Jobs in Canada

Enterprise Ai Transformation Lead in Canada

411 active opportunities · Updated October 2026

Explore current enterprise ai transformation lead jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

SC
📍 San Francisco, Canada· Full-time
✓ High-confidence listing

$160K – $185K/yr

Quick readStrong listing-quality and freshness signals

About the role Every enterprise is racing to build AI-powered apps and agents but speed without the right runtime creates chaos, not transformation. Sigma is the AI Runtime Environment that makes those apps governable, scalable, and real, and the Sr. PMM, Sigma Apps will play a critical role in developing and executing the go-to-market narrative and strategy for Sigma Apps. This role requires someone who understands both sides of the enterprise software conversation: the IT leaders and data engineers who evaluate and govern application infrastructure, and the line-of-business owners who care about outcomes, speed, and usability. You'll translate Sigma's application development capabilities into stories that resonate with both and create the materials the sales team needs to tell those stories in the field. What you'll do Develop and maintain positioning and messaging for Sigma Apps including no-code app building, AI-assisted workflow automation, embedded analytics, and apps built with external coding agents working closely with the Director of Product Marketing, Apps and the Product team. Support new feature launches and capability expansions, coordinating across product, design, marketing, and sales to bring new capabilities to market clearly and effectively. Work closely with Product and Engineering to deeply understand and influence the Sigma Apps roadmap bringing market, customer, and competitive insights that help shape and prioritize it. Partner with sales reps and the Enablement team to understand what's working in the field and use those insights to sharpen messaging, update battlecards, and improve enablement materials. Partner with the Enablement team to build and maintain sales enablement content solution briefs, pitch decks, use case guides, competitive comparisons, and discovery question frameworks that help the field confidently sell Sigma Apps Build and maintain competitive analysis and battlecards for the no-code/low-code, embedded anal

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📍 Canada· Full-time· Remote
✓ High-confidence listingCompany trend -100%
Quick readStrong listing-quality and freshness signals

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster. The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software. * Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab. An overview of this role The Corporate Security Identity Team is on a mission to transform how our workforce ecosystem securely accesses the tools they need to do their best work, advancing from foundational controls to sophisticated, automated governance across our identity platforms and our emerging AI tooling. As a Staff Security Engineer, you'll be a senior technical leader and strategic anchor on the team. You're passionate about designing elegant solutions to complex identity challenges, whether that's architecting enterprise-scale conditional access policies, codifying our configuration of our identity platforms, or buildi

PythonAWSGCPGit
RS
📍 Ontario, Canada· Full-time
✓ High-confidence listing

C$132K – C$165K/yr

Quick readStrong listing-quality and freshness signals

OUR MISSION At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. ABOUT US Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next. CORE VALUES One Team. One Redwood Make Your Own Weather Obsess over Customer Success Work the Problem Be Curious Own the Outcome Respect Each Other YOUR IMPACT As a Senior Full Stack Software Developer, you will be responsible for leading the design, development, and delivery of scalable full-stack applications, shaping system architecture, and driving engineering excellence across Redwood’s automation and SaaS platforms. Design, develop, and implement scalable, secure, and high-performance full-stack applications using Java, JavaScript, and related technologies Architect and build backend services, APIs, and microservices with a focus on scalability, reliability, and maintainability Develop responsive, accessible, and high-quality front-end user experiences Partner with product managers and stakeholders to define technical strategy and translate business requirements into system designs Own and contribute across the full software development lifecycle, from architecture and design to deployment and optimization Establish and promote best practices in coding, testing, observability, performance optimization, and AI usage Lead architectural discussions a

JavaScriptTypeScriptJavaReact
RS
📍 Ontario, Canada· Full-time
✓ High-confidence listing

C$100K – C$125K/yr

Quick readStrong listing-quality and freshness signals

OUR MISSION At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. ABOUT US Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next. CORE VALUES One Team. One Redwood Make Your Own Weather Obsess over Customer Success Work the Problem Be Curious Own the Outcome Respect Each Other YOUR IMPACT We are hiring a high-impact Technical Program Manager (TPM) to own end-to-end delivery health within a product area. This is a senior role embedded within a core product engineering group. You will partner with the Engineering Directors as your peer enabling engineering leaders to focus on technical quality while the TPM will own planning, governance, and stakeholder visibility and be the critical link ensuring our roadmap commitments translate into high-quality, enterprise-ready releases. You will operate at the intersection of Product, Engineering, Platform, Support, and Go-To-Market teams, and be directly accountable for delivery predictability, release readiness, dependency management, and executive visibility. This role demands a combination of strategic systems thinking

AWSRestAgileAI
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📍 San Francisco, CA· Full-time
✓ Quality checkedCompany trend -100%

Employee Applicant Privacy Notice Who we are: Shape a brighter financial future with us. Together with our members, we’re changing the way people think about and interact with personal finance. We’re a next-generation financial services company and national bank using innovative, mobile-first technology to help our millions of members reach their goals. The industry is going through an unprecedented transformation, and we’re at the forefront. We’re proud to come to work every day knowing that what we do has a direct impact on people’s lives, with our core values guiding us every step of the way. Join us to invest in yourself, your career, and the financial world. The Role: As a Technical Program Manager within the Enterprise Data Governance team, you will drive strategic execution across our core data governance processes. Your primary focus is to protect member privacy safeguarding personal information through secure handling, processing, and storage to ensure trust, enforce compliance, and mitigate data exposure risks. You will bridge the gap between corporate data governance policy and operational engineering, leading high-visibility technical programs that secure, classify, and institutionalize data controls across key data platforms. As a leader, you will partner with engineering, the CIO organization, Legal, Privacy Compliance, and broader stakeholders to shield enterprise data frameworks while accelerating feature delivery. What you’ll do: Own the end-to-end strategy, roadmap, and execution of complex, multi-platform data privacy and data protection initiatives, driving the Privacy Rights Management (PRM) program as a primary priority. Partner with engineering and platform teams to translate abstract data governance and privacy policies into actionable technical execution. Own the requirements lifecycle by authoring comprehensive PRDs, defining functional data controls, and ensuring engineering teams have the clear technical specifications needed

