Freelance DevOps Engineer (Automation Systems) - AI Trainer

Jobgether is seeking an AI Automation Specialist/Engineer to join a fully remote team in Canada. This role centers on developing and refining automation that supports legal operations, with a particular emphasis on streamlining lead generation and client acquisition processes. Key Responsibilities Design and build AI-powered automation systems that handle lead generation, data processing, and workflows for acquiring new clients. Extract, organize, and enhance data from various sources, ensuring smooth integration with CRM and outreach tools. Spot opportunities to automate steps across the entire lead lifecycle, from initial data intake through to client engagement. Work closely with leadership to transform automation ideas into scalable, production-ready solutions. Requirements Proven technical skills in automation engineering, data management, and integrating systems. Background in designing and deploying AI-driven solutions for workflow and data-related challenges. Strong problem-solving abilities and a track record of delivering reliable, efficient systems. Located in Canada and comfortable working entirely remotely.

Join Our Team as an AI Automation Engineer!Aspire Software is excited to welcome an AI Automation Engineer to our vibrant team in Toronto!About the PositionIn this role, you will be instrumental in designing, developing, and deploying AI agents that revolutionize the operations of our portfolio companies or evolve into standalone products that provide value to our customers.This is a hands-on position where you will collaborate directly with teams across Aspire Software, gaining insights into their operations and creating AI solutions to enhance tasks such as customer service, sales outreach, onboarding, and documentation. Your work will not only streamline workflows within Aspire’s portfolio but also contribute to the creation of innovative, revenue-generating products for our clients.About Aspire Software: Aspire Software is a dedicated operating group of Valsoft Corporation, committed to long-term investment in vertical market software businesses. We acquire and nurture software companies with a focus on sustainable growth, autonomy, and lasting value creation. Our mission is to empower vertical market software businesses globally, enabling them to thrive independently.We are open to candidates within commuting distance of our Toronto office, utilizing a hybrid work model!Your ResponsibilitiesDevelop Internal AI Agent TeamsCreate and implement AI agents for operational tasks across Aspire Software and its portfolio, including customer support, sales outreach, onboarding automation, marketing workflows, and engineering maintenance.Assess the impact of your solutions by measuring labor hours saved and increased team output.Engage with portfolio company operators to pinpoint the most valuable automation opportunities.Develop External AI ProductsInnovate AI-driven products like vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to the needs of Aspire’s vertical markets.Take ownership of the product lifecycle from prototype to launch, ensuring we reach our first paying customers.Launch and EnhanceAccelerate the process from ideation to minimum viable product (MVP) and full production.Conduct beta tests with actual users, gather feedback, and continuously refine your products.Work collaboratively with cross-functional teams, including product management, engineering, and marketing.Your ProfileWhat You BringA proven history of building successful products, tools, or projects that have been launched.

** English version will follow**ABOUT PLUSGRADE:At Plusgrade, we believe that travel transcends mere destinations; it's about the memories we forge along the way. Our mission is to transform the future of travel by partnering with over 250 airlines, hotels, cruise lines, rail networks, and financial services to create significant new revenue sources through exceptional customer experiences. Rooted in our core values of ambition, innovation, and collaboration, we consistently strive to push boundaries, exceed expectations, and leverage the best in everyone. We cultivate a culture that values unity, working together to build an extraordinary future in the travel industry. Join us in turning everyday journeys into truly remarkable experiences.ABOUT THE ROLEAs a Senior Integration Specialist within the Enterprise Systems and Information Security team, you will be the iPaaS platform expert that empowers Plusgrade teams to build effective automations. You will configure the platform, establish best practices, and support developers in their implementation work—ensuring they have the right tools, templates, and advice to excel.Your focus will be on platform excellence. While developers implement workflows, you will be responsible for configuring the platform, reusable components, and standards that ensure their success. You will train, guide, and assist in troubleshooting when they encounter obstacles. Your success will be measured by how effectively the organization can build and maintain automations using the iPaaS platform.WHAT YOU WILL DOReporting to the Director of AI and Automation Solutions, you will:- Configure and maintain the iPaaS platform (workspace structure, environments, security policies, naming conventions)- Create reusable templates, shared components, and best practice guides that enhance developer productivity- Provide technical guidance and troubleshooting support to teams implementing iPaaS workflows- Implement platform monitoring, alerts, and health dashboards to ensure reliability- Train and mentor developers on iPaaS capabilities, models, and standards.

