Data/AI Engineer at Guidepoint | Toronto

Tali AI is a rapidly expanding startup in Canada dedicated to enhancing healthcare accessibility through artificial intelligence. We are developing a pioneering AI platform designed to streamline clinical workflows by automating data collection, processing, and sharing. This allows healthcare professionals to concentrate on delivering quality care. Our platform is utilized by thousands of clinicians across Canada and the United States, spanning various specialties and seamlessly integrated with the complex landscape of North American health record systems. Our technical vision is to create a comprehensive operating system for clinical workflows, enabling healthcare teams to customize the platform to automate their data management tasks.We tackle genuinely challenging problems:Establishing real-time audio pipelines where latency impacts outcomes and accuracy is critical.Integrating with a diverse ecosystem of clinical software, including health records, billing, scheduling, referral management, and more.Creating reliable AI workflows and agents in a domain where errors can have significant consequences.Implementing a privacy and compliance framework that is robust by design.We operate in a fast-paced market that values rapid innovation, while building and maintaining clinician trust is paramount.

Join Tali AI, where we are dedicated to developing cutting-edge products that address real challenges faced by clinicians today.Our Approach: Our AI-driven medical assistant alleviates the administrative load on healthcare providers, allowing them to concentrate on delivering exceptional patient care. This shift not only enhances accessibility but also fosters a more compassionate and sustainable healthcare environment.With thousands of clinicians relying on Tali across Canada and the US, we are revolutionizing the industry by streamlining millions of patient interactions annually, giving clinicians back over 10 hours a week to focus on what truly matters—patient care.As a Customer Success Specialist, you will play a pivotal role in shaping the onboarding experience of our new users during their first 90 days. You will transform new sign-ups into empowered users by effectively communicating our value proposition and ensuring that every interaction is seamless, empathetic, and impactful. If you possess extensive experience in customer workflows, user onboarding, knowledge base development, and a passion for resolving customer needs while ensuring an exceptional experience, we encourage you to apply. Note: We are exclusively considering candidates who are fluent in both English and French for this position.

Role Overview Paytm is seeking a Lead Staff Platform Engineer focused on AI Infrastructure in Toronto, Canada. This position centers on building and scaling the systems behind Paytm's AI inference platform, which supports both internal teams and enterprise clients as they develop new customer-facing AI solutions. What You Will Do Own and manage GPU infrastructure, model hosting, and model serving for the AI inference platform. Enable multi-model routing across different modalities, including voice, vision, and fintech workflows. Oversee deployment of proprietary and third-party models on shared GPU and accelerator clusters. Develop self-service platforms that let teams provision compute, deploy, and customize models using APIs and control planes. Establish the AI control plane for Paytm Intelligence (Pi), with a focus on policy-driven routing, quotas, observability, and cost visibility. Impact Areas Accelerate delivery of AI agents and features across payments, risk management, fraud detection, collections, support, and developer tooling. Improve reliability and efficiency of hardware utilization. Give teams the tools to use AI infrastructure without rebuilding core systems each time. Location This role is based in Toronto, Canada.

Role Overview enable is hiring a Staff Engineer in Toronto, ON. This senior role sits at the heart of our engineering team, shaping the design, development, and delivery of new solutions that move our projects ahead. The Staff Engineer brings deep technical expertise and a collaborative mindset to guide product and service evolution.

About UsNuBank is recognized as one of the largest digital financial platforms globally, serving over 127 million customers across Brazil, Mexico, and Colombia. Guided by our mission to combat complexity and empower individuals, we are transforming financial services in Latin America, marking just the beginning of the vibrant future we are crafting.As a publicly traded company on the New York Stock Exchange (NYSE: NU), we leverage proprietary technology, data intelligence, and an efficient operational model to provide financial products that are straightforward, accessible, and human-centric.Our contributions have been acknowledged in prestigious global rankings, including Time 100 Companies, Fast Company’s Most Innovative Companies, and Forbes World’s Best Bank. Explore more on our career page at NuBank Careers.About the RoleAs a Staff Software Engineer at NuBank, you will play a pivotal role in the AI Private Banker team, our intelligent financial partner designed to assist millions of customers in understanding their finances, making informed decisions, and executing actions effortlessly. You will be responsible for defining the technical architecture that supports conversational AI, recommendation engines, and tailored financial experiences across mobile and web platforms.Your expertise will span the entire stack, from developing Flutter mobile applications that engage millions of users to architecting distributed backend systems that facilitate real-time recommendations and conversational AI interactions. This role is not just about feature development; it’s about establishing a robust engineering foundation that democratizes financial empowerment at scale.Your technical decisions will have a direct impact on how millions of individuals navigate their financial journeys. You will be at the forefront of innovation, merging banking with cutting-edge AI technologies, crafting systems that are both groundbreaking and dependable. Join a team of inquisitive minds reshaping the possibilities in this space.

