Senior Software Engineer - AI-Driven Solutions at PolicyMe | Ontario

Role OverviewAt PolicyMe, we are dedicated to revolutionizing the insurance industry by making it more straightforward, accessible, and focused on the customer. Despite being a trillion-dollar market, the insurance sector has remained relatively untouched by digital transformation, and we aim to change that narrative. As a remote-first startup based in Toronto, we are on a mission to shape the future of insurance in Canada and beyond.We are in the process of developing an innovative product line designed to enhance the insurance broker experience through the power of AI and machine learning. As a Senior Software Engineer with a focus on AI-driven full-stack development, you will be integral to a pioneering team that designs and implements intelligent systems. Your work will automate manual processes and provide valuable data-driven insights.In this role, you will engage with both front-end and back-end development, contribute to AI/ML initiatives, and participate in architecture discussions, release planning, and broader engineering initiatives. Our technology stack includes Python, React, Redux, PostgreSQL, n8n, LangChain/LangGraph, and AWS, and we are always enthusiastic about integrating new tools and technologies to enhance our results.

Role OverviewAt PolicyMe, we are dedicated to transforming the insurance landscape, making it more straightforward, inclusive, and customer-centric. With the insurance sector being a $1 trillion industry that has largely evaded digital innovation, we are poised to lead this change. As a remote-first startup based in Toronto, we are in search of a Software Engineering Manager to spearhead the future of insurance across Canada and beyond.In this pivotal role, you will oversee and expand a high-performing team focused on developing an AI-driven product suite that revolutionizes the insurance experience. By utilizing state-of-the-art AI and machine learning technologies, your team will create innovative applications that align with PolicyMe's vision of becoming a leading insurance brand in Canada.Your leadership experience combined with your profound knowledge of AI engineering will be instrumental in guiding the team to architect scalable and secure AI systems. Under your stewardship, the team will leverage AI capabilities such as natural language processing, computer vision, and recommendation engines to develop groundbreaking products that enhance operational efficiency and provide data-driven insights. You will employ your technical acumen and leadership skills to help the team make strategic choices, optimize AI development frameworks, and uphold stringent practices for responsible AI deployment at scale.

Role OverviewJoin us on our mission to revolutionize the insurance sector by making it more user-friendly, accessible, and centered around customer needs. With a market worth over $1 trillion, the insurance industry has seen minimal digital transformation, and at PolicyMe, we are determined to lead this change. As a remote-first startup based in Toronto, we are seeking a visionary product leader to help shape the future of insurance in Canada and beyond.We are currently looking for a Staff Product Manager to take a pivotal role in our product team. This individual will be responsible for enhancing our post-sale customer experience, managing our customer account product, and developing essential internal products that are crucial for our company operations.This is a high-impact position that requires a blend of analytical skills, structured execution, and effective collaboration.

Wisedocs is a rapidly expanding AI platform revolutionizing the insurance claims analysis process. With approximately $20 million USD in funding, over 100 global team members, and more than 90 clients in North America and Australia, we're on a trajectory of doubling our revenue year over year.Founded by professionals who have intimately experienced the claims process, Wisedocs merges profound industry knowledge with cutting-edge AI trained on a wealth of over 100 million documents. Our platform transforms intricate medical records into straightforward, structured insights, all under the guidance of expert human oversight.Join our mission-driven team dedicated to creating intelligent products that simplify complexity, speed up decision-making, and deliver meaningful impacts when it matters most.Role OverviewWe are seeking a Senior Solutions Engineer to collaborate with customers, Sales, Product, and Services teams to architect and implement effective solutions for intricate enterprise scenarios.As we enhance our market presence, customer challenges are becoming increasingly complex and do not always align directly with our existing product capabilities. In this position, you will be tasked with crafting practical, high-impact solutions that integrate current offerings with potential innovations, playing a vital role in ensuring Wisedocs can adapt to complex customer requirements while maintaining scalability.This role is hands-on and collaborative, intertwining solution design, customer interaction, and cross-functional teamwork to guarantee successful outcomes. If you thrive on tackling real-world challenges, collaborating across teams, and transforming ambiguity into clear solutions, we would love to hear from you.Key ResponsibilitiesSolution Design & ExecutionConduct discovery sessions to comprehend customer workflows, constraints, and objectives.Create clear, practical solution strategies that leverage Wisedocs' capabilities.Transform ambiguous challenges into actionable solution frameworks.Ensure that proposed solutions deliver value to customers while remaining feasible for implementation.Customer EngagementLead solution-focused demonstrations, workshops, and proof-of-concept initiatives.Assist customers in understanding how Wisedocs integrates into their workflows and enhances outcomes.Build trust through a deep understanding of customer needs and use cases.Product CollaborationCollaborate with Product teams to provide grounded, actionable insights from customer interactions.Identify trends in enterprise use cases that inform product roadmap decisions.

