Relay’s context.
• Influence security culture by communicating results in a way that educates, aligns, and drives action.

To thrive in this role:

• You have 5+ years of experience in security engineering, incident response, penetration testing, or a similar field.
• You’ve operated across both offensive and defensive security domains, with hands-on experience in activities like adversary simulation, detection engineering, or vulnerability management.
• You have strong familiarity with securing developer environments from GitHub and CI/CD pipelines to managing risks in package ecosystems.
• You understand authentication and access protocols (SSO, OAuth, SAML, OpenID Connect) and are comfortable applying zero trust principles.
• You’ve worked with cloud environments (AWS, GCP, or Azure) and have experience addressing security gaps in IAM, networking, and containerized systems like Docker or Kubernetes.
• You bring scripting or programming skills (Python, Bash, PowerShell, JavaScript, etc.) to automate tasks, build tools, or run simulations.
• You’ve worked with or are comfortable adopting tools across the security stack, from SIEM and EDR to vulnerability scanners and security automation platforms.
• You’re motivated by closing the loop, you don’t just identify vulnerabilities, you want to see them fixed.
• You’re curious, pragmatic, and collaborative. Exploring new threats gives you energy as you apply your learnings, and partner across the company to make Relay stronger.

It’s a bonus (but not required) if you

• Have designed or executed purple (Red or Blue) team exercises before.
• Have experience working in fintech, SaaS, or scaling tech companies.
• Have public security contributions (bug bounties, talks, research, OSS tooling).

The Interview Process:

• Stage 1: A45-minute Google Meet call with a member of the People team
• Stage 2: A 1-hour experience deep dive interview with the Hiring Manager
• Stage 3: A 45-minute Google Meet leadership interview with a member of Relay’s executive team
• Stage 4: A 1-hour live technical assessment via Google Meet, or in person, with a panel of interviewers (technical leaders & stakeholders)

Our Commitment To You:

• Competitive salary and meaningful equity: Relay employees are Relay owners, complete with equity and a competitive salary.
• Comprehensive health benefits: enjoy full health benefits from day one: no probation period required. We offer flexible Health or Wellness Spending Accounts and medical, dental, and vision coverage for you and your dependents.
• Flexible vacation and time off: every team member starts with 15 vacation days and 5 flex days to use as needed, plus an extra week of office closure during the end-of-year holidays so you can take time off to recharge and come back better for our customers.
• Parental leave with top-up: we offer 12 weeks off with a 100% salary top-up for all full-time employees, regardless of location, and accessible for all parents: birthing, non-birthing, and adoptive.
• Hybrid work environment: we value meaningful collaboration and connection at our Toronto office twice a week, with lunch, snacks, and beverages on us.
• Dog-friendly space: can dogs really make you happy and healthy? We don’t know for sure, but since we don’t want to chance it, our office is 100% floof-friendly.
• Personal and professional growth: through ongoing feedback, mentorship, and coaching, work with peers and leaders who are invested in your growth and success.
• Top-tier equipment: as a Mac-first company, our Toronto offices have everything you need to produce your best work comfortably, from multiple screens to ergonomic seating.
• Social connection: we believe in celebrating our wins with two annual company-wide get-togethers, quarterly team events, happy hours, and special events and networking opportunities with industry leaders.

Why Relay Might Be the Perfect Fit For You

• You push relentlessly for reinvention: You’re built to constantly ask, “How can this be better?” Change excites you and you drive it.
• You crave autonomy: We trust our team with big challenges and the freedom to solve them. If you’re someone who takes initiative, is comfortable taking risks, and seeks input when needed, you’ll find the freedom here empowering.
• You own your work: You take pride in your work, follow through on commitments, and feel a deep sense of responsibility for outcomes, not just tasks.
• You treat comfort as a red flag: You seek growth. When things feel too comfortable, you lean into change. You’re excited about stepping into the unknown and navigating new terrain to create something better alongside your team.
• You care about impact, not noise: You care deeply about the substance of your work. You measure success by results, not recognition and you let your work speak for itself.
• You’re energized by complexity and ambiguity: You enjoy tackling problems that don’t come with a playbook. You’re comfortable building from scratch, iterating as you go, and collaborating to shape the best path forward.
• You seek out feedback: We value directness, clarity, and respect. We believe honesty fuels great work and career growth. You see feedback as a tool for learning and improvement, and you know that open, honest dialogue is key to achieving the best results — together.
• You’re here for more than a job: At Relay, everything we do is in service of our mission to help small businesses thrive. To drive impact and have purpose here, that mission must matter to you too.

Our Promise

We’re driving real change for small business owners, powered by truly remarkable people. At Relay, you’ll find the confidence to take chances, trust to take initiative, and the support you need to build a career you love. Here, we make sure every team member feels empowered to make big decisions, encourage to ask tough questions, and challenged to take risks that result in work we’re all proud of. We give you the baton–you run the Relay.

What’s Important to Us:

Research shows that women-identifying and other marginalized individuals often apply only if they meet 100% of the qualifications. But no one is a perfect match on paper. If this role excites you, we’d love to hear from you and figure out together if it’s a great fit.

At Relay, we believe that diversity is key to building high-performing teams, and creating an inclusive work environment is our priority. We are an equal opportunity employer and welcome people of diverse backgrounds, perspectives, and skills.

We will work with applicants to provide accommodations at any stage of the hiring process. If you require accommodations during the interview process, please email your Talent Partner, and we will work with you to meet your needs.