"Harnessing the power of rapid learning is essential for engineers in the AI age." Join Our Team1. Strong Engineering FundamentalsAt Viggle AI, we believe in breaking down the barriers of traditional engineering roles. Whether your expertise lies in frontend, backend, or algorithms, what truly counts is your robust engineering principles and your proficiency in simplifying, refactoring, and optimizing intricate systems.As AI transforms technology, it brings forth innovative tools and methodologies. Engineers with a solid foundation can seamlessly adapt and contribute as versatile, full-stack team members. You will independently develop complex systems while closely collaborating with product and design teams to enhance user experiences.2. Outstanding Learning AptitudeIn a fast-paced AI landscape, prior knowledge can quickly become obsolete. We appreciate your capacity to swiftly learn new, unfamiliar open-source tools, adapt to emerging technologies, and navigate through uncertainty while delivering results.We seek inquisitive and adaptable thinkers who relish the exploration of technology and thrive in uncertain environments. If you are enthusiastic about ongoing learning and personal growth, we encourage you to apply.About Viggle AI:Viggle AI is an innovative startup supported by renowned investors, including a16z and TSFV. At the forefront of the Generative AI revolution, we specialize in controllable video generation, empowering content creators with advanced technology to bring their creative visions to life.Our rapidly expanding application is favored by creators ranging from Hollywood professionals to TikTok influencers, serving over 30 million users and hosting the second-largest Discord community globally.Perks of Joining Us: Dynamic startup atmosphere: Work hard, deliver quickly, and grow daily Competitive salary & equity options Comprehensive dental and health insurance plan Free meals and a vibrant office culture

Role overview Harvey seeks a Staff Software Engineer in Toronto to drive the evolution of its AI Platform. The focus is on designing and building scalable systems that can adapt to business needs and deliver reliable performance. Key responsibilities Architect and develop essential components for the AI Platform, prioritizing both performance and scalability. Collaborate with engineers and data scientists to address complex technical challenges. Enhance the platform’s stability, speed, and overall functionality. Collaboration and impact This role works alongside a talented group in engineering and data science. Contributions will have a direct effect on the platform’s capabilities and support Harvey’s business outcomes.

About HeyMiloHeyMilo is a rapidly expanding AI recruitment platform in North America, supported by top-tier Silicon Valley investors and relied upon by leading staffing agencies, BPOs, and Fortune 100 companies.Our innovative AI agents streamline candidate engagement, mitigate fraud, expedite screening processes, and empower hiring teams to make informed decisions swiftly. As we scale, we seek individuals who are eager to grow with us.About the RoleWe are on the lookout for a Chief of Staff to collaborate with our founding team in Toronto. This pivotal role is ideal for someone experienced in navigating the startup-to-scaleup journey, equipped with the insight necessary to maintain smooth operations in a fast-paced, evolving environment.You will be positioned at the crossroads of strategy, operations, and execution. Your responsibilities may include preparing materials for investor updates one day and spearheading cross-functional initiatives or assisting the CEO in prioritizing key objectives the next. You will gain visibility into every aspect of the business and play a crucial role in shaping our scaling strategy.Given our focus on recruitment technology, a background in talent acquisition or experience with applicant tracking systems will enable you to quickly acclimate and gain a deeper understanding of our clients' needs.

About Emburse:At Emburse, we don't just envision the future – we actively build it. As a frontrunner in travel and expense management solutions, we are dedicated to creating an environment where technology enhances business value and drives remarkable outcomes. Our cutting-edge AI-driven platform empowers organizations to modernize their financial operations, enhance visibility, and optimize expenditures across the board.We are on the lookout for a dynamic and dedicated software engineer to join our team and contribute to the design and development of our innovative systems solutions. As a Staff Engineer at Emburse, you will collaborate closely with engineering managers, senior engineers, and cross-functional teams to establish the technical foundation of our products. Alongside this, you will have ample opportunities to engage in hands-on development of critical systems, taking charge of the successful execution of large-scale technical initiatives while also serving as a technical mentor and leader for other engineers.