Your Role in Transforming Global WorkAt Pebl, we empower organizations with our AI-driven Global Work Platform™, enabling seamless hiring, payroll, and employee management in over 185 countries. We alleviate complexities, mitigate risks, and eliminate bureaucratic hurdles, allowing businesses to scale confidently. With over a decade of expertise in compliance and local regulations, we help our clients grow rapidly while adhering to global standards.Your Impact Starts HereJoining Pebl means more than just a job; it’s about making a significant impact. Every individual contributes to our collective success, guided by our core values. Your efforts will directly influence our ability to compete and innovate in the global market.What We’re Looking For:We seek a talented Senior Software Engineer to enhance our Payroll Engineering team. In this pivotal role, you will be responsible for designing, developing, and scaling robust payroll solutions that are essential for customer engagement, retention, and acquisition. Collaborating closely with product managers, designers, and fellow engineers, you'll tackle challenging problems and deliver impactful features. You will take ownership of your work, prioritize code quality, and strike a balance between rapid development and long-term sustainability.Your Responsibilities:Collaborate with cross-functional teams to develop and deliver scalable, high-quality software solutions.Design, implement, and maintain applications and services utilizing TypeScript, Postgres, and AWS in a serverless architecture.Enhance existing systems and processes to optimize customer acquisition and retention strategies.Set an example by writing clean, maintainable code while also mentoring junior engineers and promoting a culture of learning.Participate in technical discussions, design reviews, and code reviews to uphold high engineering standards.Identify and troubleshoot complex issues in production environments.Keep abreast of emerging technologies and industry best practices to drive continuous improvement.

Role overview Lyft is seeking a Senior Software Engineer in Toronto, Canada to focus on AI-driven developer productivity. The position centers on building and refining tools that help engineers work more efficiently. The team explores new AI approaches to reduce friction and simplify everyday workflows for developers. What you will do Work closely with engineers, product managers, and cross-functional teams to identify challenges in the development process Design, build, and maintain software that applies AI to improve developer effectiveness Implement new features and enhancements that streamline and accelerate development Share ideas and technical insight to influence how Lyft’s engineering teams operate Impact This role has a direct effect on Lyft’s internal tools and engineering practices. The work supports teams across the company, making it easier for them to deliver high-quality software.

Join the Government of Ontario as a Solutions Development Software Specialist specializing in .NET technologies. In this role, you will collaborate with cross-functional teams to deliver innovative software solutions that enhance government operations and services. Your expertise will drive the development and deployment of robust applications while ensuring compliance with industry standards.

Join Palona as an AI Software Engineer and unleash your potential in a dynamic startup environment. We are looking for a talented individual with a strong background in developing comprehensive, end-to-end AI products from the ground up. In this role, you will have the opportunity to design, develop, and deploy autonomous AI systems, taking them from initial concept through to production. Ideal candidates are quick learners who thrive on challenges and have successfully delivered AI solutions independently in fast-paced, resource-constrained settings.Key Responsibilities Develop and ship sophisticated end-to-end AI products and intelligent agents from inception to deployment. Design autonomous systems and multi-agent frameworks that address intricate challenges. Focus on the reliability and performance of deployed AI agents. Rapidly prototype and refine AI solutions in an agile startup environment. Assume full ownership of projects and drive them to successful completion with minimal oversight. Integrate cutting-edge AI models (such as LLMs and computer vision technologies) into production-grade applications.

