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Added 31 mins ago
Senior Systems Engineer - Edge Integration & Sensor Fusion
Invision AI
Remote, Canada
Full-time · Remote
We are looking for a Senior Systems Engineer for a hands-on role: integrating our sensor systems on Linux edge computers, implementing LiDAR and camera signal processing, owning device…
Added 6 hours ago
Backend Engineer, Client Portal
EvenUp
Remote, Canada
$152,660 to $214,475 USD / year
Full-time · Remote
Our Cases Product Engineering team is in search of a Backend Software Engineer who will lead the charge in architecting cutting-edge software integrations and revolutionize the user…
Added 7 hours ago
Senior Technical Support Engineer
Sentry
Remote, Canada
$125,000 to $150,000 USD / year
Full-time · Remote
We are architecting the Technical Support engine. We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with…
Added 8 hours ago
Product Engineer
RaiseDesk
Remote, Canada
Full-time · Remote
We are looking for a Product Engineer to own major parts of the platform end to end, from data model and backend services through to the interface a customer actually uses. You will make…
Added 8 hours ago
Senior Applied AI Engineer
RaiseDesk
Remote, Canada
Full-time · Remote
We are looking for an Applied AI Engineer to own the intelligence layer of the platform: the data that powers investor discovery, the models and retrieval that rank and explain it, and the…
Added 8 hours ago
Senior QA Engineer
RaiseDesk
Remote, Canada
Full-time · Remote
We are looking for a Senior QA Engineer to own product quality across a fast-moving, AI-heavy platform. The emphasis is on hands-on exploratory testing and judgment: much of what this…
Added 13 hours ago
Senior Software Engineer
DealMaker
Remote, Canada
$145,000 CAD / year
Full-time · Remote
Added 14 hours ago
Full Stack Software Engineer, Growth (Hybrid)
Homebase
Remote, Canada
$175,000 to $205,000 USD / year
Full-time · Remote
We’re looking for a Full Stack Senior Software Engineer 2 who’s passionate about building AI-powered, high-velocity systems that transform how our Growth, Sales, and Product teams operate.…
Added 14 hours ago
Senior Software Engineer II, Multiple Teams
Relay
Remote, Canada
Full-time · Remote
…to reinvent banking, and we're looking for Senior Software Engineer IIs to help set the technical direction for how we get there. You'll take on our highest-risk, most ambiguous work, spot…
Added 16 hours ago
Principal Platform Engineer
SkyWatch
Remote, Canada
Full-time · Remote
Added 16 hours ago
Senior Software Engineer, Multiple Teams
Relay
Remote, Canada
Full-time · Remote
…we’re looking for a curious, impact-driven Senior Software Engineer to join our growing team – someone who thrives on taking smart risks, experimenting boldly, and learning from every…
Added 16 hours ago
Senior Software Engineer, Multiple Teams
Relay
Remote, Canada
Full-time · Remote
…we’re looking for a curious, impact-driven Senior Software Engineer to join our growing team – someone who thrives on taking smart risks, experimenting boldly, and learning from every…
Added 16 hours ago
Senior Software Engineer (Voyager)
Relay
Remote, Canada
Full-time · Remote
…we’re looking for a curious, impact-driven Senior Software Engineer (Voyager) to join our growing team – someone who thrives on taking smart risks, experimenting boldly, and learning from…
Added 17 hours ago
Senior Software Engineer
Raydar
Remote, Canada
Full-time · Remote
As a Senior Software Engineer, you will build across the product, from full-stack features to real-time voice and LLM-powered capabilities. You may also work directly with customer-facing…
Added 18 hours ago
Senior Software Engineer, Adaptive
Miovision
Remote, Canada
$130,000 to $170,000 CAD / year
Full-time · Remote
We are looking for an experienced, AI-first Senior Software Engineer to join our Adaptive team. Our Adaptive product operates at the cutting edge of real-time traffic signal optimization,…
Added 22 hours ago
Senior Data Engineer - Palantir Foundry (Hybrid, Canada)
Unit8 SA
Remote, Canada
Full-time · Remote
…expanding into the Canadian market. We are seeking a Senior Data Engineer who will work directly with customers, owning delivery strategy and…
Added 1 day ago
Site Reliability Engineer
Raydar
Remote, Canada
Full-time · Remote
As Site Reliability Engineer, you will build and operate the platform that helps engineering teams deliver reliable AI products at scale. You will own critical infrastructure domains across…
Added 1 day ago
Staff Software Engineer, Core Applications
Solink
Remote, Canada
$138,445 to $173,056 USD / year
Full-time · Remote
We’re looking for a Staff Software Engineer, Core Applications (P4) who takes genuine pride in the quality, reliability, and feel of software that people actually depend on. At this level,…
Added 1 day ago
Director, Enterprise Security & IT
Klue
Remote, Canada
$155,000 to $200,000 CAD / year
Full-time · Remote
You communicate clearly with both technical peers and non-technical leaders, and can explain a risk to an engineer and to a CEO.
Added 1 day ago
Software Engineer, Full-Stack - Agents Cross-FA
Superhuman
Remote, Canada
$125,000 to $130,000 CAD / year
Full-time · Remote
As a Software Engineer at Superhuman, you will:
Added 1 day ago
Principal Engineer (API Platform)
Xero
Remote, Canada
Full-time · Remote
As Principal Engineer for Platform API, you will define and drive the long-term technical vision for how Xero exposes its accounting capabilities to external partners (building on our…
Added 1 day ago
Staff Software Engineer, Data
Solink
Remote, Canada
$138,445 to $173,056 CAD / year
Full-time · Remote
We’re looking for a Staff Software Engineer (P4) to join our Data Infrastructure team. At this level, you’re trusted to set technical direction for infrastructure supporting 10M+ events per…
Added 1 day ago
Full-Stack Software Engineer
Burq, Inc.
Remote, Canada
Full-time · Remote
We're looking for a Full-stack Engineer who takes ownership of problems end to end and raises the bar for the team around them. You'll build the APIs, integrations, and product surfaces…
Added 1 day ago
Software Engineer: Product Quality
Fiscal.ai
Remote, Canada
Full-time · Remote
Added 1 day ago
Principal Risk Engineer, Energy & Renewables
Liberty Mutual Canada
Remote, Canada
Full-time · Remote
As a Principal Risk Engineer, Energy & Renewables, you'll play a critical role as a trusted advisor to both internal stakeholders and external partners - bringing deep technical insight,…

