Senior Technical Support Engineer in Ontario

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. Engin

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: Sentry is expanding our Technical Customer Success team to support our growing customer base and drive deeper adoption of the Sentry Platform worldwide. As a Technical Customer Success Manager (TCSM), you’ll be a Sentry product expert responsible for ensuring customers are successfully onboarded, achieve maximum value from our platform, and uncover new opportunities for growth through additional use cases and products. You’ll play a key role in helping customers realize measurable outcomes with Sentry. In this highly cross-functional role, you’ll collaborate closely with Account Executives (AEs), Sales Engineers (SEs), and Engineering teams to ensure customers’ technical and business goals are met. This role requires strong technical expertise and a deep understanding of the Software Development Life Cycle (SDLC) and related technologies. If you’re a technologist with experience supporting technical products in customer-facing roles—and you’re eager to join a fast-growing team delivering real value through an exceptional product—we’d love to meet you. In this role you will: Become a Sentry product expert and support customers by understanding their needs and helping them achieve their goals using the Sentry Platform. Drive customer success and health through effective onboarding, adoption, value realization, and retention. Collaborate with customer key stakeholders to define business and technical objectives, and work with the customer team to achieve them. Act as a trusted, strategic advisor to each assigned customer—driving best practices, innovation, and long-term success. Partner closely with the sales te

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Role You are a deep technical architect. Whether it's a Fortune 500 CTO or a startup founder, you know how to read the room and steer it. You have handled enough OAuth token flows, SCIM failures, and multi-product integration edge cases to spot root issues fast. In this role, you will help shape how developers understand identity at scale. You serve as the top technical escalation point for our support team. You are our domain expert. You influence product roadmaps. You mentor engineers. You challenge standard practices. You raise the bar across the entire global team. You handle ambiguity well. You operate with full autonomy. You focus on delivering outcomes that unblock our most complex accounts. What You Do Strategic Escalations and Architecture This is not primarily a queue role. You will mostly engage on cases that exceed senior engineer scope, the ones that need architecture judgment, not triage. End-to-End Ownership: Resolve our most complex developer cases, including multi-product architectures, ISV integration designs, and strategic account escalations. Cross-Functional Bridge: Serve as the technical link between Developer Support and ISV Partnerships, working directly with strategic partners on integration design. Architectural Consulting: Join customer and partner calls to advise on architecture and resolve issues beyond standard support scope. Product and Executive Engagement Roadmap Influence: Partner with Product Management and Engineering

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About the Role We are seeking a proactive, customer-focused IT Support Specialist based in Toronto to anchor our regional IT operations. In this role, you will be the primary point of contact for internal employees, delivering white-glove technical support while managing core identity, collaboration platforms, and SaaS systems. Beyond day-to-day helpdesk operations, this position bridges traditional IT support and modern systems engineering. You will leverage automation, scripting, and modern DevOps practices to streamline user lifecycles, eliminate manual toil, and ensure our workforce operates securely and efficiently. Key Responsibilities Serve as the first point of contact for internal employees, triaging incoming requests through the ticketing system and established support processes. Troubleshoot and resolve workstation, laptop, mobile, and basic network issues for on-site staff and remote employees, escalating more complex support cases to senior staff or the appropriate team. Deliver calm, clear support during high-priority incidents, keep users informed, and document work thoroughly through to resolution. Manage end-to-

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Our Senior Software Engineers lead and mentor engineers, delivering high-value products for our customers and infrastructure that enables our business to scale. Vanta’s team and technology surface are growing quickly, and it’s essential that we invest in the right abstractions and systems to enable us to scale with our business. As a Senior Software Engineer, you’ll be responsible for setting technical direction to enable our product and infrastructure to scale with our business, driving complex projects across our technical stack, and mentoring our talented engineering team. Your past experience will be leveraged to enable and accelerate Vanta’s growth. Our business has found incredible product-market fit and has monetized effectively since the day we signed our first customer. We’re growing at a blistering pace, which presents career-defining opportunities for engineers to accelerate their growth and to contribute to a rapidly-scaling company. Visit our Vanta Engineering Blog to learn more about what our team is working on! Please note we are only able to hire in Alberta, Ontario, and British Columbia. The GRC (Governance, Risk and Compliance) organization is the primary org responsible for developing and maintaining Vanta's core product offerings. These teams are at the heart of Vanta moving upmarket to support enterprise customers and build products that enable our customers’ existing security and compliance programs to integrate seamlessly with Vanta, giving them invaluable insights and recommendations to continue to operate, mature and evolve their programs. What you’ll do as a Senior Software Engineer at Vanta: Lead comp

