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Added 1 min ago
Experienced Technicians, Lab and Field Services - Atlantic Canada
WSP in Canada
Moncton, NB
Full-time
…business or organizational needs. The wage range provided in this job posting may be subject to change for business…
Added 1 min ago
Senior Architect
A3C Collaborative Architecture
Lakeshore, ON
Full-time
…architects and design professionals who ask questions, care about details, share their knowledge, and explore different…
Added 1 min ago
Tahini's is hiring Restaurant Manager with LMIA
LMIA.CA
AB · Alberta, Canada
Full-time
Added 1 min ago
Maintenance Technician - Central Fleet
NANTUCKET POLICE DEPARTMENT
Montreal, QC · Urban agglomeration of Montreal, QC
Full-time
Use the Government Jobs tab to search through your municipality's employment opportunities. Subscribe to job posting notifications to be automatically alerted of the latest career…
Added 1 min ago
FPGA Design Engineer
Stefanini North America and APAC
Ottawa, ON · Kanata, ON
Contract
…face-to-face conversations will involve a description of the job for which you have applied. We also speak with you about the process including interviews and job…
Added 1 min ago
Research Engineer - Benchmarks
Mendable
Toronto, ON
$250,000 to $290,000 USD / year
Full-time
…for company records, for finding the right person, for fresh job listings. Right now the answers come from the vendors themselves. You'll build the independent version. You'll run rigorous,…
Added 1 min ago
Senior Financial Analyst
Coca-Cola Canada Bottling Limited
Toronto, ON
Full-time
…offered is based on market location and may vary depending on job-related knowledge, role complexity, skills, experience, and internal…
Added 1 min ago
Walk In Clinic Shifts - Brookline Collaborative Care Clinic
Nova Scotia Healthcare System
Bedford, NS
Full-time
Added 1 min ago
Principal Data Quality and Governance Engineer
''
Toronto, ON
Full-time
Lead root-cause analysis and remediation activities for complex data quality issues, using data lineage and transformation details to identify upstream and downstream impacts.
Added 1 min ago
Lead Software Developer
Open Text Corporation
Mississauga, ON · Richmond Hill, ON · Waterloo, ON
Other
…move through the hiring process, we’re happy to provide more details about our compensation programs, including variable and commission compensation opportunities for eligible roles,…
Added 15 mins ago
KN Berry Farms Inc is hiring Farm Worker, Fruit with LMIA
LMIA.CA
BC · British Columbia, Canada
Temporary
Added 15 mins ago
Saye Impex Ltd is hiring Warehouse Manager with LMIA
LMIA.CA
BC · British Columbia, Canada
Full-time
Added 30 mins ago
GENERAL SUPERINTENDENT
PNR RailWorks
Abbotsford, BC
Full-time
Performs in-depth review of drawings, designs and contract documentation to become familiar with all details, notes and requirements.
Added 31 mins ago
Voluntary Trusteeship Program Worker
Family Services Windsor-Essex
Windsor, ON
Full-time
Job Type: | Shift Schedule: Monday-Friday 35hrs per week. Some evenings and weekends may be required.
Added 45 mins ago
Driver Examiner Cars-FT-Brantford
Serco
Brantford, ON
Full-time
Provides examination results and details regarding errors and areas requiring improvement.
Added 45 mins ago
Canada CFS Operation Leader
Lenovo
Markham, ON
Full-time
Job Summary: Lenovo is seeking a Canada GICS CFS Operation Leader to lead the Canada 2nd Stage Configuration Services Operation. The leader in this role will strengthen operational…
Added 45 mins ago
Courier
FedEx Canada
Squamish, BC
Full-time
This job description is general in nature and is not designed to contain or to be interpreted as a comprehensive inventory of all duties, responsibilities and qualifications required of…
Added 45 mins ago
Ops Agent Admin-1
FedEx Canada
Corunna, ON
Part-time
Additional Details: Hiring for 2 PPT Ops Agent Admin positions. An updated resume must be uploaded. Posted September 23 to September 30, 2026 at 11:59PM.
Added 45 mins ago
Sort Manager
FedEx Canada
Dartmouth, NS
Full-time
Détails Supplémentaires: Inbound Sort Operations. Job Posted: 09/30/2026 Job Closed: 10/07/2026 at 3pm local time
Added 46 mins ago
Intermediate Hydrogeologist
WSP
Toronto, ON · Etobicoke, ON
Foster an atmosphere of continuous improvement through on-the-job coaching and guidance to junior professionals;
Added 46 mins ago
Senior Hydrogeologist
WSP
Toronto, ON · Etobicoke, ON
Foster an atmosphere of continuous improvement through on-the-job coaching and guidance to intermediate and junior professionals;
Added 46 mins ago
Key Holder - Jo Malone London - Fulltime - Metropolis - Burnaby BC
ELC Beauty LLC
Burnaby, BC
Full-time
…the plan guidelines in effect at the time of hire. Additional details regarding the commission plan will be provided as part of your…
Added 46 mins ago
Assistant Maintenance Manager
JLL
Brampton, ON
Full-time
If this job description resonates with you, we encourage you to apply, even if you don’t meet all the requirements. We’re interested in getting to know you and what you bring to the table!
Added 1 hour ago
Talent Acquisition Business Partner- 12 Month Contract
Coca-Cola Canada Bottling Limited
Brampton, ON
Contract
Salary – $61,200 - $75,000- The starting base salary offered is based on market location and may vary depending on job-related knowledge, role complexity, skills, experience, and internal…
Added 1 hour ago
Senior Cloud Security Engineer ( Global Security)
Royal Bank of Canada
Toronto, ON · Vancouver, BC
Full-time

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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