Sentry

Senior Technical Support Engineer

Remote, Canada

Pay: $125,000 to $150,000 USD / year
Job type: Full-time
Workplace: Remote
Experience: 5–8+ years of experience in technical support engineering, systems engineering, or software development, with a track record of solving high-complexity SaaS problems.
Posting language: English
Posted: Sep 30, 2026

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Original job description

About Sentry

Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building.

Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future.

About the Role

At Sentry, Support is an engineering discipline. Our customers are the greatest technical minds in the world - developers at elite enterprises building the future of software - and they deserve answers that go deeper than a knowledge base link.

We are architecting the Technical Support engine. We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with autonomous agentic systems. You are a debugger of both code and systems. You will treat support volume as a data signal to build automated resolution paths, ensuring our human engineers only touch the most complex, high-impact architectural puzzles.

Sentry Support Engineers aren't just clearing queues; they are Orchestrators. You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops. You ensure that when a developer asks a complex question, our systems have the right context and a seamless "Human-in-the-Loop" path to you when deep, nuanced expertise is required.

In this role you will

Master the Sentry Ecosystem & Support Elite Developers

Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments.
Support the Great Minds: Act as a strategic consultant for senior engineers at our largest enterprise customers, solving high-stakes architectural challenges that push the boundaries of observability.
Troubleshoot SDK Implementations: Go deep into the source code of Sentry’s SDKs to help developers instrument complex frameworks and custom environments.
Engineering Feedback Loop: Serve as the bridge between the world's best developers and our product teams, using data from your systems to prioritize high-impact platform fixes.

Engineer Agentic Operations (The Scaling Engine)

Deterministic Support Paths: Engineer the logic that powers our support agents, moving beyond probabilistic guesses to high-fidelity, autonomous resolutions.
Knowledge Engineering: Build the right context into our systems so they can resolve issues consistently and indefinitely.
Agentic Tooling Development: Use MCP (Model Context Protocol) and Sentry’s internal APIs to build "skills" for our agents, allowing them to perform complex lookups or state-checks autonomously.
The Seer Philosophy: We’ve already proven AI can handle autonomous production fixes with Seer. You will apply that same philosophy to the support lifecycle - moving us from a "Help Desk" to an "Autonomous Resolution Engine."

