Workplace AI Enablement Specialist

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.

leagueinc seeks a Demand Generation Specialist in Toronto, Canada. This position centers on developing and enhancing marketing campaigns to draw in new customers and maintain engagement with existing ones. Key responsibilities Design and launch demand generation campaigns that align with growth objectives Oversee campaign workflows from initial planning through execution Review campaign performance using relevant data and metrics Refine strategies and tactics to boost campaign results and reach Requirements Background in creating and optimizing marketing campaigns Strong skills in analyzing campaign effectiveness Comfort managing several projects and meeting deadlines

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

At Tali AI, we are dedicated to developing innovative products designed to address the pressing challenges faced by clinicians today. Our Approach: Leveraging our AI-powered medical assistant, we alleviate the administrative burdens that clinicians encounter, allowing them to devote more time to patient care. This shift not only enhances accessibility but also fosters a more empathetic and sustainable healthcare environment. Join us in revolutionizing the healthcare landscape, as we support thousands of clinicians across Canada and the U.S., facilitating millions of patient interactions each year and reclaiming over 10 hours of clinicians' time weekly for what truly matters—patient care.We are searching for a proactive Demand Generation Manager to design and expand the systems that attract new healthcare organizations into our marketing funnel. In this role, you will spearhead campaign strategies, craft compelling narratives, and drive experimentation, transforming insights into effective campaigns that boost brand awareness, generate qualified traffic, and increase signups. Collaboration will be key as you work closely with our Marketing Manager, Paid Marketing Specialist, and VP of Sales to align on strategy and execution.

Join our dynamic team at accord as a Senior Demand Generation Manager, where you will play a pivotal role in driving our marketing strategies and enhancing our lead generation efforts. This position is ideal for a strategic thinker who is passionate about utilizing data-driven insights to optimize our marketing campaigns and foster growth.

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.

Join Our Team at FeatheryFeathery is a pioneering company that streamlines data intake processes for the insurance and wealth management sectors. Leading industry players trust Feathery to enhance critical workflows such as underwriting, client onboarding, and automated account setups.As we experience rapid revenue growth and increased demand from enterprises, we are expanding our go-to-market strategy to drive pipeline growth and accelerate advancements across financial services.Why We’re Expanding Our TeamTo maintain our momentum, it is crucial to generate high-quality leads across enterprise accounts. We are seeking a Demand Generation Marketer who will spearhead our pipeline generation efforts across multiple channels. This role is perfect for someone who excels at both strategic planning and hands-on execution — a dynamic individual capable of crafting campaigns, rapidly testing ideas, and delivering measurable revenue impact.You will collaborate closely with Product Marketing, Sales, and Leadership to convert our positioning into effective programs that attract, engage, and convert ideal customers.Role OverviewIn this high-responsibility position, your duties will include:Creating and executing multi-channel demand generation strategiesDeveloping and optimizing campaigns for performanceConducting experiments across various audiences, messaging, and channelsMaintaining close alignment with the sales and product marketing teamsYou will oversee the entire demand generation engine — from campaign strategy and execution to assessing pipeline impact.Your ResponsibilitiesCampaign Strategy & ExecutionDesign and implement multi-channel campaigns involving outbound, paid, content, events, and partnershipsCreate programs that yield qualified leads within target accounts in the insurance and wealth management sectorsTransform product positioning into impactful campaigns and messagingManage campaign calendars, ensuring synchronization with product launches and go-to-market prioritiesPipeline Generation & GrowthGenerate inbound and outbound pipeline through innovative and data-driven initiativesCollaborate with SDRs and AEs to enhance account-based and outbound strategiesOptimize conversion rates across the sales funnel — from awareness to pipeline and revenue

We are seeking a passionate and results-driven Demand Generation Marketing Manager to join our dynamic team at financeit. In this pivotal role, you will spearhead our marketing initiatives aimed at generating demand for our innovative financial solutions. You will be responsible for developing and executing strategic marketing plans that align with our business objectives, driving customer engagement, and enhancing brand awareness.Your expertise in digital marketing, lead generation, and analytics will be crucial as you work collaboratively with cross-functional teams to optimize our campaigns. If you are a creative thinker with a proven track record in demand generation, we would love to hear from you!

About Metergy Solutions Inc.Metergy Solutions Inc., a leader in submetering technology with an impressive 45-year history, embodies the dynamic spirit of a startup while maintaining a robust, recession-proof business model. We are committed to reducing carbon emissions through innovative solutions.Our pioneering Submetering as a Service (SaaS) model empowers clients to achieve significant reductions in energy consumption—up to 40%—while generating long-term recurring revenue. With over 900,000 contracted meters and more than 4 million utility bills issued annually, we are recognized as the top submeter provider in both New York and Canadian markets.As a proud portfolio company of Brookfield Infrastructure Partners, we benefit from substantial capital access and global expertise in infrastructure investment.Our MissionWe aim to deliver accurate and reliable utility consumption data to building owners and occupants. At Metergy, we value our team members and foster an environment where they are encouraged to excel. Recognized as a Great Place to Work for the second consecutive year, we are dedicated to creating a respectful and inclusive workplace.

