Workplace Ai Enablement Specialist jobs in Toronto – Browse 525 openings on RoboApply Jobs

Workplace Ai Enablement Specialist jobs in Toronto

Open roles matching “Workplace Ai Enablement Specialist” with location signals for Toronto. 525 active listings on RoboApply Jobs.

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Full-time|On-site|Toronto, Ontario

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.

Mar 31, 2026
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companyLightspeed Commerce Inc. logo
AI Enablement Specialist

Lightspeed Commerce Inc.

Full-time|CA$85K/yr - CA$85K/yr|Hybrid|Toronto, Ontario, Canada

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.

Mar 12, 2026
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company
Full-time|$60K/yr - $100K/yr|On-site|Toronto, Ontario, Canada

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.

Mar 21, 2026
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companyRobinhood Markets, Inc. logo
Workplace Operations Specialist

Robinhood Markets, Inc.

Full-time|On-site|Toronto, Canada

Role Overview Robinhood Markets, Inc. is hiring a Workplace Operations Specialist in Toronto, Canada. This role focuses on supporting daily workplace operations and helping maintain a productive, collaborative environment for the team. What You Will Do Oversee daily workplace operations to keep everything running efficiently Support a positive, collaborative atmosphere across the office Help create an environment that encourages teamwork and innovation

Apr 14, 2026
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companyAirwallex logo
Full-time|On-site|CA - Toronto

About AirwallexAirwallex stands as the premier unified payments and financial platform designed for global enterprises. Leveraging our distinctive mix of proprietary infrastructure and cutting-edge software, we empower over 200,000 businesses worldwide—including renowned names like Brex, Rippling, Navan, Qantas, SHEIN, and many others—with fully integrated solutions to oversee everything from business accounts and payments to spend management and treasury, as well as embedded finance on a global scale.Founded in Melbourne, we are proud to have a diverse team of over 2,000 talented individuals working across 26 international offices. With a valuation of US$8 billion and backing from esteemed investors such as T. Rowe Price, Visa, Mastercard, Robinhood Ventures, Sequoia, Salesforce Ventures, DST Global, and Lone Pine Capital, Airwallex is at the forefront of developing the global payments and financial platform of tomorrow. If you’re ready to engage in the most ambitious work of your career, we invite you to join us.

Apr 10, 2026
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companyenable logo
Full-time|On-site|Toronto, ON

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.

Apr 15, 2026
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companyenable logo
Full-time|On-site|Toronto, ON

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

Apr 15, 2026
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companyenable logo
Full-time|On-site|Toronto, ON

About the Role enable is looking for a Senior Technical Project Manager in Toronto, ON. This role drives the planning, execution, and delivery of complex technical projects from start to finish. The Senior Technical Project Manager keeps projects aligned with business goals, meeting deadlines and budget targets. What You Will Do Lead cross-functional teams through all phases of technical projects Coordinate efforts and maintain clear communication between stakeholders Track progress, identify risks, and implement mitigation plans Promote collaboration to keep projects moving efficiently What We Look For Extensive experience managing technical projects Strong leadership skills in guiding teams and facilitating stakeholder communication Ability to identify project risks and develop effective solutions Comfort working in a changing environment with shifting priorities

Apr 15, 2026
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companyBloom logo
Contract|On-site|Toronto