Join Wabtec Corporation as an Automation Specialist where you will play a vital role in optimizing and enhancing our automation processes. You will be responsible for developing and implementing innovative automation solutions that improve efficiency, reduce costs, and enhance productivity across our operations.

Join Our Team as an AI Automation Engineer!Aspire Software is on the lookout for a talented AI Automation Engineer to become a crucial part of our dynamic team in Canada! In this exciting role, you will have the opportunity to design, develop, and deploy AI agents that will revolutionize the operational processes of our portfolio companies, as well as create standalone products that deliver value to our customers.Role OverviewThis is not a research position. You will be embedded within Aspire Software, collaborating closely with our portfolio company teams to understand their operational challenges and build AI agents that manage real tasks, including customer service, sales outreach, onboarding, documentation, and more. Your work will directly replace manual workflows and may also lead to the launch of new revenue-generating products for our customers.About Aspire SoftwareAspire Software operates under Valsoft Corporation, a steadfast investor in vertical market software businesses. Our mission is to acquire and manage software companies with a long-term ownership perspective, fostering autonomy, disciplined growth, and the creation of lasting value. We empower vertical market software businesses globally, enabling them to scale sustainably while preserving their entrepreneurial spirit.Why Join Us?The successful candidate can work remotely from anywhere in Canada! Your Daily ResponsibilitiesInternal AI Agent DevelopmentDesign and implement AI agents to streamline operational tasks across Aspire Software and its portfolio companies, covering customer support (tiers 1 and 2), sales development, onboarding automation, marketing workflows, and engineering maintenance.Assess the impact of your work through metrics like hours of labor saved and improved team productivity.Collaborate with portfolio company operators to pinpoint the highest value automation opportunities.External AI Product DevelopmentCreate innovative AI-powered products such as vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to our vertical markets.Take ownership of the product lifecycle from prototype to launch, including acquiring your first paying customers.Rapid Deployment and IterationQuickly transition from idea to minimum viable product (MVP) to full production.Conduct beta tests with real users, gather feedback, and continuously improve.Work collaboratively across product, engineering, and go-to-market teams.Your QualificationsWhat You Bring to the RoleA proven history of developing products, tools, projects, startups, or side projects that successfully launched.Strong expertise in AI and machine learning concepts, programming languages, and development frameworks relevant to automation.

About the Team The Quality & Operation Department at Huawei Canada supports key areas including Procurement, Finance, and IT services. The team focuses on solving complex problems efficiently and upholding high standards for quality and operational performance. Role Overview This is a 12-month contract position based in Markham, Ontario. The AI-Driven Software & Automation Engineer will work on projects that improve internal tools and automate business processes across the organization. Main Responsibilities Design and build internal software tools and plugins to streamline business operations. Research and integrate AI-assisted development tools such as Claude Code, Codex, GitHub Copilot, or custom large language model agents to automate standard programming tasks and increase productivity. Develop and maintain automation pipelines and scripts using Python and Shell for server maintenance, system improvements, and virtual machine troubleshooting. Document tool architecture, development workflows, and troubleshooting steps to support the internal technical knowledge base. Compensation The annual compensation for this contract (based on 2,080 hours per year) ranges from $48,000 to $94,000. Actual pay depends on qualifications, experience, and demonstrated skills.

Join Reddit as a Senior Technology Risk and AI Automation Specialist, where you will play a vital role in enhancing our technology risk management processes. You will leverage innovative AI automation solutions to identify, assess, and mitigate risks associated with our technology infrastructure. This position is perfect for a forward-thinking individual who thrives in a fast-paced environment and is eager to contribute to the safety and security of our platform.