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Agent Gateway Team The Agent Gateway team owns the identity-aware infrastructure that connects enterprise AI agents to the tools, data, and services their organizations authorize. Every call from Claude, Agentforce, Codex, and internal/homegrown agents to a resource flows through us. We enforce authorization, isolate credentials, mint the right token per target, and produce the audit trails that security teams rely on. We are early in a rapidly evolving space. The standards for agent identity (MCP, OAuth token exchange, DCR) are being built under our feet. Our roadmap includes hardening the data plane for on-premises customer deployments, extending policy semantics beyond tool-level allowlists, adding native support for Agent-to-Agent brokered delegation, and scaling to tenants with thousands of virtual MCP servers. The Senior Software Engineer Opportunity Okta is looking for a Senior Software Engineer to help build the Agent Gateway. You will own features and components across the data and control planes, turning technical designs and product requirements into reliable production systems. Working alongside staff engineers, you will implement token exchange, request routing, credential resolution, and policy evaluation as agent identity specifications evolve. This is a hands-on software development role at the intersection of product, security, and infrastructure. You will ship services that handle agentic traffic reliably and performantly at scale. Wha

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 team The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—gets accurately measured, priced, and billed. Their work directly impacts company revenue and customer trust, requiring distributed systems expertise, attention to financial accuracy, and deep understanding of product usage patterns. The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models. About the role As a Senior Software Engineer, you will architect and scale the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale. You will collaborate on building the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy. You will help design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products. You will contribute to technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure. You'll love this job if you Want to solve the "easy to explain, hard to build" problems—like ensuring a customer's bill matches their usage perfectly, even when processing hundreds of billions of events daily across distributed

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Role and Team Context The Senior Product Manager for the UI Platform is a high-impact individual contributor role, serving as a cornerstone for Okta's global user experience infrastructure. Joining the Product Platform group, you will own the foundational architecture that ensures every Okta product is elegant, scalable, and performant. Your role extends across owning the UI framework, design systems, localization/globalization frameworks, and accessibility (WCAG) standards, you provide the critical infrastructure that enables a cohesive, high-quality experience for Okta Workforce Identity products. Key Responsibilities Technical Product Vision : Define and champion the technical evolution of the Okta UI framework. Ensure the platform serves as a single source of truth for core administrative experiences across Okta products. Platform Roadmap Ownership : Prioritize and execute a complex roadmap across design systems, globalization, and accessibility. You will balance the needs of multiple product lines to ensure a unified developer and end-user experience. Strategic Cross-Functional Collaboration : Partner with global engineering, design, and research teams to deliver infrastructure that supports Okta’s massive scale. Ecosystem Synthesis : Engage with global customers and internal stakeholders to synthesize complex requirements into broad-value features that support a diverse, international ecosystem. Data-Driven Developer Experience : Leverage product data

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Data Enablement Team Auth0 is an easy-to-implement authentication and authorization platform designed by developers for developers. We make access to applications safe, secure, and seamless for the more than 100 million daily logins around the world. Our modern approach to identity enables this Tier 0 global service to deliver convenience, privacy, and security so customers can focus on innovation. Within the Data organization, the Data Enablement team is chartered with creating scalable semantic models that make it safe for anyone to see and understand data. By partnering with product and engineering leaders, this team owns the data lifecycle from strategy to prototyping to implementation, executive dashboard and product level self-service support. The Senior Data Analyst Opportunity Reporting to the Manager, Data Enablement - this role will be responsible for unlocking analytics across the company. You will do this through a combination of data lifecycle ownership, data tooling enablement and outreach programs designed to foster the safe usage of scalable data models for reporting and analytic consumption. You'll serve as a critical data and technical partner that empowers our Sales, TAM, and Customer Success teams with the deep product insights they need to succeed. An average week will find you partnering with these teams to understand their measurement needs, reviewing engineering plans to ensure we capture critical data signals from the Auth

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Streaming Foundations team builds services and operates data pipeline infrastructure to support event streaming, messaging, and analytics use cases. We are looking for a Software Engineer who is passionate about distributed systems, platform engineering, and solving data-intensive problems at scale. In this high-impact role, you will get to work with engineers throughout the organization to build foundational infrastructure that allows Auth0 to scale for years to come. What you’ll be doing Help set the technical direction for the team and influence the engineering roadmap for the Platform’s streaming capabilities Design and lead the implementation of our most complex and critical systems for data-intensive use cases. Research and champion new technologies and architectural patterns to solve strategic challenges and scale the platform. Lead and influence cross-functional initiatives, ensuring technical alignment and successful execution across multiple teams. Improve the operational posture of our systems by designing for observability, reliability, and scalability, and by mentoring others in operational best practices. Coach and mentor senior engineers and act as a technical leader across the engineering organization. Collaborate with different stakeholders like product teams whenever needed. What you’ll bring to our teams 7+ years of software development experience in a fast-paced, agile environment Experience working with Golang or Java is preferred H

