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Added 2 months ago
MC
AI Prompt Engineer
MCI Careers
Canada
- Full-time
Basic programming knowledge in Python, JavaScript, SQL, or similar technologies is advantageous.
Added 2 months ago
MC
Generative AI Engineer
MCI Careers
Canada
- Other
Experience with Linux/Unix administration, Python/Bash scripting, and automation tools (Terraform, Ansible, Jenkins).
Added 2 months ago
MC
Senior Generative AI Engineer
MCI Careers
Canada
- Other
Advanced proficiency in Python and modern AI development frameworks.
Added 2 months ago
MC
AI / Machine Learning Engineer
MCI Careers
Canada
- Other
Strong proficiency in Python and machine learning development practices.
Added 2 months ago
MC
RAG Engineer
MCI Careers
Canada
- Other
Strong proficiency in Python and experience developing production-grade applications.
Added 2 months ago
MC
Senior RAG Engineer
MCI Careers
Canada
- Other
Strong proficiency in Python and backend development.
Added 2 months ago
MC
AI Agent Developer
MCI Careers
Canada
- Other
We are seeking an innovative AI Agent Developer to design and build intelligent AI agents capable of automating tasks, orchestrating workflows, and enhancing business operations. This role…
Added 2 months ago
MC
Senior AI Agent Developer
MCI Careers
Canada
- Other
We are seeking a Senior AI Agent Developer to lead the design, development, and deployment of enterprise-scale AI agent ecosystems. This role focuses on creating sophisticated AI agents…
Added 2 months ago
MC
Senior AI / ML Engineer
MCI Careers
Canada
- Other
Advanced proficiency in Python and machine learning frameworks.
Added 2 months ago
MC
Senior AI Systems Administrator
MCI Careers
Canada
- Other
Added 2 months ago
MC
AI Data Annotator
MCI Careers
Canada
- Other
Added 2 months ago
MC
AI Systems Administrator
MCI Careers
Canada
- Full-time
Experience with Linux/Unix administration, Python/Bash scripting, and automation tools (Terraform, Ansible, Jenkins).
Added 3 months ago
Network Engineer, Optical Deployment
Meta
Quinte West, Ontario
High proficiency in automation (Python, Go, etc.) and network configuration management tooling
Added 3 months ago
Network Engineer, Optical Deployment
Meta
Quinte West, Ontario
Proficiency in automation (Python, Go, etc.) and network configuration management tooling
Added 4 months ago
B
Data Engineer
Bounteous
Montreal, Quebec
- Full-time
Develop, automate and support regulatory and business reports using Python, SQL stored procedures and enterprise reporting platforms such as Business Objects and Tableau.
Added 4 months ago
MT
Ingénieur principal du personnel technique – Conception analogique/ Senior Technical Staff Engineer - Analog Design
Microchip Technology Inc.
Montreal, Quebec · Canada - Montreal
- Full-time
Added 4 months ago
EN
Distinguished SW Systems Engineer (10343)
Extreme Networks
Toronto, ON
- Full-time
Added 1 month ago
Modern Endpoint Management Engineer
Scotiabank
Toronto, ON
Familiarity with scripting and automation (e.g., PowerShell, Bash, Python) for endpoint management tasks.
Added 4 months ago
ME
Senior Groundwater Modeller
Montrose Environmental Group
Oakville, Ontario · CAN-ON-Oakville-Upper Middle Rd
- Full-time
Experience in data management and analysis, especially with Python or SQL .
Added 4 months ago
IL
Advanced Engineer, Product Engagement
Invesco Ltd.
Charlottetown, Prince Edward Island
- Full-time
Exposure and interest in full stack development in one of the following: Node.JS, Python or Java.
Added 4 months ago
M
Principal Software Engineer - Distributed Systems
Microsoft
Vancouver, British Columbia
- Full-time
…including, but not limited to, C, C++, C#, Java, JavaScript, or…
Added 4 months ago
HT
Research Engineer - LLM Training & Alignment Systems
Huawei Technologies Canada Co., Ltd.
Kingston, Ontario
- Contract
Proficiency in Python, C/C++, or Go, with the ability to translate research ideas into scalable, reproducible prototype systems, and to communicate technical insights effectively across…
Added 4 months ago
S
Technical Support Engineer
Sentry
Remote, Canada
- $100,000 to $125,000 CAD / year
- Full-time
- Remote
…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,…
Added 4 months ago
DC
Survey CAD Technician (Intermediate/Senior)
Dillon Consulting Limited
Saint John, New Brunswick · Halifax, Nova Scotia
- Full-time
Working knowledge of the following programs and programming languages is an asset: Pix4D, Power BI, CityEngine, Python, ArcPy, JavaScript, and Arcade.
Added 4 months ago
KC
Forward Deployed AI Engineer
Keyrus Canada
Toronto, ON · Montreal, QC
- Full-time
Strong Python development skills, API integration experience, and solid software-engineering practices.

Sentry

Technical Support Engineer

Remote, Canada

Remote

$100,000 to $125,000 CAD / year · Full-time

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Job details

Pay: $100,000 to $125,000 CAD / year
Job type: Full-time
Workplace: Remote
Experience: 4+ 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: Jun 10, 2026

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

4+ 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 $100,000 to $125,000 CAD. 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

The role involves performing deep-dive debugging and root-cause analysis for elite developers while acting as a strategic consultant for enterprise customers. Additionally, the engineer will build autonomous agentic systems and deterministic support paths to scale technical resolution.

Requirements

Requires 4+ years of experience in technical support or software development with mastery of languages like Python, JavaScript, Java, or Ruby. Candidates must have a deep understanding of distributed systems and practical familiarity with LLM orchestration and AI automation.

Skills

Python
JavaScript
Java
Ruby
Distributed Systems
Microservices
API Troubleshooting
LLM Orchestration
RAG
Root Cause Analysis
SDK Implementation
CI/CD Pipelines
React
Model Context Protocol
Technical Support Engineering
Knowledge Engineering

Benefits

Incentive Compensation
Equity Grants
Paid Time Off
Group Health Insurance Coverage

Visa sponsorship

Not detected in the job text

Keywords

Sentry
Observability
Distributed Tracing
Polyglot Environments
Agentic Ops
Human-in-the-Loop
MCP
Model Context Protocol
SaaS
Open Source
GitHub
Discord
RAG
System Prompts
Context Windows
Full-Stack Troubleshooting
Developer Advocacy
Technical Lead
Autonomous Resolution Engine
API
Microservices
Python
JavaScript
Java
Ruby
React
CI/CD
SDK
Root Cause Analysis
Knowledge Engineering

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