Join our innovative team and help revolutionize over 150 software companies with cutting-edge AI solutions!ABOUT VALSOFT:Valsoft Corp is a leading global company dedicated to acquiring and nurturing mission-critical vertical market software firms. Since our inception in 2015, we have successfully built a diverse portfolio of over 150 companies across more than 30 industries, employing over 4,000 talented individuals in over 20 countries.As we continue to grow, we are committed to creating an AI-native environment for every business in our expansive portfolio. We're currently seeking motivated professionals to join us in our mission, where you'll be matched with a specific business that aligns with your skills, enabling you to make a significant impact from day one and providing opportunities to collaborate across multiple businesses over time.THE OPPORTUNITY:At Valsoft, our engineers tackle the most challenging problems by embedding themselves directly within our portfolio companies. You will work closely with operators, product teams, and customers to address complex, high-stakes challenges that require hands-on solutions.As an AI Automation Engineer, your mission will be to optimize business operations from end to end. Your focus will be on refining product, internal operations, customer experience, and back-office processes. If it’s manual and repeatable, it’s your challenge to automate. This is not a consultancy role; you will build and deliver real solutions.Key Responsibilities:Integrate with portfolio companies to assess their workflows across all departments, identifying areas ripe for automation.Transform messy, manual processes into streamlined, reliable automated systems using AI, no-code solutions, custom coding, or any effective method available.Conduct stakeholder interviews, process mapping, and root cause diagnosis before implementing solutions.Develop and deploy automation solutions across operations, sales, customer support, reporting, and internal tools.Oversee the complete delivery lifecycle: scoping, building, shipping, measuring, and refining.Collaborate with company leadership to prioritize development efforts and communicate the return on investment clearly.Adapt to work across various portfolio companies over time, creating a repeatable playbook for successful implementations. Qualifications:Demonstrated experience in automating real business workflows, delivering solutions that have been effectively implemented.Proficient in various automation tools, with the ability to select the right tool for the job (e.g., Make, Zapier, n8n, custom code, or AI agents).Strong technical background capable of producing production-quality solutions rather than just prototypes.Excellent problem-framing skills, asking the right questions before jumping to solutions.Comfortable with ambiguity, thriving in situations where problems are not clearly defined.Strong communication skills, able to articulate technical concepts and their value to non-technical leaders.Self-motivated individual who operates swiftly and enhances systems effectively.

AI Automation EngineerJoin the Aspire Software team as we innovate and grow in Montreal!Role OverviewAs an AI Automation Engineer at Aspire Software, you will play a pivotal role in designing, developing, and deploying AI agents that enhance operational efficiencies for our portfolio companies or serve as independent products for our clients. This position is not research-focused; rather, you will immerse yourself in the operations of Aspire Software and its partner companies to create AI solutions that streamline processes such as customer service, sales outreach, onboarding, and documentation.Your contributions will not only replace existing manual workflows but will also pave the way for new revenue-generating products that will be marketed to our customer bases. You will deliver impactful solutions to actual users!About Aspire Software: A proud operating group under Valsoft Corporation, Aspire Software is dedicated to acquiring and managing vertical market software companies with a long-term investment perspective. We prioritize autonomy, sustainable growth, and enduring value creation, allowing our partners to thrive while retaining their entrepreneurial spirit.The ideal candidate will work from a flexible location within commuting distance of our Saint-Laurent, Montreal office in a hybrid work model!Your Responsibilities:Build Internal AI Agent TeamsDesign and implement AI agents that facilitate operational tasks across Aspire Software and its partner companies, including customer support, sales outreach, onboarding automation, and content management.Evaluate the impact of your solutions by measuring labor hours saved and productivity enhancements.Collaborate closely with portfolio company operators to identify the most valuable automation opportunities.Develop External AI ProductsCreate innovative AI-driven products, including voice agents, AI copilots, workflow automation tools, and documentation systems specifically for Aspire's vertical markets.Oversee the product lifecycle from prototyping to launch, ensuring customer acquisition and satisfaction.Deliver and RefineRapidly transition from concept to MVP to production.Conduct beta testing with real users, collect feedback, and continuously enhance your solutions.Engage in cross-functional collaboration with product, engineering, and marketing teams.Your Profile:Qualifications:A proven history of developing products, tools, or projects, whether through professional experience or personal initiatives.Strong analytical and problem-solving skills.Excellent communication and collaboration abilities.Experience in AI technologies and automation is a plus.

