Fly Jobs in Whitby, ON (NOW HIRING)

EvenUp is on a mission to close the justice gap using technology and AI. We empower personal injury lawyers and victims to get the justice they deserve. Our products enable law firms to secure faster settlements, higher payouts, and better outcomes for victims injured through no fault of their own in vehicle collisions, accidents, natural disasters, and more.

We are one of the fastest-growing vertical SaaS companies in history, and we are just getting started. EvenUp is backed by top VCs, including Bessemer Venture Partners, Bain Capital Ventures, SignalFire, and Lightspeed. We are looking to expand our team with talented, driven, and collaborative individuals who seek to have a lasting impact. Learn more at www.evenuplaw.com.

As a Senior Software Engineer on our Builders, you'll be the person EvenUp turns to when something critical breaks for a customer and the clock is ticking. This team reports directly to the CPO and operates at the highest priority level in the company — which means you'll have the access, authority, and support to actually fix things, not just patch them.

You'll investigate and resolve high-severity issues across our product, ship targeted fixes under pressure, and then — critically — dig into root causes to make sure the same issue doesn't come back. This role is equal parts detective, surgeon, and architect.

There's no dedicated PM embedded in this squad. You'll be expected to bring strong product instincts to your work — understanding the customer impact of what you're fixing, making smart scope decisions on the fly, and knowing when a "good enough" fix is the right call vs. when the underlying experience needs to change.

• Triage and resolve high-priority customer escalations across our product — diagnosing issues quickly, communicating clearly, and shipping reliable fixes

• Own the full lifecycle of an escalation: from initial investigation and customer-facing updates to root cause analysis and long-term remediation

• Work cross-functionally with CS, product, and other engineering teams to gather context and coordinate fixes

• Identify recurring patterns in escalations and drive systemic improvements — better monitoring, cleaner failure modes, improved error handling

• Own the product scope of your fixes: define what a complete resolution looks like, consider the customer experience holistically, and flag when an issue reveals a deeper product gap

• Contribute to the team's tooling and processes: runbooks, observability, escalation workflows

• Participate in rotating on-call coverage for critical customer issues

• Raise the quality bar across the codebase through code review, post-mortems, and direct collaboration with other squads

• 5+ years of professional software engineering experience

• Strong debugging and investigative skills — you're energized by a gnarly bug, not intimidated by it

• Experience working across a full stack or deeply in a backend system; comfort navigating an unfamiliar codebase quickly

• Ability to communicate clearly and calmly under pressure — to engineers, PMs, and customer-facing teams alike

• Solid judgment about when to apply a targeted fix vs. address the underlying issue; you understand the trade-offs and communicate them proactively

• Experience with observability tools (logs, traces, metrics) and production debugging

• Ownership mentality: you follow a problem all the way to resolution, not just to the handoff

• Strongly product-minded: you think about the customer experience, not just the code change — and you're comfortable making product calls without a PM telling you what to do

• Experience on reliability, platform, or infrastructure teams

• Familiarity with Python, TypeScript, or the modern AI/ML stack

• Experience with customer-facing SaaS products, especially in regulated industries

• Background in on-call rotations, incident management, or escalation workflows

Most engineers spend their careers working on features. This role is different — you'll develop a rare combination of speed, depth, and judgment that comes from working on the hardest, most time-sensitive problems in the product. You'll have direct visibility with the CPO and meaningful influence on how EvenUp's product gets more reliable over time.

Benefits & Perks:

As part of our total rewards package, we offer attractive benefits and perks to our employees, including:

• Choice of medical, dental, and vision insurance plans for you and your family.

• Additional insurance coverage options for life, accident, or critical illness.

• Flexible paid time off, sick leave, short-term and long-term disability.

• 10 US observed holidays, and Canadian statutory holidays by province.

• A home office stipend.

• 401(k) for US-based employees and RRSP for Canada-based employees.

• Paid parental leave.

• A local in-person meet-up program.

• Hubs in San Francisco and Toronto.

(Please note the above benefits & perks are for full-time employees)

Notice to Candidates:

To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages. If you’re interested in a role, please submit your application directly through our careers page.

Please note that EvenUp may use AI notetakers and other recording devices in the recruiting process. If you interview with us, with your consent, we may record your conversations and summarize them into notes for internal use. Recording is optional, and declining will not affect your candidacy.

EvenUp is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Compensation Range: $184,728 - $249,926