Hello! I’m Avery, the Founder and CEO of Bloom, where we specialize in leadership development and fractional HR partnerships aimed at creating high-performing, human-centered teams. About Bloom At Bloom, we collaborate with organizations seeking profound transformation rather than mere surface-level adjustments. We provide comprehensive training, advisory services, and ongoing HR support to empower leaders in making informed decisions, enhancing team culture, and fostering workplaces where individuals can thrive with dignity and respect. Our work is anchored in the innovative Bloom Framework, a practical model for contemporary leadership, which guides organizations in cultivating awareness, acting with responsibility, operationalizing fairness, recognizing their impact, and mobilizing their workforce effectively. Having partnered with over 200 organizations across more than 50 countries—including renowned companies such as Shopify, Spotify, Knix, SmartSweets, CMHA, and CanadaHelps—we help them reimagine leadership, employee experiences, and the systems that influence work dynamics. Our Approach We recognize that traditional work systems often overlook significant portions of the workforce. At Bloom, we advocate for meaningful change that permeates the entire workplace ecosystem. This involves scrutinizing the policies, systems, and everyday practices that shape work while simultaneously enhancing the individual and collective capabilities necessary to sustain long-term change. Our methodology transcends structural adjustments. We empower organizations to bolster awareness, deepen understanding, and cultivate the behaviors, ownership, and accountability essential for innovative leadership and collaboration. We believe that truly effective workplaces emerge when policies are complemented by practical application, and when individuals are not only equipped to comprehend change but also to drive it collectively. This is our vision for creating workplaces that are more thoughtful, efficient, and human-centered. The Opportunity We are currently seeking passionate Change Strategists, Evolutionists, and DEI Facilitators to join our collective of educators. This role extends beyond merely conducting workshops; it is about equipping leaders and teams with the awareness, skills, and behaviors necessary for improved collaboration. We are looking for facilitators adept at translating intricate workplace dynamics into actionable learning experiences that foster genuine organizational transformation. If you are passionate about leadership, workplace culture, and anti-oppressive practices, we would love to hear from you!

Apr 2, 2026
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companyOkta, Inc. logo
Full-time|CA$84K/yr - CA$115.5K/yr|On-site|Toronto, Ontario, Canada

Okta builds trusted identity infrastructure to help organizations navigate the changing landscape of AI and human collaboration. The company’s solutions focus on security and neutrality, supporting customers as they address complex challenges. Role overview The Workplace Site Manager oversees daily operations at Okta’s Toronto office. This is a full-time, on-site position responsible for leading the workplace operations team and ensuring services and programs reflect Okta’s culture. The role combines hands-on leadership with operational planning and direct accountability for site performance and budget management. Reporting to the Director of Global Workplace Operations, this position requires regular attendance in the Toronto office from Monday to Friday. What you will do Lead and motivate the Toronto workplace operations team Develop and implement operational plans for site programs and services Monitor team performance and ensure accountability for outcomes Manage the site’s budget Address complex operational challenges as they occur Build strong relationships with stakeholders across the organization Requirements Experience managing diverse teams in workplace or facilities management Background in facilities and food & beverage program management Hospitality mindset with a focus on employee experience Ability to create and maintain effective relationships with stakeholders Alignment with Okta’s core principles and values Location and schedule This role is based in Toronto, Ontario, Canada. It is a full-time, on-site position requiring presence in the office Monday through Friday.

Apr 20, 2026
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companySpring Health logo
Full-time|On-site|Toronto, Ontario, Canada

Are you passionate about improving mental health in the workplace? Join Spring Health as a Workplace Mental Health Consultant. In this role, you will work closely with organizations to develop and implement mental health strategies that promote employee well-being and productivity. Your expertise will guide employers in creating a supportive environment that prioritizes mental health.

Mar 20, 2026
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companyFacilityOS logo
Full-time|On-site|Toronto

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

Apr 8, 2026
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companyAppspace logo
Full-time|CA$50K/yr - CA$200K/yr|Remote|Toronto, Ontario, Canada Remote

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.

Apr 21, 2026
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companyEcoVadis logo
Full-time|On-site|Toronto

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.

Apr 14, 2026
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companyVaricent logo
Full-time|CA$92.2K/yr - CA$115.2K/yr|On-site|Toronto, Ontario

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!

Apr 13, 2026
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companyFlywheel Digital logo
Full-time|CA$60K/yr - CA$80K/yr|On-site|Toronto, Ontario, Canada

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.

Apr 17, 2026
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companyTipalti Solutions logo
Full-time|CA$100K/yr - CA$140.6K/yr|On-site|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.

Apr 1, 2026
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companyklick1 logo
Full-time|On-site|Toronto

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

Apr 21, 2026
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company
Full-time|On-site|Toronto

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.

Apr 2, 2026
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companyCulligan Quench logo
Full-time|On-site|Toronto, ON

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.

Feb 23, 2026

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