Hello! We appreciate your interest! Are you on the lookout for an exciting new role or simply exploring the dynamic landscape of AI and automation? If so, you may have found the perfect opportunity! Lightspeed is on the hunt for an AI Enablement Specialist to become a driving force behind our Enterprise Search & No-Code Agentic AI Platform. In this hybrid position, you will report directly to the Head of IT, balancing technical execution with business integration to foster a transformative Agent-Powered Workforce. Your role will be pivotal in delivering comprehensive training, facilitating advanced technical enablement, and guiding teams to discover and assess impactful AI use cases through our innovative AI Labs methodology. Your responsibilities will include: Championing the successful implementation of Project Sidekick throughout the organization.Providing Level 2/3 technical support for intricate issues related to agent development, workflow logic, and tool integrations.Assisting with platform configuration and connector integrations (e.g., Google Workspace, Slack, ServiceNow), ensuring permission accuracy and effective data ingestion.Developing, testing, and refining proof-of-concept (POC) No-Code Agents to showcase feasibility and business benefits.Maintaining in-depth knowledge of the Agent Builder environment and associated productivity tools (e.g., Atlassian, Miro, Monday.com).Designing and delivering impactful training programs focused on advanced Enterprise Search and agent utilization.Training and overseeing a network of internal “AI Champions” to enhance adoption across various departments.Collaborating with People & Culture and Communications to implement internal marketing initiatives that promote awareness and highlight successful use cases.Conducting AI Labs workshops, guiding teams through mapping workflows and identifying pain points.Validating and refining AI use cases by converting business needs into measurable, feasible Agent requirements.Managing and prioritizing the Agentic AI backlog, aligning initiatives with high-value, repeatable tasks identified through AI Labs.Contributing to the broader IT team's efforts to achieve organizational goals, even when it encompasses tasks beyond your immediate role.

Hello and welcome! Are you on the lookout for an exciting new role, or simply curious about the latest advancements in AI and automation? If so, you've come to the right place! Lightspeed is in search of an AI Enablement Specialist, who will take on a pivotal role as the hands-on advocate for our Enterprise Search & No-Code Agentic AI Platform. Reporting directly to the Head of IT, this hybrid position is designed to bridge the gap between technical implementation and business integration, spearheading the transition towards an Agent-Powered Workforce. Your contributions will include delivering expert training, facilitating advanced technical enablement, and assisting teams in identifying and validating impactful AI use cases through our AI Labs methodology. Your Key Responsibilities: Deliver Level 2/3 technical enablement for intricate issues related to AI agent development, workflow logic, and tool integrations. Support the organization with platform configuration and connector integrations (e.g., Google Workspace, Slack, ServiceNow), ensuring data accuracy and permission fidelity. Build, test, and iterate proof-of-concept (POC) No-Code Agents to showcase feasibility and business value. Manage and prioritize the Agentic AI backlog, aligning projects with high-value, repeatable tasks identified through AI Labs. Facilitate the successful adoption of Project Sidekick across the organization. Maintain expert-level knowledge of the Agent Builder environment and associated productivity tools (e.g., Atlassian, Miro, Monday.com). Design, develop, and deliver impactful training curricula focused on advanced Enterprise Search and agent utilization. Train and manage a decentralized network of internal “AI Champions” to foster adoption across various departments. Collaborate with P&C and Communications to implement internal marketing strategies that heighten awareness and demonstrate successful use cases. Conduct AI Labs workshops, facilitating teams in workflow mapping and pain point identification. Validate and qualify AI use cases by translating business needs into actionable, technically feasible Agent requirements. Contribute as part of the wider IT team to achieve overarching organizational goals, even when they extend beyond the immediate role.

Toloka AI seeks a civil engineer with strong Python programming skills to join as a freelance AI trainer. This contract position is fully remote and open to candidates based in Manitoba, Canada. Role overview This role combines civil engineering expertise with Python development to support projects focused on training artificial intelligence systems. The position involves collaborating with team members and contributing technical insights that influence project direction. What you will do Apply civil engineering knowledge and Python programming to AI training projects Work with team members to refine and improve AI models Offer technical insights that help shape project outcomes Location This is a remote role for candidates located in Manitoba, Canada.

