Senior Technical Project Manager

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.

As a Workplace AI Enablement Specialist at Alimentiv, you will play a pivotal role in driving the integration of artificial intelligence tools throughout our organization. Your primary responsibilities will include delivering structured training, offering practical guidance, and providing implementation support to employees at all levels. Acting as the main point of contact between our technology teams and end users, you will translate complex technical capabilities into user-friendly resources and workflows. This position operates at the dynamic intersection of technology and human interaction, utilizing accessible AI platforms and no-code tools to prototype and showcase innovative solutions — rather than developing or maintaining production systems. Reporting directly to the VP of IT Operations, Security & Workplace AI, you will significantly contribute to Alimentiv's AI governance initiatives and enhance our organizational capabilities.

Wisedocs is an innovative and rapidly expanding AI platform dedicated to revolutionizing the way insurance companies analyze claims. With approximately $20 million USD raised, a diverse global team of over 100 members, and a growing clientele of more than 90 customers across North America and Australia, we are on a trajectory to double our revenue year over year.Founded by industry experts who understand the intricacies of the claims process, Wisedocs merges extensive domain expertise with cutting-edge AI technology trained on over 100 million documents. Our platform simplifies complex medical records into clear, structured insights—supported by expert human oversight.Join our mission-driven team as we develop intelligent products that simplify complexity, expedite decision-making, and generate meaningful impact when it is most critical.Role SummaryWe are seeking a Customer Enablement Specialist to enhance and expand how our customers engage with and derive value from our platform. This role is integral to our Customer Success team, overseeing our self-service content experience—from governance of the knowledge base to the creation of short-form videos and task-based guides. Your mission will be to facilitate independent product adoption by our customers at their own pace.Our platform caters to various user personas (adjusters, paralegals, lawyers, IME Doctors, nurse evaluators, and clerical staff) within complex enterprise organizations. Therefore, the content must be tailored to specific personas and workflows: modular, appropriately sized, and scalable alongside our product. While live training for strategic accounts is part of the role, the primary focus will be on scalable, self-service enablement.Looking forward, we are exploring the integration of a Learning Management System (LMS) to further structure and enhance learning paths—this role will be pivotal in that transition.Key ResponsibilitiesTake ownership of the self-service enablement experience.Manage the structure, quality, and governance of our knowledge base—including taxonomy, templates, style standards, and release updates.Create diverse short-form content: articles, quick-start guides, GIFs, brief videos, and task-based job aids.Convert product features and workflows into clear, persona-specific content tailored for each user type (adjusters, legal, clinical, clerical).Design persona-focused content and learning pathsDevelop learning paths aligned with real workflows—covering onboarding, new feature rollouts, and common how-to tasks—properly scoped with clear objectives and actionable steps.Collaborate with Product, Support, and Customer Success teams to ensure content accuracy and alignment with product updates.Implement content design best practices to accommodate various learning styles through written, visual, and live formats.Support strategic account enablementDeliver live training sessions to key accounts, enhancing their understanding and utilization of our platform.

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.

Role Overview enable is hiring a Senior IT Support Specialist in Toronto, ON. This role focuses on delivering technical support and keeping IT operations running smoothly. As a key team member, expect to handle troubleshooting, resolve a range of IT issues, and contribute to improvements across our technology infrastructure. What You Will Do Serve as the main contact for technical support requests Troubleshoot and resolve hardware, software, and network issues Work to maintain and enhance IT systems and processes Support users and help ensure minimal downtime What We Look For Strong technical background and hands-on IT support experience Solid problem-solving skills Commitment to high-quality user support Interest in improving technology infrastructure

Join Our Team at FacilityOSFacilityOS is a forward-thinking B2B SaaS company based in the bustling tech hub of Toronto. We are experiencing rapid growth and are proud to offer a cutting-edge platform that enhances safety, security, compliance, and operational efficiency across critical facility interactions. Our team is comprised of motivated individuals dedicated to excellence and innovation, striving to transform our industry.We prioritize a collaborative work culture where every team member's contribution is valued. Employee engagement is crucial to us, and we foster an environment that encourages participation, information sharing, and idea exchange.The Role: Revenue Enablement ManagerWe seek a Revenue Enablement Manager who will elevate our go-to-market teams' effectiveness by delivering measurable enhancements in pipeline quality, conversion rates, ramp-up time, and revenue generation.This role transcends traditional enablement or training functions; at FacilityOS, enablement is a strategic lever for revenue performance—focused on driving behavioral change and achieving tangible results rather than merely tracking training attendance or course completions.You will collaborate closely with Revenue Operations, Sales Leadership, Product Marketing, and Customer Success to pinpoint performance gaps, devise targeted enablement strategies, integrate guidance into everyday workflows, and assess effectiveness against revenue metrics.Key ResponsibilitiesDrive Revenue ImpactDefine, monitor, and report on enablement success through revenue-centric metrics such as stage conversion rates, win ratios, deal velocity, ramp time, and quota achievement.Collaborate with Revenue Operations and Sales leadership to align enablement initiatives with pipeline health and revenue outcomes.Transition from completion metrics to measuring behavioral changes and business impacts.Continuously assess the effectiveness of programs, identifying successes and areas for improvement.Identify and Address GTM Performance GapsLeverage CRM data, call recordings (e.g., Gong), performance dashboards, and managerial input to identify gaps in:Discovery and qualification processesMessaging and positioning strategiesDeal strategy and executionProcess adherence and efficiency

