Senior Technical Services Engineer Weekend Shift in Ontario

Overview: Guidepoint seeks an experienced Data/AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development of responsible AI. This strategic investment is integral to Guidepoint’s vision for the future, aiming to develop cutting-edge Generative AI and analytical capabilities that will underpin Guidepoint’s Next-Gen research enablement platform and data products. This role demands exceptional leadership and technical prowess to drive the development of next-generation research enablement platforms and AI-driven data products. You will develop and scale Generative AI-powered systems, including large language model (LLM) applications and research agents, while ensuring the integration of responsible AI and best-in-class MLOps. The Senior AI/ML Engineer will be a primary contributor to building scalable AI/ML capabilities using Databricks and other state-of-the-art tools across all of Guidepoint’s products. Guidepoint’s Technology team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new AI-enabled products to optimize the seamless delivery of our services. This is a hybrid position based in Toronto. What You'll Do: Architect and Build Production Systems: Design, build, and operate scalable, low-latency backend services and APIs that serve Generative AI features, from retrieval-augmented generation (RAG) pipelines to complex agentic systems. Own the AI Application Lifecycle: Own the end-to-end lifecycle of AI-powered applications, including system design, development, deployment (CI/CD), monitoring, and optimization

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

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. At Okta, we’re building the next generation of authentication for the Agentic AI era. We’re looking for a Senior Engineer to join our AI Authentication team – a group of product-minded, deeply technical engineers delivering features to define what identity and access mean in a world increasingly powered by artificial intelligence. This is a great opportunity for an Senior engineer who thrives in collaborative environments, is eager to grow their technical depth, and wants to build scalable systems that solve real-world security problems. Auth0 Emerging Tech is the Engineering organization where we take care of the hottest technology out there: we ship fast, we don't break things. We are a dynamic and collaborative distributed and diverse team. We value ownership, learning and innovation. We launched our Auth for GenAI offering and we are looking for an Senior Engineer to join us to lead the team taking care of the Identity Protocols parts of the game. Auth0 works with NodeJS ( Javascript or Typescript), a hint of Go and MongoDB or PostgreSQL databases. What will you do: Bring expertise in identity and security while building innovative features and standards that will secure the Agentic AI world Build and maintain scalable services using TypeScript, NodeJS PostgreSQL/MongoDB. Collaborate with other product managers, designers, and senior engineers to deliver features that improve identity and access for GenA

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 The Events Analytics Platform (EAP) team is responsible for the infrastructure that powers all of Sentry's time-series data and searching capabilities across billions of events with sub-second latency. We started this initiative by building Snuba, the primary storage and query service for Sentry's event data powered by ClickHouse, and we are now focused on unlocking deeper visibility and reporting across the terabytes of event data our users generate. As a Senior Software Engineer, you will lead efforts to push the boundaries of data visibility at Sentry. You will do this by expanding the capabilities of our search infrastructure, building new capabilities on top of our state-of-the-art storage layer and increasing the performance and integrity of Sentry’s core data services. You will also help shape Infrastructure's technical direction at Sentry and collaborate with Product and other Engineering teams to turn that vision into a reality. If you want to solve the hard problems that come with scaling event data into the petabyte range, this could be the job for you. In this role you will: Expand EAP's ability to deliver data at world-class speed and reliability. Architect and automate services and systems to scale reliably under growing demand. Make architectural trade-offs that balance product requirements with engineering constraints. Maintain and grow the team's code quality initiatives by regularly reviewing code and contributing to design decisions. Lead design and discussions around deliverables the team is working towards. Improve the maintainability and developer experience of the codebases EAP owns. Exa