Join Cloudpipe as a QA Automation Specialist and embark on an exhilarating career focused on designing and implementing cutting-edge automation solutions for our clients. Your role will involve creating and optimizing automation frameworks, enhancing processes, and utilizing advanced toolsets. You will implement innovative automation strategies, measure ROI, and establish supportive teams and processes for sustainable service maintenance. Your focus will encompass both traditional and emerging automation domains, including mobile, agile, and advanced data automation.Key Responsibilities:• Collaborate with project teams, clients, and business stakeholders to define test scopes and create scripts for each testing cycle, along with requisite resource allocation for execution.• Proactively identify and resolve quality and testing challenges throughout the project lifecycle.• Demonstrate strong proficiency with testing tools such as Selenium, HP Quality Centre, LoadRunner (GUI Test Automation Tools), QTP, Performance Centre, Grinder, and JMeter.• Define, write, execute, and review test scripts effectively.• Plan and document software test automation, including test design and execution.• Utilize Java (or another object-oriented programming language) and scripting languages as necessary.• Design and implement advanced Automation Frameworks (e.g., TestNG, Selenium).• Configure and set up supporting automation toolsets.

At Grafana Labs, we are a remote-first, open-source leader, empowering over 20 million users globally with our renowned Grafana visualization tool. Our dashboards are deployed in diverse environments, from NASA launches to the Tour de France, and we assist more than 3,000 organizations, including industry giants like Bloomberg and JPMorgan Chase, in optimizing their observability strategies through our Grafana LGTM Stack.As we expand rapidly, we remain committed to our core values: a robust open-source foundation, a collaborative global culture, and a drive for impactful work. Our team excels in an innovative atmosphere where transparency, autonomy, and trust are paramount.If you find this role intriguing, we encourage you to apply, even if you don't meet all the criteria. This could be a pivotal opportunity in your career.This is a remote opportunity for candidates in Canada time zones only.Position Overview: Senior Software Engineer - AI and AutomationOpportunity: We are seeking a talented Senior Software Engineer to join our Revenue Operations team. Your focus will be on developing AI-driven internal tools and automated workflows tailored for our Go-To-Market (GTM) teams. You will be responsible for the technical infrastructure that enables automation across Sales, Customer Success, and Marketing.You will architect systems that empower every member of the GTM team. As a systems builder and problem solver, you will identify operational bottlenecks, design automated solutions utilizing LLM APIs and orchestration frameworks, and deliver tools that enhance productivity. Your contributions will directly influence the scalability of Grafana's GTM organization. Collaborating closely with Data Engineering, GTM Systems, Field Operations, and GTM leadership, you'll create scalable, self-service automation that minimizes manual tasks and enhances intelligence.

Join Us in Revolutionizing the Grocery IndustryAt Instacart, we believe that everyone deserves access to the food they love, fostering connections through shared meals. While others see a straightforward need for grocery delivery, we recognize the intricate opportunities to better serve our diverse community. Our essential service provides customers with the groceries and household items they depend on, while also creating flexible earning opportunities for Instacart Personal Shoppers.As a crucial support for millions, we are expanding our team to further propel our mission. If you are ready to take on a transformative role, we welcome you to our table.Embrace Flexibility with InstacartOur approach is not one-size-fits-all; we empower our employees to choose where they can perform their best work—whether from home, an office, or even a local coffee shop—while fostering a sense of community through regular in-person events. Discover more about our flexible work culture. Role OverviewThe Commercial Scaled Intelligence (CSI) team is dedicated to leveraging AI to deliver actionable insights and scalable automation, driving revenue growth and operational excellence across our organization. Our focus includes intelligence generation, predictive analytics, and workflow automation, all aimed at empowering data-driven decision-making and enhancing commercial performance.We seek an AI Automation Lead to architect and scale intelligent automation solutions that revolutionize our Commercial operations. In this role, you will define the technical strategy for AI-driven workflows, mentor team members, and collaborate with Commercial leadership (Sales, Partnerships, Operations) to identify automation opportunities that yield significant revenue impacts.This position is well-suited for an individual with 5–8 years of experience in data engineering, automation, or platform engineering, eager to drive AI initiatives that integrate technology, business processes, and operational enhancements.

