Relay is a digital banking platform that gives self-made business owners the tools and know-how to be great with money—bringing clarity, confidence, and control to every dollar earned, so they can turn hard work into lasting success. We do this by replacing financial guesswork with real visibility, transforming cash flow from a constant source of stress into a clear signal owners can use to run stronger, more resilient businesses.

As Relay continues to scale, the reliability, performance, and resilience of our platform are no longer just technical concerns. They are core to our customer experience and business success.

This is a senior leadership role responsible not only for guiding a strong team of Site Reliability Engineers, but for shaping how reliability strategy influences engineering and product decisions across the organization. You will define the direction of the SRE function, drive alignment on operational excellence, and help the company anticipate and navigate scale inflection points before they become risk.

If you’re energized by complex systems, organizational leadership, and building resilient platforms customers rely on every day, we'd love to meet you!

What You'll Be Doing

• Lead and evolve Relay’s Site Reliability Engineering function, setting strategic direction as the company scales

• Define and drive the long-term reliability roadmap, making principled tradeoffs under real business and capacity constraints

• Serve as the senior reliability voice in engineering and product leadership discussions

• Influence how reliability considerations are embedded into product planning, architecture decisions, and delivery processes

• Act as a senior escalation point during critical production incidents, ensuring clear communication and durable follow-through

• Strengthen Relay’s observability, performance, and operational maturity practices across teams

• Establish and reinforce standards around SLOs, operational readiness, incident management, and continuous improvement

• Partner with Engineering, Product, Data, and Finance stakeholders to balance velocity, risk, performance, and cost

• Build and develop a high-performing SRE organization capable of supporting future growth

Who You Are

You bring deep SRE expertise and senior-level leadership experience. You’ve operated at scale, navigated inflection points, and understand how reliability strategy must evolve as companies grow.

• You have 5+ years of experience managing engineering teams and 8+ years in Site Reliability, Platform, or Infrastructure roles

• You’ve owned and materially improved reliability, scalability, and performance in production systems

• You’ve defined and driven reliability or platform strategy across teams or at an organizational level

• You’ve built, evolved, or restructured SRE or platform functions in growing companies

• You’ve led teams through significant production incidents and operational challenges, acting as a credible escalation leader

• You demonstrate strong technical judgment in cloud-native systems (e.g., AWS) and modern infrastructure practices (IaC, CI/CD, observability)

• You’ve influenced engineering and product leadership on reliability tradeoffs, long-term investments, and operational risk

• You’re comfortable operating at multiple altitudes; from technical design discussions to executive-level conversations about impact and strategy

• You lead with calm authority, set a high bar for ownership and accountability, and develop strong, opinionated engineers into even stronger leaders

• You thrive in fast-moving environments where reliability practices must continuously evolve

Bonus Points

• You’ve scaled an SRE or platform organization through a significant growth phase

• You have experience in fintech or other regulated, high-availability environments

• You’ve implemented SLO frameworks, error budgets, and capacity planning at scale

• You’ve led through organizational change or multi-team transformation

The Interview Process:

• Stage 1: A 1-hour Google Meet call with a member of the People team

• Stage 2: A 1-hour Google Meets video call with the hiring manager (VP of Engineering)

• Stage 3: A 1-hour in-person interview with a member of Relay’s senior leadership team

• Stage 4: A 1-hour live technical assessment via Google Meet, or in person, with a panel of interviewers (technical leaders & stakeholders)

At Relay, we believe Relayers should feel valued for the impact they have on our mission and growth. So we pay fairly and transparently. The annual salary range for this role is $243,000 CAD to $297,000 CAD.

We pay for impact and aren’t tied to yearly reviews. As your contributions to Relay’s mission scale, so do your rewards. Most new Relayers will join at the impactful level, which for this role is $270,000 CAD per year. The range represents the potential for impact within the role, from developing to having an outsized impact.

We encourage you to have a conversation with your recruiter and ask questions about compensation throughout the hiring process. For more information on our compensation philosophy and perks and benefits, visit our Candidate Hub.

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 always asking "how can this be better?" -- in your work, in your craft, in yourself. Comfort is a signal to push harder, not coast. You'd rather build something better than defend something familiar.

• 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 build with AI, not just use it: You're actively embedding AI into how you work, pushing what's possible, and bringing your team along with you.

• 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: You see directness as respect, not criticism. You actively seek input, sit with hard truths, and use feedback as fuel for improvement.

• Small businesses are why we're here: Relay exists to help them thrive -- and that mission has to resonate with you.

Join Us

We're looking for people who are relentless, curious, and care deeply about the work. You're encouraged to apply even if your experience doesn't perfectly match the job description -- your perspective and drive matter more. We welcome diverse backgrounds and people who think critically, challenge the status quo, and want to help small businesses thrive.

If you require accommodations at any stage of the hiring process, please reach out to your Talent Partner.

Disclaimer: For compliance reasons, all offers of employment at Relay are conditional upon a successful background check and employment verification through Certn.