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Added 1 min ago
Plumbing Plan Reviewer/Engineering Specialist Senior
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
Full-time
…understanding plan review processes, permitting requirements, and application submittal expectations to support the efficient movement of projects through the plan review…
Added 17 mins ago
Principal Data Quality and Governance Engineer
''
Toronto, ON
Full-time
Position Title: Principal Data Quality and Governance Engineer
Added 1 hour ago
Senior Architecte IA/ML | Senior AI/ML Architect, Services professionnels pour le secteur public | Public Sector Professional Services
Amazon Web Services (AWS)
Montreal, QC
Full-time
…Amazon investit depuis des décennies dans la recherche et l'application du ML. Nous sommes à la recherche de personnes capables de mettre à profit leur expertise en ML et en GenAI pour…
Added 1 hour ago
Manager, Fire Protection, Central/West
AtkinsRéalis
Toronto, ON · Vancouver, BC
Full-time
Serve as Project Manager, Regional Fire Protection Lead, Design Engineer, or senior technical advisor on complex fire protection and multidisciplinary assignments.
Added 1 hour ago
Senior Cloud Security Engineer ( Global Security)
Royal Bank of Canada
Toronto, ON · Vancouver, BC
Full-time
…to further secure RBC’s AWS environment. In this role as a Senior Cloud Security Engineer, you will develop AWS security controls and drive the development of innovative cloud security…
Added 1 hour 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 3 hours ago
Senior Chassis Diagnostic Engineer – Driveline & Trailering
General Motors
Markham, ON
Full-time
This role is intended for a highly capable technical engineer who can define diagnostic requirements that will be translated into production-ready embedded controls for Driveline and…
Added 3 hours ago
Senior Full Stack Engineer (React / NestJS / Azure)
Resonaite
Markham, ON
Contract
Our client is seeking a contract based Senior Full Stack Engineer focused on bujilding APIs and modern web applications using React, NestJS, and Azure cloud services.
Added 3 hours ago
Senior SailPoint IIQ Engineer
Cognizant
Brampton, ON
Full-time
We are seeking a Lead SailPoint IdentityIQ Engineer with strong expertise in Identity Governance and Administration (IGA), SailPoint IdentityIQ implementation, and IAM operations. This role…
Added 3 hours ago
Senior Registered Electrical Engineer - Nuclear Power
Black & Veatch
Markham, ON
Full-time
Proactively provides guidance and direction on department design guides, standards, systems, applicable engineering codes and B&V policies. May own, maintain, update, or develop engineering…
Added 3 hours ago
Senior Java Microservices Engineer
Publicis Sapient
Calgary, AB
Full-time
We are looking for highly skilled Senior Java Microservices Engineer to join a strategic client engagement in Calgary. We are looking for a hands-on senior engineer who combines strong…
Added 3 hours ago
Mechanical Engineer Intern/Co-Op
BEUMER Group
Calgary, AB
Internship
…development and manufacture of high-technological intralogistics systems for global markets. Our employees stand out from others thanks to their ability to supply innovative solutions to…
Added 4 hours ago
Senior AI Engineer - Evisort AI
Workday
Vancouver, BC · Canada, BC, Vancouver
Full-time
…take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul. So, if you want to inspire a brighter work day for everyone, including…
Added 4 hours ago
Principal AI Platform Engineer
Compeer Financial
Compeer, Alberta
…backgrounds and experiences to help provide financial services to support agriculture and rural communities. Join us in a culture that not only promotes meaningful work and professional…
Added 4 hours ago
Technical Consultant III (35732)
Myticas Consulting
Toronto, ON
Full-time
Technical Consultant III (Software Engineer, Senior/Lead)
Added 4 hours ago
Deep Learning Compiler Engineer
Quadric
Canada
Full-time
…endpoint devices, ranging from battery operated smart-sensor systems to high-performance automotive or autonomous vehicle systems. Unlike other NPUs or neural network accelerators in the…
Added 4 hours ago
Senior Manager, Data Products
Extendicare
Markham, ON · Extendicare (Canada) Inc (Steeles Ave.)
Full-time
Reporting to the Chief Data, Analytics & Knowledge Officer (CDAKO), the Senior Manager, Data Products will lead the build of a small, high-impact portfolio of trusted, AI-ready data…
Added 4 hours ago
Electrical EIT
Komline Pure Water
Surrey, BC
$75,000 to $95,000 CAD / year
Full-time
We are seeking an Electrical EIT /technologist to join our water treatment design and fabrication team. You will support the design and execution of electrical power, control, and…
Added 4 hours ago
Senior Software Developer
ADGA Group Consultants Inc
Ottawa, ON
$100,000 to $125,000 CAD / year
Full-time
ADGA is seeking experienced Senior Programmers / Software Developers to lead the design, development, implementation, and maintenance of complex software applications and systems.
Added 4 hours ago
Building Automation Engineer
Honeywell
Burnaby, BC
Full-time
As the Building Automation Engineer at Honeywell, your main responsibility will be to provide technical support and services to our clients. This includes diagnosing and troubleshooting…
Added 5 hours ago
Early Career Structural Engineer in Training
WSP in Canada
Lethbridge, AB
Full-time
…Territories, Canada, and beyond. As an Early Career Structural Engineer-in-Training (EIT) or Civil Engineer-in-Training, you will work alongside experienced engineers and multidisciplinary…
Added 5 hours ago
Early Career Structural Engineer in Training
WSP in Canada
Calgary, AB
Full-time
…Territories, Canada, and beyond. As an Early Career Structural Engineer-in-Training (EIT) or Civil Engineer-in-Training, you will work alongside experienced engineers and multidisciplinary…
Added 5 hours ago
Senior Software Developer
ADGA Group
Ottawa, ON
$100,000 to $125,000 CAD / year
Full-time
ADGA is seeking experienced Senior Programmers / Software Developers to lead the design, development, implementation, and maintenance of complex software applications and systems.
Added 5 hours ago
[C] Salesforce Engineer / Developer
MLSE (Maple Leaf Sports & Entertainment Partnership)
Toronto, ON
Part-time
MLSE is looking for a Senior Salesforce Loyalty Cloud Administrator/Developer to support the administration, configuration, development, integration, and ongoing optimization of our…
Added 5 hours ago
Senior Cloud DevOps Engineer
Robertson & Company Ltd.
Ottawa, ON
Contract
Robertson is seeking a skilled Senior Cloud DevOps Engineer to join our client in support of an existing vacancy.

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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