Senior Application Security Engineer II

Toronto, ON

About the role

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. We’re looking for an Senior Application Security Engineer II who thrives on autonomy, curiosity, and impact. You'll join an Application Security team that is deliberately moving away from the advisory model most AppSec functions are stuck in. You’ll work across our stack (from TypeScript and Node.js, to Postgres and AWS cloud infrastructure) ensuring our applications are secure from design to deployment. You’ll blend technical depth with systems thinking, working across teams to identify risks, build guardrails, and evolve our security practices as Relay scales. That coverage number is where you come in. Right now, most of Relay's platform has never been properly tested — and closing that gap is the single highest-leverage thing our team can do this year. Your mission is to own a defined slice of it end to end: testing the services in scope, working out what's actually exploitable, and fixing what you can yourself. This is a role with room to grow. You'll be working next to senior engineers who are maintaining our auth system and building our DAST tooling from scratch. The Relay AppSec team genuinely enjoys Application Security and is looking to make an impact on the field. What You'll Be Doing Threat modeling & offensive testing: Threat model technical design documents (TDDs) and run white-box penetration tests on our testing environment to identify vulnerabilities from an attacker’s point of view. VDP & bug bounty: Triage researcher reports, reproduce/assess impact, coordinate fixes with owners, and close the loop with clear comms and durable controls. Shipping the fixes you can: Contributing directly to Relay’s code base when it makes sense — writing the patch, not filing the ticket. Working in our security tooling and extending it : Datadog security, secrets scanning and logging, Burp Suite, and in-house tools you'll be expected to modify rather than just operate. Building with AI as a default : Claude Code and Cursor are daily drivers on this team, not a pilot program. Joining

the team's rhythms : Two weekly standups, a biweekly security champions session with product engineers, and a weekly Hack The Box session. Software supply chain: Enforce provenance: SBOM on every build, dependency pinning/owner verification, private registries/proxies, and runtime SCA detections.

Who You Are You have 5 to 6 years of professional security experience. Application security, penetration testing, or product security engineering or similar roles. You've shipped production code: Production-level software real users depended on. And you can read an unfamiliar codebase well enough to fix something in it, which is most of this job. Security fundamentals: Deep understanding of OWASP Top 10 and real-world exploitation/mitigation techniques. You build with AI. You use AI tooling in your daily work and you've built something with it. You can talk about where it gets things wrong, not just that it's fast. Clear communicator & collaborator: you are a collaborator who loves to partner with developers to bring value to customers in the most secure way possible. Ownership: You have a sense of responsibility towards problems and take ownership over them making sure nothing is forgotten and stakeholders stay informed. Mentorship: You are comfortable mentoring team members and members of other teams on security best practices. The Interview Process Stage 1: A 60-minute Google Meet video call with the Hiring Manager Stage 2: A 60-minute live session with

the team Stage 3: A 60-minute Secure Code Review and Coaching session with two members of our Customer Experience team Stage 4: A 45-minute Google Meet video call with a member of our leadership team Our

Compensation Approach We believe Relayers should feel rewarded for the impact they have on our mission and growth.

Compensation follows impact. As impact increases,

compensation grows, and we do not limit

compensation changes to a once-a-year review cycle. The annual salary range for this role is $180,000 CAD to $220,000 CAD. For candidates who demonstrate full readiness for the defined scope of

the role, the typical starting salary is $200,000 CAD. Offers below this point reflect candidates we believe can grow into the full scope of

the role with support and development. Offers above this point reflect impact that meaningfully exceeds

the role’s defined expectations or an expanded scope from day one. 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 . 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.

About Relay

Relay is an all-in-one, collaborative business banking and money management platform that helps small businesses and their teams take control of their cash flow and get crystal clear on what they’re earning, spending, and saving.

With Relay, business owners can:

  • Bank with no monthly account fees, no overdraft fees, and no minimum balance required
  • Organize income, expenses, and cash reserves using up to 20 individual accounts
  • 2 savings accounts offering between 1-3% APY
  • Issue up to 50 virtual or physical Visa® debit cards to meticulously organize spending by team or project
  • Send payments and deposits via ACH, wires, or checks
  • Cash flow automations, like maximum balance transfer rules and recurring payments
  • Give team members and financial advisors secure, role-based banking access
  • Integrate banking with accounting software like QuickBooks Online and Xero
  • Get personalized customer support by email and phone

Relay is also the official banking partner of Profit First, the cash flow management methodology and book created by serial entrepreneur Mike Michalowicz.

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Job details

Salary

CA$180,000 - CA$220,000

Location

Toronto, ON

Company

NameRelay
IndustryBanking
Team Size4

Funding

Total raised

$51.6M

Last stage

Series B

Investors

Bain Capital Ventures
Better Tomorrow Ventures
GGarage Capital
Industry Ventures
TTapestry

Founders

PK

Paul Klicnik

Co-Founder & Head of Engineering

Yoseph West

Yoseph West

Co-Founder & CEO

LinkedIn

What happens next.

No applications, no recruiter spam. Just the intro.

01

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

02

I pitch you to the company

I write the intro, send it to the founder, and handle the back-and-forth.

03

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.