At Relay, we are revolutionizing the digital banking experience for self-made entrepreneurs, equipping them with the essential tools and insights to manage their finances effectively. Our platform is designed to eliminate financial uncertainty, transforming cash flow management from a daunting task into a clear pathway for sustainable business success.As a pivotal player in our growth strategy, the Senior Demand Generation Manager will spearhead initiatives to engage and convert key partners within the accounting and bookkeeping sectors. You will be responsible for crafting and executing comprehensive demand generation programs that create awareness, stimulate engagement, and drive qualified leads from the initial touchpoint through to revenue realization.This role requires a deep understanding of our target audience and the development of innovative strategies and playbooks that resonate with this high-value segment. You will collaborate closely with Sales, RevOps, Events, and other cross-functional teams to translate our strategic vision into measurable outcomes.Key Responsibilities:Lead the full-funnel strategy, channel selection, nurturing processes, and conversion tactics for partner acquisition focused on the accounting and bookkeeping niche.Coordinate cross-departmental efforts to design, launch, and optimize multi-channel lead acquisition campaigns, including email, events, webinars, paid social, and Account-Based Marketing (ABM) initiatives.Gain in-depth knowledge of Relay's product offerings and align your demand generation initiatives with our product vision and Ideal Customer Profile (ICP).Work alongside Sales and RevOps teams to create and refine the lead handoff process, leveraging conversion data and feedback to enhance funnel efficiency and drive revenue growth.Collaborate with the Events and Community team to promote Relay's partner program and enhance the visibility of partner resources and benefits.Define metrics such as Marketing Qualified Leads (MQL) and Sales Qualified Leads (SQL), and monitor the performance of the sales-assisted channel, providing insights on effective strategies.

About Fluent Software GroupFluent Software Group, a proud member of Valsoft Corporation, is a global leader in acquiring and nurturing vertical market software companies. We specialize in industries where deep expertise is essential for success.At Fluent, we provide founders and their teams with a lasting home—preserving their unique culture and momentum while opening up new avenues for resources, technology, and proven operational strategies that drive sustainable, long-term growth.The MissionWe are on a mission to develop AI startups within our established portfolio of vertical software companies—and we need innovative builders to bring this vision to life.Our goal is to collaborate with Fluent’s existing businesses to create new AI-driven products and market them to their specialized customer bases. The journey may begin by enhancing existing workflows that our business software already supports or by developing entirely new products. The core objective is straightforward—we aim to generate customer value by either improving operational efficiency or capitalizing on currently untapped revenue opportunities. Each of our portfolio companies possesses profound domain expertise and a dedicated customer base. What they require is a visionary who can transform AI potential into tangible products that customers are eager to purchase.This is akin to startup building with a significant advantage: you inherit established customer relationships, industry knowledge, existing infrastructure, and revenue to validate your endeavors—without the challenges of starting from scratch.The OpportunityThis role transcends traditional product or engineering positions; it embodies elements of both while remaining distinct. We are searching for an AI Product Builder: an individual who is constantly focused on customer challenges, engages in meaningful conversations with users, and is capable of delivering a working prototype within a week.You will spearhead the AI product vision and drive prototyping efficiency. The R&D team of the portfolio company will contribute domain expertise, production infrastructure, and engineering depth. Together, you will launch innovative solutions. Instead of training foundational models, you will be integrating AI APIs and leveraging tools such as Cursor, Claude Code, and bolt.new to deliver real, customer-facing solutions at an agile startup pace.This position is tailored for someone with the ambition to evolve into a startup CTO or CEO. As the product develops, your responsibilities and title will expand accordingly. Should you successfully build a viable solution, you will take the lead on it.