About PalonaAt Palona, we are innovating operational systems for the restaurant industry with a mission to empower restaurateurs to manage their establishments with unparalleled efficiency. We specialize in creating real-world AI systems that function continuously in a production environment. Our focus is on developing AI agents capable of perceiving, reasoning, remembering, and taking action within complex physical settings.Restaurants present intricate physical environments that our AI must navigate. We are dedicated to research that stands up to real-world challenges, assisting us in understanding and acting effectively.Join Us in TorontoToronto boasts one of the most dynamic culinary scenes in North America, home to nearly 10,000 restaurants. Our proximity to clients enhances our ability to deliver tailored solutions. The city continually attracts top AI talent, excelling in both foundational AI research and practical applications. Palona is eager to broaden our engineering and research footprint in Toronto, and we invite you to be part of our Toronto office.Who is a Good Fit for Palona?You consider yourself an advanced AI software engineer, always exploring the latest AI tools and technologies.You believe your productivity exceeds that of your peers by at least tenfold.You are passionate about delivering exceptional products to your customers.You want to create innovative and exciting products.You value collaboration and care for your teammates.Who May Not Be a Good Fit for Us?You have yet to experience a transformative moment in AI.You have not been concerned about the costs associated with AI model tokens.You do not prioritize good software design principles.You are not focused on customer satisfaction.Job DescriptionWe are looking for an AI Software Engineer with a strong track record in developing comprehensive end-to-end AI products from the ground up in startup settings. You will design, develop, and deploy autonomous AI systems from inception to production. We seek quick learners who thrive on challenges and have experience delivering AI products independently in fast-paced, resource-limited environments. This role necessitates in-person commitment in Downtown Toronto.Key ResponsibilitiesDesign and deploy complete end-to-end AI products and intelligent agents from concept to production.Create autonomous systems and multi-agent architectures to address complex challenges.Launch AI agents into production with a strong emphasis on reliability and performance, utilizing cutting-edge AI models (LLMs, VLMs).Rapidly prototype and refine AI solutions in an agile startup atmosphere.Take full ownership of projects, delivering the most impactful results for our customers.

Okta builds secure identity solutions for both people and AI, providing trusted infrastructure that helps organizations manage access in a complex technology landscape. The company’s mission centers on delivering secure, reliable access for everyone. The Privileged Access Management (PAM) team at Okta uses an identity-first approach to tackle privileged access challenges. By applying Zero Trust principles designed for cloud environments, the team enables organizations to control access to sensitive servers, databases, and cloud resources. Their work ensures that only authorized users and systems can reach critical assets when needed. Role overview This Staff Backend Engineer position focuses on distributed systems and core software infrastructure. The role involves deploying code that safeguards real-world infrastructure for Okta’s customers. Contributions in this role support several feature teams and influence the speed, reliability, and usability of the product. Success in this position requires a strong understanding of how systems connect, an appreciation for solid abstraction, and the ability to adapt those abstractions as products change. What you will do Advance the core architecture of Okta’s PAM platform. Collaborate with product development teams to build scalable, modular components. Design and implement scalable architecture patterns. Develop APIs using the OpenAPI Specification to enable customer access to production infrastructure. Work with backend systems written in Go. Participate in rotational on-call duties alongside SRE and product development teams. Location This role is based in Toronto, Ontario, Canada.

Join DealMaker, a pioneering fintech company at the forefront of transforming the capital markets ecosystem. Our mission is clear: to make online capital raising a norm rather than an exception. We empower founders, CEOs, and business leaders to efficiently raise capital through innovative digital platforms, tapping into their communities and executing strategically designed campaigns. With over $2 billion raised across more than 1,000 campaigns, our platform stands unrivaled in offering an end-to-end solution. Our impressive portfolio includes notable clients like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), and Monogram Orthopaedics (Nasdaq:MGRM), with three IPOs accomplished in the last year alone. As we rapidly expand, we are on the lookout for talented professionals to join our mission of revolutionizing the global capital market.As a Staff Software Engineer, you'll be a key player in shaping our technical landscape and ensuring the successful execution of impactful projects. Your expertise in software architecture and design principles will be crucial in crafting robust and scalable solutions that not only address current business challenges but also anticipate future needs. Embrace the opportunity to lead architectural innovations, driving forward our vision for a more efficient capital raising process.