Appspace supports organizations in shaping better workplace experiences. With a global presence and a flexible remote work policy, the company encourages employees to choose where and how they work best. Appspace values enjoyment at work, meaningful connections, and professional development. Role overview The Sales Enablement Manager serves as a bridge between Marketing, Product Marketing, and Sales. This position manages the programs, content, and processes that help revenue teams connect with prospects, address competition, shorten sales cycles, and improve win rates. Collaboration with Sales Leadership, Product Marketing, Revenue Operations, and Customer Success is essential for building a scalable enablement framework. What you will do Enablement strategy and program ownership Develop and manage the sales enablement roadmap, aligning with objectives for pipeline growth, win rates, and ramp times. Establish a regular enablement schedule, including onboarding, ongoing training, deal clinics, and competitive reviews. Define and track enablement metrics such as ramp time, deal velocity, win rates by segment, and content usage. Report progress to Sales and Marketing leaders. Work with Sales Leadership to identify skill gaps and translate them into structured learning opportunities. Content development and management Create and maintain a centralized sales content library, including pitch decks, discovery guides, objection handling frameworks, ROI tools, and competitive battlecards. Translate complex product features and positioning from Product Marketing into clear, engaging sales narratives and talk tracks. Develop content tailored for different sales motions, such as new customer acquisition, upselling, enterprise deals, and channel or partner sales. Review and update existing sales content to ensure representatives have accurate, current materials. Manage the sales content management system, overseeing governance, tagging, analytics, and adoption metrics.

Role Overview EcoVadis is hiring a Sales Enablement Senior Expert in Toronto. This role focuses on strengthening the sales team’s performance and supporting revenue growth. The Senior Expert will work with colleagues across departments to shape and deliver strategies that give sales professionals the right tools, resources, and training to succeed. The position emphasizes process improvement and close alignment with company objectives. What You Will Do Collaborate with cross-functional teams to design and roll out sales enablement initiatives Equip sales professionals with up-to-date resources, tools, and knowledge Analyze sales data and feedback to refine enablement strategies Optimize sales processes to support company-wide goals Who We’re Looking For Background in sales enablement or a related field Strong communication skills Comfort with analyzing data to guide decisions Proactive approach to problem-solving About EcoVadis EcoVadis advances sustainability and responsible business practices around the world. The team values collaboration and continuous improvement.

At Varicent, we are not merely transforming the Sales Performance Management (SPM) sector; we are revolutionizing how businesses achieve revenue success. Our state-of-the-art SaaS solutions enable revenue leaders across the globe to craft intelligent go-to-market strategies, enhance seller performance, and tap into unrealized potential. Varicent is recognized as a pioneering force in innovation, earning accolades in renowned reports such as the 2025 Forrester Wave Report for SPM, 2023 Ventana Research Revenue Performance Management (RPM) Value Index, Gartner Peer Insights, and the 2024 Gartner SPM Market Guide. Our diverse clientele includes industry giants like T-Mobile, ServiceNow, Wawanesa Bank, Shaw Industries, Moody's, Stryker, and many more. Here’s why you’ll prosper at Varicent:Innovate with Purpose: Create impactful solutions for clients across the globe.Join Excellence: Collaborate within a diverse, innovative, and supportive team environment.Shape the Future: Take the lead in redefining revenue optimization.Grow Together: Unleash your potential in a nurturing environment.Become a part of Varicent—where your skills and ambitions converge with endless opportunities for success!