You’ll love this job if

You love eliminating Non-scalable effort: you enjoy automating repetitive work and take pride in building systems that save time and effort.
You’re a Full-Stack Troubleshooter: You enjoy jumping from a React frontend issue to a Python backend trace to a CI/CD pipeline failure in a single afternoon
You Value Evidence-Based Support: You prefer looking at data trends over anecdotal evidence to decide where to build automation next.
You’re a Developer Advocate: You want to guide the industry on how elite engineers and AI co-exist in a high-density technical ecosystem.

Qualifications

5–8+ years of experience in technical support engineering, systems engineering, or software development, with a track record of solving high-complexity SaaS problems.
Strong Coding Foundations: Mastery of Python, JavaScript, Java, or Ruby. You are comfortable reading SDK source code and identifying bugs in production-level repositories.
Systems Depth: Deep understanding of distributed systems, microservices, APIs, and the "path of a pixel" from frontend to database.
AI & Automation Literacy: Practical familiarity with LLM orchestration (RAG, context windows, system prompts) and a critical eye for where AI succeeds versus where it requires human intervention.
Exceptional Communication: The ability to explain complex architectural concepts to a human and write precise "system instructions" for an AI.

Bonus qualifications

Open Source Contributor: An active presence on GitHub or experience maintaining open-source libraries.
Former Software Developer: You’ve spent time in the trenches as a full-time dev and know exactly what keeps our customers up at night.

The base salary range (or hourly wage range, if applicable) that Sentry reasonably expects to pay for this position is $125,000 to $150,000. A successful candidate’s actual base salary (or hourly wage) amount will be determined by a variety of relevant factors including, without limitation, the candidate’s work location, education, work and other relevant experience, skills, and job-related knowledge. A successful candidate will be eligible to participate in Sentry’s employee benefit plans/programs applicable to the candidate’s position (including incentive compensation, equity grants, paid time off, and group health insurance coverage). See Sentry Benefits for more details about the Company’s benefit plans/programs.

Equal Opportunity at Sentry

Sentry is committed to providing equal employment opportunities to its employees and candidates for employment regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or other legally-protected characteristic. This commitment includes the provision of reasonable accommodations to employees and candidates for employment with physical or mental disabilities who require such accommodations in order to (a) perform the essential functions of their jobs, or (b) seek employment with Sentry. We strive to build a diverse team, with an inclusive culture where every teammate can thrive. Sentry is an open-source company because we believe that everyone, everywhere, should have the ability and tools to make great software. Software should be accessible. That starts with making our industry accessible.

If you need assistance or an accommodation due to a disability, you may contact us at accommodations@sentry.io.

Want to learn more about how Sentry handles applicant data? Get the details in our Applicant Privacy Policy.

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More about this job

Responsibilities

You will act as a technical lead for agentic operations, performing deep-dive debugging and root-cause analysis on complex issues. Additionally, you will engineer autonomous support paths and build context into systems to resolve high-impact architectural puzzles.

Requirements

Candidates must have 5-8+ years of experience in technical support, systems engineering, or software development with mastery of Python, JavaScript, Java, or Ruby. Strong knowledge of distributed systems, APIs, and AI/LLM orchestration is required to succeed in this role.

Skills

Technical support engineering
Systems engineering
Software development
Python
JavaScript
Java
Ruby
Distributed systems
Microservices
APIs
LLM orchestration
RAG
Debugging
Root-cause analysis
Distributed tracing
Agentic operations

Benefits

Incentive compensation
Equity grants
Paid time off
Group health insurance coverage

Visa sponsorship

Not detected in the job text

Keywords

Technical Support
Systems Engineering
Software Development
SaaS
Python
JavaScript
Java
Ruby
Distributed Systems
Microservices
APIs
LLM
RAG
Debugging
Observability
SDK
Agentic Ops
MCP
GitHub
Discord
CI/CD
Automation
Architecture
Root-cause analysis
Developer Advocate

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