About UsNubank, established in 2013, aims to liberate individuals from the constraints of slow and inefficient financial systems. By leveraging cutting-edge technology and exceptional customer service, we've redefined how people in Latin America engage with their finances. With operations spanning Brazil, Mexico, and Colombia, Nubank stands as one of the largest digital banking platforms globally. Our listing on the NYSE in 2021 and recognition as one of Time Magazine's 100 Most Influential Companies underscores our commitment to innovation. To learn more, visit www.nu.com.br. About the RoleAs Nubank continues its global expansion, it is vital to uphold high operational standards to empower our customers effectively. This position is pivotal in ensuring that as we scale rapidly, we maintain unwavering resilience. You will serve as the technical leader for our Resilience division. Your role will be instrumental in enhancing operational reliability through collaboration with product teams, implementing best practices, and designing deployment safeguards. You will tackle intricate architectural challenges, mentor fellow engineers, and influence the long-term resilience strategy for one of the world’s leading digital banks.

At Ripple, we are revolutionizing the way value is transferred globally, much like how information is shared today. Our ambitious mission is already in motion, as we provide cutting-edge crypto solutions for financial institutions, businesses, governments, and developers. By enhancing the global financial system, we strive to foster greater economic equity and opportunities for individuals worldwide. Join us as we embark on this remarkable journey, where you can achieve the best work of your career alongside supportive colleagues.If you are eager to make a significant impact and explore exceptional career growth opportunities, we invite you to join us in creating real-world value.THE WORK:As a Staff Software Engineer specializing in Platform, you will be instrumental in advancing Ripple's production infrastructure and release pipelines. Our Infrastructure Engineers are a unique blend of systems and software engineers dedicated to the design and lifecycle management of our hosted products. You will collaborate closely with product engineers to fulfill their infrastructure requirements, ideally within a self-service framework.WHAT YOU’LL DO:Design and implement platform features for computing, authentication, service discovery, observability, and redundancy.Lead architectural strategies balancing scale, cost, and maintainability.Mentor junior engineers on design, development, testing, and deployment best practices.Deploy and manage Ripple’s multi-region, multi-provider service platforms, with a strong focus on security and resilience.Create tools for automation, monitoring, and instrumentation to minimize operational friction and enhance engineering efficiency.Automate new and existing platform and application lifecycle services, leveraging data to achieve defined states with minimal human intervention.Propose scalable, maintainable, and cost-effective solutions.Participate in code reviews and contribute to a culture of continuous improvement.

About SteelSteel is pioneering open-source browser infrastructure designed for AI agents and applications. We empower developers to seamlessly deploy AI products that interact with the web via our Sessions API.With over 6,000 stars on GitHub, a growing customer base, and millions of sessions hosted each month, we achieved a remarkable 50x growth in 2025 driven solely by word-of-mouth and our vibrant open-source community. Supported by leading investors, we're assembling a compact, highly skilled team dedicated to redefining the way humans engage with the digital landscape.Discover the challenges we address: https://docs.steel.dev/overview/intro-to-steelThe RoleWe are on the lookout for an Applied AI Engineer who will play a critical role in defining how AI agents interact with the web. You will develop frameworks, create demos, and enhance the developer experience, making Steel an essential tool for AI creators.Your work will bridge product development, research, and community engagement. You will conduct experiments to determine effective strategies for browser automation with AI, translating findings into frameworks and engaging content that developers appreciate. Collaborating closely with our founding team, you will help set the development agenda, publish research establishing Steel's authority in browser agents, and create demos and integrations that attract thousands of developers to our platform.This role transcends traditional ML engineering or Developer Relations; it encompasses elements of both. You should be comfortable deploying production code, running experiments, and producing educational content for developers. Our team thrives on hard work and rapid pace, and we expect the same dedication from you. Late nights and weekend commitments are part of our journey toward excellence.Sample Projects Could IncludeDeveloping a TypeScript browser agent framework that seamlessly integrates large language models (LLMs), Steel's infrastructure, and developer tools.Conducting experiments to answer crucial developer questions: Which models excel in browser automation? What prompting strategies yield the best results? Which architectures are most effective?Creating open-source demos and applications that illustrate the capabilities of AI agents within Steel's browser infrastructure.Building integrations with AI frameworks such as LangChain and CrewAI, ensuring Steel's compatibility within the broader ecosystem.

About the Role Cohere is hiring a Manager of Technical Staff in Toronto. This role leads a team of skilled technical professionals, guiding projects that advance AI technology. The manager sets direction, supports team growth, and ensures projects meet Cohere’s standards. What You Will Do Lead and mentor a group of technical staff members Oversee project delivery, ensuring quality and timely completion Promote collaboration and a supportive team culture Help shape the direction of AI-focused projects at Cohere Location This position is based in Toronto.