Klue develops competitive intelligence solutions for businesses, with a growing engineering team in Toronto. The Senior Software Engineer, AI, will help shape the next generation of LLM-powered agents and advanced search systems. Role overview This position centers on designing and optimizing backend systems for agentic workflows. The work involves retrieval-augmented generation (RAG), dense retrieval, query understanding, and agentic reasoning. The goal is to deliver fast, accurate, and reliable search experiences for Klue's clients. What you will do Develop and deploy backend systems that support agentic workflows. Build retrieval pipelines, orchestration layers, and multi-step agent architectures to transform large volumes of competitive data, news, press releases, web updates, Slack, email, reviews, and CRM information, into actionable intelligence. Lead evaluation of agentic systems. Create and maintain automated, offline, and human-in-the-loop evaluation frameworks. Define success metrics and build infrastructure for continuous measurement of relevance, quality, latency, and task success. Design and refine retrieval and ranking systems. Work across hybrid retrieval, re-ranking, query rewriting, and post-retrieval synthesis. Balance trade-offs between BM25, dense retrieval, and hybrid methods to ensure agents provide timely and relevant information. Enhance LLM-powered workflows. Improve prompt design, retrieval strategies, caching, and latency to make agent responses faster, more accurate, and more reliable in production. Prioritize customer-centric development. Connect technical decisions to customer outcomes. Use insights from customer interactions to guide feature prioritization and improvements, adopting an iterative approach and measuring impact. Location This position is based in Toronto, Ontario. Learn more about Klue at klue.com.

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.

ShyftLabs delivers data-driven digital products for Fortune 500 clients, working across industries to create measurable business results. Since 2020, the company has grown teams in Canada, the U.S., and India, and values people who turn ambitious ideas into practical solutions. Role overview The Senior AI Engineer position is based in Toronto and focuses on building and deploying AI-powered features in production environments. This is a hands-on engineering role, working closely with Product, Architecture, and other engineering teams to deliver intelligent capabilities for ShyftLabs’ data-centric platforms. The role also involves contributing to the backend infrastructure that supports these products, with an emphasis on scalability and reliability. What you will do Design, build, and deploy AI and machine learning features directly into production systems Work with cross-functional teams to integrate intelligent functionality into new platforms Help develop backend platforms, focusing on scalability and resilience Requirements Significant experience in AI or machine learning engineering Strong skills in backend development Experience with fine-tuning large language model integrations Ability to design resilient APIs or event-driven services

Join policyme as a Business Development Representative and play a pivotal role in driving our growth from the comfort of your home! We’re looking for a dynamic and motivated individual who is passionate about sales and eager to make a difference in the insurance industry. In this role, you will engage with potential clients, understand their needs, and promote our innovative life insurance solutions. Your success will be driven by your ability to connect with prospects, generate leads, and close deals while receiving ongoing support from our experienced team. This is a fantastic opportunity for someone looking to grow their career in a fully remote environment.

At Tenstorrent, we are at the forefront of pioneering AI technology, setting new standards for performance, usability, and cost-effectiveness. As AI reshapes the technological landscape, our solutions are evolving to integrate advancements in software models, compilers, platforms, networking, and semiconductors. Our talented team has designed a high-performance RISC-V CPU from the ground up, driven by a passion for AI and a commitment to building the leading AI platform. We prioritize collaboration, curiosity, and tackling challenging problems, and we are expanding our team to include contributors of all experience levels.Become a vital part of the team transforming AI computing at Tenstorrent. You will engage with TT-Forge, our MLIR-based compiler that allows developers to optimize AI workloads across all configurations of Tenstorrent hardware using an open-source, efficient, and versatile compiler. You will be at the cutting edge of the AI hardware revolution, contributing to compiler technologies that expand the horizons of what’s achievable.This position offers a hybrid work environment based in Toronto, ON.We encourage applications from candidates with varying levels of experience. During the interview process, we will assess candidates to determine the appropriate level, and offers will align accordingly.

Rivian and Volkswagen Group Technologies have joined forces to advance the future of electric vehicles. This partnership brings together deep expertise in automotive engineering, software, and cloud connectivity. The focus is on building technology that sets new standards for software-defined vehicles worldwide, with an emphasis on AI, connectivity, and security. Role overview The Senior Software Engineer - AI Platform will lead architectural design and strategic development for the GenAI platform. This position centers on integrating large language models (LLMs) into both internal and customer-facing applications at scale. The aim is to drive cognitive automation, streamline workflows, and support better decision-making across the organization. What you will do Design and develop AI-driven applications using large language models. Integrate LLMs into production systems for both internal teams and external customers. Establish best practices for building distributed systems that are resilient, scalable, and observable. Deliver production-grade tools that are reliable and maintainable. Location This role is based in Toronto, Ontario.