About Flywheel Digital Flywheel Digital partners with global brands to deliver digital commerce solutions that drive growth across major online marketplaces. Clients benefit from near real-time analytics designed to increase sales, market share, and profitability. With teams located in the Americas, Europe, and APAC, Flywheel Digital offers career paths with meaningful impact and opportunities for growth. Role Overview The AI Demand Innovation Specialist will join the Sales department in Toronto, Ontario. This role focuses on optimizing Flywheel Digital’s AI-driven technology stack, managing integrations, and supporting pipeline campaigns for the Sales team. The position also plays a key part in supporting data-driven decisions across the revenue organization. What You Will Do Optimize and manage AI-driven technology platforms and their integrations. Support sales pipeline campaigns by ensuring technology and data are aligned with business goals. Collaborate with sales, marketing, and revenue operations to improve operational processes. Promote data-driven decision-making throughout the revenue organization. Influence the way tools, data, and AI automation are used to accelerate growth. What We’re Looking For Extensive experience with Salesforce and HubSpot (both Marketing and Sales Hub). Strong background working with go-to-market technologies. Comfortable collaborating across sales, marketing, and revenue operations teams. Detail-oriented and proactive approach to building scalable processes. Interest in bridging sales and marketing through technology and AI. Location This position is based in Toronto, Ontario, Canada.

The Senior Alliance Program and Enablement Partner at Tipalti plays a pivotal role in shaping the success of our partner ecosystem, which includes referral, integration, and channel partners. This position is dedicated to empowering partners with the tools and insights necessary to effectively position and co-sell Tipalti’s innovative solutions. Additionally, you will support our internal Alliance teams in managing these critical relationships. Your expertise will bridge the gap between Tipalti’s internal product knowledge and our partners’ market strategies, enhancing partner onboarding processes and fostering long-term growth within our ecosystem. As a builder with a proven history, you will design comprehensive onboarding programs, create certification pathways, and maintain partner hubs that serve as centralized resources for our global network. Why Join Tipalti? Tipalti is revolutionizing finance automation through our AI-driven platform, transforming how finance teams operate in a global landscape. We enable our clients to scale efficiently by simplifying the complexities associated with international business and enhancing the efficiency of their finance operations. Our platform encompasses a full suite of finance automation solutions tailored for mid-market businesses, covering areas such as accounts payable, global payouts, procurement, employee expenses, corporate cards, supplier management, tax compliance, and treasury services. Partnering with industry leaders like Citi, Wells Fargo, J.P. Morgan, and Visa, Tipalti empowers over 5,000 global companies to manage payments to millions of suppliers and payees across more than 200 countries and territories in 120 currencies. At Tipalti, we value collaboration, product excellence, and the capabilities of our people. Our team members are passionate about their work and committed to achieving results. We offer competitive benefits, a flexible work environment, career coaching, and a culture where diverse talents can thrive and contribute meaningfully. Our collaborative atmosphere encourages everyone to set egos aside and strive for collective success. Founded in Israel in 2010, Tipalti is now a global entity headquartered in the San Francisco Bay Area (Foster City), with offices located in Tel Aviv, Plano, Toronto, Vancouver, London, Amsterdam, Tbilisi, and Medellin.

Role overview klick1 seeks an Associate Director of Technology Enablement based in Toronto to lead Salesforce CRM initiatives. This role centers on using technology to strengthen sales processes and build stronger customer relationships. The position requires a mix of project leadership, technical expertise, and collaboration across teams. What you will do Oversee the implementation and continuous improvement of Salesforce CRM systems Work closely with multiple departments to design and deliver effective technology solutions Use Salesforce knowledge to simplify operations and boost efficiency Advance business growth by refining sales workflows and enhancing customer engagement Requirements Hands-on experience with Salesforce CRM Background in technology enablement and process improvement Ability to collaborate with cross-functional teams Strategic thinker focused on achieving practical results

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.

About Culligan QuenchCulligan Quench is dedicated to transforming lives and protecting the planet by striving to eliminate the consumption of 500 million plastic bottles each year. As pioneers in the fight against single-use plastic water bottles, we provide on-demand filtered water solutions to over 200,000 environmentally conscious customers across North America. Our innovative bottle-free water coolers, ice machines, sparkling water dispensers, and coffee brewers purify existing water supplies, ensuring an endless source of clean water and beverages for a straightforward monthly fee, typically bundled within long-term rental service agreements. Since our successful NYSE public offering in 2016, we have evolved from a regional company to an international leader and are now strategically partnered with the private equity-backed Culligan. Based in King of Prussia, PA, Quench employs more than 1,600 professionals across over 90 locations in North America and Puerto Rico. To learn more, visit www.quenchwater.com.Position OverviewCulligan Quench Canada is on the lookout for a dynamic Sales Enablement Lead to drive organic revenue growth by enhancing sales capabilities, ensuring consistency, and optimizing execution throughout our national sales organization. This pivotal role is designed to alleviate coaching, training, and process management responsibilities from Sales Managers, empowering them to concentrate on leadership and execution while Enablement guarantees the scalability and continuous improvement of our sales system.