About Paddle Paddle helps digital product companies manage payments by acting as their Merchant of Record. This approach removes the need for multiple payment solutions and streamlines payment processes for clients. Backed by investors like KKR, FTV Capital, Kindred, Notion, and 83North, Paddle supports over 5,000 software vendors in 245 territories worldwide. Role Overview: Channel Programs Specialist Based in Toronto, the Channel Programs Specialist designs and runs multi-channel programs to generate demand. This role focuses on leading ongoing campaigns and digital initiatives that improve operational efficiency and support revenue growth across different channels. What You Will Do Program Management: Plan, organize, and implement demand generation initiatives that turn awareness into qualified demand. Asset Production & Promotion: Work with teams to create and promote assets such as webinars, gated content, syndicated content, and lead generation tools to attract and convert quality leads. Performance Analysis: Analyze marketing data for each program, deliver weekly performance reports, and suggest new activities to improve results. Cross-Functional Collaboration: Coordinate with BDR and Sales teams to ensure smooth lead handoffs, gather feedback, and use it to refine programs. Pipeline Growth: Help improve sales efficiency and revenue by increasing both the quality and volume of MQLs, and by boosting conversion rates to SQLs and pipeline. Collaboration This role partners with several teams to deliver results: Primary Marketing Team Demand Generation: Develop strategies, reporting, and optimization to meet business goals. Revenue Marketing: Work together on integrated strategic campaigns. Web Team: Optimize website performance. PMM & Brand: Support messaging, positioning, content creation, brand needs, and compliance. Cross-Functional Teams BDR/Sales Team: Deliver and scale high-quality MQLs and drive ongoing improvements.

Who We AreAt Momentum Financial Services Group, we are dedicated to empowering individuals by transforming the way financial services are delivered to those in need. With over 40 years of expertise, we proudly operate Money Mart—Canada's largest non-bank branch network—leading the charge in providing financial solutions to underserved communities.Our offerings range from short-term loans to money transfers and prepaid cards, ensuring that millions of customers can access essential financial products when they need them the most.At MFSG, collaboration is at the heart of our operations. We work across various teams and functions to create impactful solutions that dismantle barriers and broaden access to financial resources. Whether you are innovating, strategizing, or problem-solving, your contributions make a difference in the lives of real people.

At Lyft, we strive to serve and connect people through innovative transportation solutions. We foster an inclusive workplace where every team member can thrive and contribute to our mission.Lyft Business is revolutionizing organizational transportation. Whether it's healthcare systems facilitating patient appointments, educational institutions ensuring safe campus mobility, or transit agencies addressing first-and-last-mile challenges, we are tackling significant transportation issues for businesses and communities across the country. As we expand our Self Serve business, we are seeking a Demand Generation Manager to drive our growth strategy.In this pivotal role, you will design and implement our demand generation strategy, overseeing every stage from awareness to nurturing, activation, and upselling. Collaborating with an agency, you will manage a substantial paid media budget, engage with various sectors including healthcare, education, and transit, and work closely with Product and Sales teams to enhance the customer journey and maximize lead generation.

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

Role Overview Spectrum Healthcare is hiring an AI Developer in Toronto. This full-time position focuses on building AI solutions to support patient care and improve healthcare operations. What You Will Do Work with a team to design and implement machine learning models Optimize AI systems for efficiency and effectiveness Contribute to projects that directly impact patient care and operational processes Who Should Apply This role suits candidates interested in advancing their careers in healthcare technology and collaborating within an IT-focused team.

Role overview The University Health Network in Toronto is hiring a Postdoctoral Researcher to advance artificial intelligence in computational pathology. This position centers on research that explores how AI can improve pathology practices and contribute to better healthcare outcomes. Key responsibilities Participate in research projects focused on applying AI to computational pathology challenges Work closely with a multidisciplinary team of experts Support studies aimed at driving innovation in pathology and healthcare Work environment Join a group of researchers and clinicians dedicated to pushing the boundaries of computational pathology. Projects emphasize new methods and solutions that use AI to address real-world problems in the field.

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.

About Equitable Bank Equitable Bank has spent over 50 years building modern banking solutions for Canadians. Through our digital platform, EQ Bank, we serve more than 800,000 customers nationwide. Forbes has recognized EQ Bank as one of Canada’s top banks since 2021. Our subsidiary, Concentra Bank, partners with credit unions that support over six million members, managing assets of more than $142 billion. We focus on driving meaningful change in Canadian banking and improving the lives of our customers. Internship Overview The Finance Innovation Studio at Equitable Bank is an experimental workspace dedicated to applying artificial intelligence and analytics to Finance operations. The Applied AI Experimentation Intern will work closely with the Finance team to run structured experiments, exploring how AI can make financial reporting and analysis more efficient and creative, while reducing manual effort. This internship is hands-on and centers on learning, experimentation, and discovery. The role is designed as a studio and sandbox environment, free from standard processes, with a focus on documenting insights and identifying scalable solutions. The intern will collaborate with the CFO, Anilisa Sainani, members of the Finance Leadership Team, and Technology partners. Who We’re Looking For 3rd- or 4th-year student in engineering or a technical discipline Strong coding skills Solid understanding of finance Interest in using AI tools such as Copilot, ChatGPT, Claude, or Gemini to transform financial reporting and analysis Curiosity and adaptability Comfort working in an experimental, open-ended environment Location This internship is based in Toronto.