Jetson Home Inc. seeks a Procurement, Process & Automation Specialist to join the team in North Vancouver, Canada. This position combines direct purchasing responsibilities with the development and rollout of automation tools. The work supports Jetson’s commitment to installing more heat pumps, serving homeowners efficiently, and advancing a fully electric, sustainable future. Key Responsibilities Oversee daily purchasing tasks, including sourcing quality materials and managing inventory levels Identify and build relationships with reliable suppliers, negotiate terms, and ensure timely procurement Maintain and improve procurement data accuracy and efficiency Analyze manual workflows to find opportunities for automation Work with teams across Jetson to implement AI-driven procurement solutions Contribute to designing and launching systems that help procurement operations scale What Helps You Succeed Background in procurement and process improvement Strong interest in AI and automation technologies Ability to handle both purchase order processing and system-building from the ground up Comfort working with data and collaborating across teams This role offers a chance to influence Jetson’s procurement approach, blending practical purchasing with the challenge of creating smarter, AI-enhanced processes.

We are seeking a highly skilled Senior Tech Risk and AI Automation Specialist to join our innovative team at Reddit. In this pivotal role, you will leverage your expertise in technology risk management and artificial intelligence automation to enhance our operational efficiencies and ensure robust risk frameworks.As a key contributor, you will collaborate with cross-functional teams to identify potential risks associated with our technology initiatives and develop automated solutions that streamline processes. Your insights will be instrumental in shaping our risk management strategies and driving the adoption of AI technologies.

Join Us at Emburse: At Emburse, we invite you to not just envision the future but to actively participate in crafting it. As a pioneering force in travel and expense management solutions, we are dedicated to shaping a world where technology enhances business performance and fosters remarkable outcomes. Our AI-driven platform empowers organizations to modernize their financial processes, enhance transparency, and optimize expenditures throughout their operations.The role of AI Automation Analyst (Claude) is crucial in designing, developing, and expanding AI-powered workflows that utilize Claude to enhance efficiency, uniformity, and customer satisfaction across our Customer Experience (CX) divisions. This position serves as the primary steward of automation projects, pinpointing high-impact opportunities and transforming them into operational workflows that support our Customer Success, Support, Renewals, Sales, and Operations teams. The analyst will collaborate with various departments to implement AI capabilities, ensuring that our solutions align with key business objectives such as productivity improvements, Customer Satisfaction (CSAT) enhancements, revenue growth, and churn mitigation. Additionally, this role will establish governance frameworks, best practices, and performance metrics for AI-driven automation initiatives.

Join Grafana Labs, a leader in open-source innovation with over 20 million global users utilizing our visualization tools to monitor diverse phenomena, from beehives to the climate. Our dashboards are proudly displayed at prestigious events like NASA launches, Minecraft HQ, Wimbledon, and the Tour de France. We empower over 3,000 businesses, including major players like Bloomberg, JPMorgan Chase, and eBay, to optimize their observability strategies through the Grafana LGTM Stack. This can be utilized via Grafana Cloud or self-managed with the Grafana Enterprise Stack, featuring scalable metrics (Grafana Mimir), logs (Grafana Loki), and traces (Grafana Tempo).As a rapidly growing, remote-first company, we are committed to fostering an open-source legacy and a collaborative global culture. Our team thrives in an innovative environment where transparency, autonomy, and trust are paramount.If this position excites you, we encourage you to apply even if you don’t meet every requirement. This could be a career-defining opportunity.This position is exclusively remote, and we welcome applications from candidates residing in Canada, excluding Quebec.The OpportunityWe are looking for a Staff GTM Engineer (AI & Automation) to lead the development of our next-generation AI agents and workflow systems. You will primarily focus on coding—designing multi-agent architectures, integrating LLM APIs, constructing data pipelines, and creating automation that operates around the clock across Marketing, RevOps, and SDR teams. This role is ideal for a builder enthusiastic about the intersection of AI, automation, and business growth.Your responsibilities will include executing the AI growth roadmap and developing internal capabilities and integrations to enhance marketing and operational workflows across teams. You'll implement multi-agent systems that yield results across Marketing, RevOps, and SDR teams. With your strong technical skills and focus on execution, you'll deliver AI-driven solutions that transform business challenges into automated systems, driving measurable ROI, accelerating growth, and enhancing team effectiveness.This hands-on role involves 60-70% coding and systems development, with 30-40% dedicated to operational enablement (requirements gathering, documentation, training, etc.).