About KeyfactorAt Keyfactor, we are dedicated to creating a connected society grounded in trust, offering identity-first security solutions for every individual and machine. With our expertise in cybersecurity, we empower organizations to swiftly build and sustain digital trust on a large scale. Trusted by over 1,500 companies worldwide, Keyfactor is consistently recognized as a premier workplace thanks to our remarkable team that fosters a thriving culture. Join us and trust your future with Keyfactor!Position Overview:As a Senior Solutions Engineer, you will spearhead the technical strategy for key enterprise accounts adopting our AgileSec Cryptographic Posture Management (CPM) platform. Your role will be pivotal in defining CPM architectures, guiding clients through discovery, inventory, governance, and remediation phases, and ensuring seamless deployment in complex enterprise environments. You will support strategic sales by translating cryptographic risks and regulatory requirements into scalable adoption roadmaps aligned with our product capabilities and long-term expansion goals.

The Ministry of the Government of Ontario is seeking a talented and driven Solutions Development Programmer/Developer to join our team. In this role, you will have the opportunity to contribute to meaningful projects that impact the community, utilizing your programming expertise to develop innovative software solutions.The ideal candidate will be proficient in various programming languages and technologies, with a passion for problem-solving and a commitment to delivering high-quality solutions.

Role overview Ontario Transit Group is hiring a GIS & AI Analytics Engineer based in Toronto. The position centers on using Geographic Information Systems (GIS) and Artificial Intelligence (AI) to enhance transportation solutions throughout the organization. What you will do Create analytical models and visualizations to inform data-driven decisions for transit operations. Contribute to digital delivery projects that aim to boost efficiency and improve the customer experience. Collaborate with teams from different disciplines to support technology adoption in transit planning and operations. Impact The work in this role supports the development of smarter, more efficient transit systems, helping to deliver better service for riders across Ontario.

CoLab Software supports mechanical engineering teams as they bring products to market. The company’s AI-driven platform helps teams capture design feedback, document decisions, and build a shared knowledge base. This approach allows engineering groups to identify issues earlier in the design process and reduce repeated mistakes on future projects. Organizations such as Ford, Komatsu, and Johnson Controls rely on CoLab to address challenges sooner, minimize rework, and accelerate product launches. Founded in St. John's, Newfoundland, CoLab signed its first customer in 2019 and has grown rapidly since then. The company has been recognized on Deloitte’s Fast 50™ and Fast 500™ lists. Media outlets including The Globe and Mail and the Financial Post have also named CoLab as a Canadian company to watch.

Join Netomi as a Senior Solution Engineer, where your expertise will play a vital role in shaping and delivering innovative solutions to our clients. You will engage with cross-functional teams to design, implement, and optimize our cutting-edge AI-driven products. We seek a dynamic professional who thrives in a fast-paced environment and is passionate about leveraging technology to enhance customer experiences.

Empower Every Identity, from AI to HumanAt Okta, we believe that identity is the cornerstone of unlocking AI's full potential. Our mission is to provide a secure, neutral infrastructure that allows organizations to thrive in this new era. This role requires a deep commitment to tackling complex challenges that have real-world implications. We are seeking innovative builders and owners who act swiftly and execute with precision.This is your chance to engage in work that defines your career. We are fully dedicated to this mission, and if you share our enthusiasm, we want to hear from you.At Okta, exceptional technology is the product of exceptional individuals, and we continually seek team members who bring energy, passion, commitment, and collaboration. These traits have been pivotal in shaping Okta into the outstanding company it is today.What do we create? Auth0 is an authentication and authorization platform crafted by developers, for developers. Our goal is to ensure user logins are safe, secure, and seamless. We aim to protect the world's identities, enabling innovators to innovate—a significant endeavor that relies heavily on teamwork.We are currently in search of a Senior Software Engineer to join our elite Extensibility Engineering team. You'll play a critical role in enhancing our ultra-low latency, secure, and scalable platform for executing untrusted code. This position offers the opportunity to make a substantial impact on the foundation of Auth0's ecosystem, benefiting our customers and partners immensely.