About FaireFaire is a dynamic online wholesale marketplace driven by the belief that the future lies in local commerce. Independent retailers worldwide are achieving greater revenue than giants like Walmart and Amazon combined, yet remain relatively small in stature. At Faire, we harness the power of technology, data, and machine learning to connect this vibrant community of entrepreneurs around the globe. Imagine your favorite local boutique—we empower them to discover the finest products globally to stock their shelves. With the right tools and insights, we aim to level the playing field, enabling small businesses everywhere to compete against large box stores and e-commerce behemoths.By championing the growth of independent enterprises, Faire fosters positive economic impacts within local communities on a global scale. We are on the lookout for intelligent, resourceful, and passionate individuals to join us as we drive the shop-local movement. If you believe in the power of community, we invite you to be a part of ours.Role Description:Our Engineering organization is the backbone of our marketplace, responsible for the software that enables it to function seamlessly. The Product Security team empowers product engineering teams to create and deploy secure software solutions. We prioritize best engineering practices, striving to deliver software that is secure, thoroughly tested, easy to maintain, and capable of scaling to millions of users. We develop scalable, reusable frameworks, consult with product teams, leverage data-driven insights, and continually iterate on our practices.As a Senior Staff Software Engineer in Product Security, you will take on the role of technical lead for the Product Security domain. You will establish the long-term technical vision for integrating security within Faire’s application framework. Collaborating closely with Platform and Product Engineering teams, you will identify and mitigate security vulnerabilities, spearhead significant security initiatives, and mentor engineers across the organization to enhance secure engineering practices.Additionally, you will lead cross-functional programs to embed security deeply within our architecture, pipelines, and developer experience, effectively minimizing risk while maintaining development velocity.In this role, you will:Define the long-term technical strategy for application security at Faire, establishing scalable and developer-friendly frameworks and principles that facilitate secure development across all product areas.

Location: Toronto, Canada (open to applicants based in the US or Canada)Employment type: Full-time for US applicants; Independent Contractor for Canadian applicants Role overview The Chief of Staff for AI Innovation works directly with the Managing Director of AI, blending strategic planning with practical execution. This role shapes growth by designing and implementing AI-powered processes, building autonomous systems, and guiding the rollout of new solutions across the organization. Responsibilities go beyond the usual Chief of Staff scope. The position involves architecting scalable AI workflows, developing systems to support client transformation, and ensuring the AI solutions practice runs smoothly from concept through delivery. What you will do Collaborate closely with leadership to set and execute AI strategy Design and implement AI-driven processes and autonomous systems Lead organizational rollouts of new AI solutions and practices Support clients in adopting scalable, practical AI systems Oversee execution and ensure alignment across teams working on AI initiatives Who thrives here Strategic thinkers with hands-on experience in artificial intelligence Leaders who enjoy building new solutions and driving organizational change People who value feedback, learning, and high standards Those who want to help clients integrate AI in ways that fit their mission and values

About Rootly At Rootly, we are dedicated to becoming the preferred solution for organizations when incidents occur, enhancing reliability across the board. Our industry-leading incident management platform empowers companies globally to swiftly and effectively address incidents. We are not just revolutionizing an industry; we are pioneering a brand-new, multi-billion dollar segment and require exceptional talent to help us realize this ambitious vision. Our clients love Rootly. Fast-growing enterprises such as NVIDIA, Figma, Canva, Tripadvisor, and Squarespace depend on Rootly to streamline their critical incident management processes. They appreciate our user-friendly, enterprise-ready platform and our unique partnership model. Discover why we have earned 5-star reviews on G2. Our investors share our passion. Backed by esteemed funds including Y Combinator and prominent operators like the CTOs of Dropbox and GitHub, we are eager to share our comprehensive funding and profitability status during interviews. Transparency is integral to our culture; we conduct monthly financial reviews as a team to keep everyone informed about the company's health and share updates via our weekly changelog. About the Role We are seeking a Senior AI Engineer to spearhead the development of an innovative AI-driven reliability assistant. This role transcends traditional machine learning tasks; it focuses on LLM engineering and AI agent development, utilizing cutting-edge AI technologies (including LLMs, vector embeddings, semantic and hybrid search, and vector databases) to create a non-deterministic product that delivers significant value to engineers and accelerates incident resolution. As an early member of the engineering team at Rootly, you will have complete ownership of this initiative, playing a crucial part in shaping both the product and the company. If you excel in a dynamic environment that values rapid development, deployment, and iteration, this opportunity is perfect for you. What You'll Do Lead the creation of an AI-powered reliability assistant that extracts pertinent context from various data sources such as observability tools, GitHub, deployment histories, past incidents, and playbooks. Develop LLM-powered features that convert raw data into actionable insights for engineers managing incidents. Establish evaluation frameworks to assess AI performance in real-world scenarios.