At BlueCat, we are revolutionizing the Intelligent Network Operations landscape. As a forerunner in this rapidly evolving field, we provide organizations with innovative network operation models that combine essential core services with advanced, predictive insights into network health and performance. Our Intelligent NetOps solution stands out as a first-to-market integration of understanding and change management. We empower teams to enhance agility and minimize risks associated with rapid changes through a comprehensive management lifecycle that spans from provisioning to proactive troubleshooting and remediation.We take great pride in our award-winning culture, which is a cornerstone of our identity. Recognized with the prestigious 'Great Place to Work' certification, joining our team means becoming part of a leading technology company acknowledged as one of Canada’s top workplaces across various categories, including Technology, Youth Engagement, Women, and Mental Health and Inclusion.Location: Remote or TorontoDepartment: Learning & DevelopmentReports To: Vice President, Learning & DevelopmentWe are looking for a dynamic and strategic Technical Enablement Program Manager to spearhead our enablement initiatives for portfolio offerings, sales conversion strategies, and technical sales readiness. This pivotal role will collaborate closely with our Sales Leadership, Product Marketing, Product Management, Engineering, and other stakeholders to ensure our Technical Go-to-Market Team is thoroughly equipped to effectively position, differentiate, and sell our solutions throughout the customer lifecycle.

Join Upwork Inc., a global leader in connecting businesses with AI-enabled talent, as a Senior Lead Machine Learning Engineer. In this pivotal role, you will architect and scale the future of agentic intelligence, leading the end-to-end development of AI agents and their underlying platform. From training and evaluating large language models to ensuring runtime orchestration and safety, you will drive innovative solutions that empower both internal teams and external developers to create reliable and high-performing AI agents. This hands-on position blends applied research with platform engineering, making a significant impact on Upwork's mission to transform the workforce for the age of AI.

Wisedocs is an innovative and rapidly expanding AI platform that revolutionizes the way insurance companies assess claims. With approximately $20 million USD in funding, a global team of over 100 professionals, and a client base exceeding 90 in North America and Australia, we are experiencing exceptional year-over-year revenue growth.Founded by industry experts who have firsthand knowledge of the claims process, Wisedocs merges extensive domain expertise with advanced AI technology trained on over 100 million documents. Our platform transforms complex medical records into clear, actionable insights—supported by professional human oversight.We invite you to join our mission-driven team dedicated to creating intelligent solutions that simplify complexity, expedite decision-making, and deliver meaningful results when it matters most.What We OfferCurrently, we have a version 1 of our AI insights platform tailored for various medical and adjacent use cases. This platform utilizes our machine learning pipeline, LLM summarization models, and RAG/context engineering to extract essential information from medical claims.Role SummaryWe are in search of an AI Insights Technical Lead who will engage directly with customers to identify capability gaps, architect a more powerful and scalable AI insights engine, and lead a small team of engineers within this product group.Key ResponsibilitiesDeveloping reliable, scalable APIs using Python (Django and Fast API).Collaborating with technical stakeholders and leaders to design and implement systems.Ensuring the reliability and scalability of our AI Insights platform.Building ML/AI related systems utilizing AI engineering tools (RAG, AI workflows, evaluations, etc.).Adapting and maturing responsibilities as projects evolve.Ideal Candidate ProfileProven experience collaborating across multiple engineering teams to successfully deliver projects.Strong proficiency in at least two of the following areas: backend engineering, data engineering, cloud engineering, or frontend engineering.A comprehensive approach to problem-solving, considering aspects such as data, infrastructure, research, monitoring, and inference.A history of producing high-quality, maintainable code.Exceptional problem-solving capabilities in both independent and team settings.A passion for thriving in a dynamic, innovative environment and contributing to a team focused on making a substantial impact in the medical and insurance technology sectors.

Join Affinity as a Senior AI Engineer on our AI Platform team, where you will leverage your expertise in artificial intelligence to drive innovative solutions. In this role, you will collaborate with cross-functional teams to design, develop, and implement AI models that enhance our product offerings. You will work in a fast-paced environment, utilizing cutting-edge technologies to solve complex challenges and improve user experiences.

Join Upwork Inc., a leader in connecting businesses with skilled, AI-driven talent globally. As a Senior AI Research Scientist specializing in AI Evaluation and Reliability, you will play a pivotal role in ensuring the robustness and dependability of AI systems. Your expertise will help us enhance our offerings, driving innovation and business transformation across various sectors. Collaborate with cross-functional teams to develop and implement advanced evaluation methodologies, contributing to a future where AI solutions are both effective and trustworthy.