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Role Overview As the Okta Research & Design (ORD) Jira Owner & Administrator , nested within the Technical Program Management (TPM) organization, you will define and execute the strategy for how ORD plans, tracks, and reports on engineering work within the full toolchain of Atlassian Jira, Jira Advanced Roadmaps (Plans), Confluence, Rovo, and AI integrations. In this role, you act as a critical bridge between product & technical leadership, agile teams, and cross-functional business units — translating methodology, best practices, and process frameworks into practical workflow improvements that accelerate delivery and reduce manual overhead for a 1,000+ person engineering, product, and design organization. By optimizing tooling configurations, automating reporting, and eliminating fragmented management processes, you will directly accelerate ORD’s developer velocity and strengthen operational efficiency. Core Responsibilities 1. Platform Ownership & Strategic Tooling Direction Strategic Vision: Define, implement, govern an AI-led strategy for utilizing Jira for product planning, tracking, and reporting tooling that supports end-to-end portfolio tracking from high-level corporate objectives down to sprint-level stories. E2E Ecosystem Management: Complete ORD ownership of the toolchain (Jira, Jira advanced Roadmaps, AI integrations, Confluence), overseeing architecture, schema updates, workflow management, screen/notification schemes, cu

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Role Overview As the Okta Research & Design (ORD) Jira Owner & Administrator , nested within the Technical Program Management (TPM) organization, you will define and execute the strategy for how ORD plans, tracks, and reports on engineering work within the full toolchain of Atlassian Jira, Jira Advanced Roadmaps (Plans), Confluence, Rovo, and AI integrations. In this role, you act as a critical bridge between product & technical leadership, agile teams, and cross-functional business units — translating methodology, best practices, and process frameworks into practical workflow improvements that accelerate delivery and reduce manual overhead for a 1,000+ person engineering, product, and design organization. By optimizing tooling configurations, automating reporting, and eliminating fragmented management processes, you will directly accelerate ORD’s developer velocity and strengthen operational efficiency. Core Responsibilities 1. Platform Ownership & Strategic Tooling Direction Strategic Vision: Define, implement, govern an AI-led strategy for utilizing Jira for product planning, tracking, and reporting tooling that supports end-to-end portfolio tracking from high-level corporate objectives down to sprint-level stories. E2E Ecosystem Management: Complete ORD ownership of the toolchain (Jira, Jira advanced Roadmaps, AI integrations, Confluence), overseeing architecture, schema updates, workflow management, screen/notification schemes, cu

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. COMPANY DESCRIPTION: Okta is the foundation for secure connections between people and technology. By harnessing the power of the cloud, Okta allows people to access applications on any device at any time, while allowing for strong security protection. The Okta service integrates directly with an organization’s existing directories and identity systems, as well as 6,500+ applications. Because Okta runs on an integrated platform, organizations can implement Okta quickly at large scale and low total cost. Thousands of customers, including Adobe, Allergan, Chiquita, LinkedIn, and Western Union, trust Okta to help their organizations work faster, boost revenue, and stay secure. To learn more about Okta, visit https://www.okta.com . JOB PURPOSE: In this role, you will be tasked with providing hands-on implementation and deployment services to our customers. We are looking for an experienced, enthusiastic and hands-on leader who can rapidly learn the Okta platform, our technology and the value proposition that we bring to customers of all sizes. You will lead multiple concurrent customer deployment projects with the number one goal to ensure long-term customer success. Additionally you will engage with the full Customer Success team in order to assure a smooth transition post-deployment to the support/maintenance phases. Finally, you will also be responsible for the continuous improvement of delivery processes and m

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. As Senior Marketing Technology Manager, you will shape the systems that power performance marketing across Paid Acquisition, Paid Social, and SEO. You will own the technical foundation behind tagging, tracking, signal quality, and platform integrations, while helping evolve our broader MarTech ecosystem across customer data, consent, and automation. This role is built for a marketing technologist who moves fluidly from problem definition to implementation to measurement, and who can turn emerging AI capabilities into reliable, governed workflows that improve speed, accuracy, and business impact. Reporting to the Head of Mar

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Revenue Strategy and Operations Team Revenue Strategy & Operations sits at the heart of our organization, driving operational excellence across our entire revenue organization. As part of Okta's Business Operations team, we amplify the impact across our rapidly growing Sales, Presales, Customer Success, Technical Account Management (TAM), and Renewals organizations by ensuring each function has the insights, tools, and processes to run effectively and efficiently. The team establishes rigorous standards and processes, and scales customer-centric operations to support our growth targets across the entire customer lifecycle. The Customer Success Operations Manager Opportunity In this role, you will design, refine, and continuously optimize our Customer Success Management Systems, bridging the gap between corporate strategy and regional execution to maximize Net Revenue Retention (NRR). You'll establish operations rigor and standards across the CX organization, ensuring that global and local standards are consistently adhered to while supporting growth objectives. You’ll be the primary operational partner to the AMER VP of Customer Success and senior CX leadership, and will also coordinate with adjacent teams including Technical Account Management (TAM), Renewals, Support, and Professional Services. This is an ideal opportunity for an experienced, highly collaborative operations professional with exceptional analytical skills and a growth mindset to ma