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. 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. Staff Product Marketing Manager, Access Management and Security Identity is how organizations unlock AI safely. At Okta, we build the trusted, neutral infrastructure that lets every enterprise embrace this new era with confidence. This is career-defining work for builders and owners who move with urgency and execute with excellence. Reporting to the Senior Manager of Product Marketing, you will be the product marketer for the secure-access layer that makes Okta indispensable to the largest enterprises in the world. Your charter is to elevate identity from a sign-in utility to the control plane for security in the AI era. You will do tis by pairing deep technical credibility with executive-grade storytelling across strategy, content, and field execution. The ideal candidate will be a unique blend of technologist and business strategist—someone who can dive deep into technical architecture while crafting portfolio-level value propositions that resonate with both CISOs and practitioners. Beyond strategy and content, you must be a self-motivated, execution-oriented individual who stays focused on delivering outcomes in a fast-paced environment. What you’ll be doing Strategic GTM for core and hybrid access Build and execute the go-to-market strategy for Okta's foundational access services — including secure access to hybrid and on-premises business-critical applications — positioning them as an essential pillar of Zero Trust and AI security. Define the ma

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

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. About this role Okta’s Brand and Creative team is looking for a Brand Art Director to own the visual voice of Okta across our social media presence, from LinkedIn to YouTube. This is our first dedicated creative hire for social, and you will set the creative standard for how Okta shows up in the feed. Embedded day to day with our Social team, you will design at the speed of culture, turning complex identity and security stories into content people stop for, engage with, and share. Our audience is senior, technical, and skeptical, made up of the leaders and practitioners responsible for security and identity. Much of what we make is in service of "Okta Secures AI," our story about securing identity in the agentic era, which also spans the humans and machines behind it. Your job is to make that story impossible to scroll past, expressing it with simplicity and a point of view that earns attention. You think in native formats and recognizable creative wrappers, and you know how to stretch the brand while keeping it unmistakably Okta. You are equal parts designer and cultural antenna, with a strong point of view on why content works and the speed to move from idea to published asset. What you will do Lead design for Okta's organic social channels, from concept to published asset, across static, carousel, and feed-first formats Build and evolve recurring creative formats so business initiatives translate into channel-native content quickly Translate the "Okta Se

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 Auth0 Delivery Enablement & Operations team is seeking a Senior Technical Program Manager to drive the cross-functional delivery of our most strategic portfolio of work in Platform Infrastructure. We are seeking an individual with a passion for technology, infrastructure, and operational excellence. The Senior Technical Program Manager will partner with Product and Engineering teams to implement, maintain, and optimize complex operational processes, inclusive of clarifying needs and value, securing commitment from teams across the organization, setting timelines, and facilitating ongoing delivery and execution. This role will report to the Senior Manager, Technical Program Management. You will: Drive large-scale, complex, cross-functional programs from design through delivery. Partner with Product and Engineering to define scope, value, and technical requirements, securing commitments across organizations. Orchestrate planning, prioritization, and execution, managing the integrated program plan and timelines across disparate functions. Proactively identify and resolve risks, dependencies, and impediments, clearly communicating trade-offs and solutions to stakeholders. Build and maintain strong relationships , serving as the central point of contact and providing consistent transparency into program goals, progress, and quality. Energize cross-functional teams to achieve ambitious objectives and uphold world-class operational excellence and sec

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. About Okta for AI Agents Okta secures access for 20,000 organizations and billions of users. Okta for AI Agents extends that work to the agentic shift. Deploying an AI agent is not like deploying traditional software. You are putting professional work output into production, and it needs deep integration, continuous tuning, and change management. Every agent needs an identity, a scope, an audit trail, and a way to be shut down when it goes wrong. Most enterprises have not built this yet. We are. We hire builders who see the cracks in enterprise agent identity that everyone else has learned to live with. The Role You are the most senior technical field authority for agent identity at Okta. Where a Senior FDE owns the outcome inside one account, you own the patterns that every account and every FDE inherits. You take the hardest and most strategic deployments yourself, set the reference architecture the team builds from, and turn what the field learns into the direction the product takes. You still write code. You also multiply the people around you, and you are the person product and engineering leadership call when an agent identity problem has no precedent. Responsibilities Own the reference architecture. Define the canonical agent identity, delegation, audit, and kill-switch patterns that Senior FDEs deploy across the portfolio, and keep them current as the standards and the product move. Lead the hardest accounts. Personally own the most strategic, regul

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