PythonSQLRestAgile
RS
📍 Ontario, Canada· Full-time
✓ High-confidence listing

C$110K – C$135K/yr

Quick readStrong listing-quality and freshness signals

OUR MISSION At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. ABOUT US Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next. CORE VALUES One Team. One Redwood Make Your Own Weather Obsess over Customer Success Work the Problem Be Curious Own the Outcome Respect Each Other YOUR IMPACT We are seeking a highly skilled and passionate Full Stack Software Developer with a strong focus on Java to join our growing engineering team. In this role, you will be instrumental in designing, developing, and maintaining robust and scalable full-stack applications that power our automation and SaaS platforms. You will work across the entire software development lifecycle, from concept to deployment, collaborating closely with product managers, designers, and other engineers to deliver high-quality, impactful solutions. Design, develop, and implement highly performant and scalable full-stack applications using Java, Javascript, and related technologies. Build and maintain robust back-end services, APIs, and microservices. Develop responsive and intuitive front-end user interfaces. Collaborate with product management to understand requirements and translate them into technical specifications. Participate in all phases of the software development lifecycle, including planning, design, codin

JavaScriptTypeScriptJavaReact
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📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From C$160K/yr

Quick readStrong listing-quality and freshness signals

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. The Staff Software Engineer Opportunity Passkeys, powered by FIDO2 WebAuthn, are revolutionizing how people authenticate—bringing us into a passwordless future that’s more secure and seamless than ever before.At Okta, we’re on a mission to help enterprises and consumers embrace this transformation. We’re building cutting-edge phishing-resistant authenticators and passkey solutions that make security stronger while making life easier for users. Our products empower businesses to leave passwords behind and defend against modern threats with innovative, user-friendly technology. We are looking for a Staff Software Engineer to join the Passwordless team. As a Staff Engineer, you will be a technical leader, making large, independent contributions and shaping the future of how millions of users access technology securely. This is a role for an engineer who thrives on solving ambiguous problems and taking ownership of end-to-end solutions. You will not only execute on complex technical challenges but also influence the team's direction, mentor other engineers, and proactively identify opportunities to improve our products and processes. If you are passionate about building highly reliable, scalable systems and want to define the future of passwordless authentication, we’d love for you to join us. What you’ll be doing Partner closely with product, design, and other cross-functional stakeholders to own problem spaces and ensure we are building the right solutions fo

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📍 South San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -91.4%

$274.5K – $334.6K/yr

Quick readStrong listing-quality and freshness signals

Who we are About Stripe Stripe, LLC. is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. What you’ll do Responsibilities Partner with the Tax team stakeholders to design and implement features of our financial systems that include Oracle Cloud Applications (Financials, TRCS, Fusion Tax), Stripe homegrown Tax Solutions and many other tools. Identify opportunities to automate Tax processes, work on transformation initiatives, implement SOX controls and maintain our financial Applications. Lead Finance systems (primarily Tax area including but not limited to Direct and Indirect Taxes) projects and strategic initiatives - including implementation of new tools and business process changes - from requirements, tool selection, system design, implementation, UAT, training, go-live & post go-live support. Serve as a technology liaison with Tax stakeholders to understand their pain points, opportunities for process improvements, automation & efficiency gains, create strategic roadmap and provide them with technology solutions. Demonstrate an understanding of increasingly complex sales tax, transfer pricing and Tax provisioning concepts and effectively apply knowledge to develop and maintain tax systems and data flows. Design solutions and make architecture decisions by benchmarking with industry best practices to help us scale for the future. Partner with Engineering product teams to develop & deliver technical solutions to optimize financial workflow and integration with other Stripe internal sy

SQLAIGoProject Management
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📍 Ottawa, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About North: North is Cohere's cutting-edge AI workspace platform, designed to revolutionize the way enterprises utilize AI. It offers a secure and customizable environment, allowing companies to deploy AI while maintaining control over sensitive data. North integrates seamlessly with existing workflows, providing a trusted platform that connects AI agents with workplace tools and applications. Why This Role? Cohere’s team partners with Canadian public sector organisations to unlock transformative value through secure, ethical deployment of Generative AI (GenAI) solutions. We work collaboratively to address complex societal challenges while maintaining the highest standards of data security and compliance. You will work directly with public sector customers to quickly understand their greatest problems and design and implement solutions using Cohere's stack. This role offers a unique opportunity to shape how enterprises harness the power of AI in real-world applications. As a bridge between our core North product and our clients’ engineering teams, you’ll be at the forefront of solving complex problems and securely integrating A

PythonGitAIGo
C
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About North North is Cohere's agentic AI platform: it securely deploys AI agents and automations inside an organization's own infrastructure, combining generative and search models with customizable integrations to drive productivity at scale. Overview North is only as valuable as the systems it can reach - CRM, ITSM, productivity suites, data warehouses, knowledge stores, and identity. You'll own that integrations surface end to end. It’s a dual mandate: own the integrations themselves (prioritize, ship, and drive adoption) and build the underlying platform capabilities they depend on when those don't yet exist. Outcomes Family of integrations that are adopted and driving customer value, measured by usage and retention. Reusable, platform-level capabilities and a developer and partner on-ramp that scale across use cases. Responsibilities Define the integration ecosystem strategy for North - roadmap, catalogue priorities, and partner posture - anchored to customer demand and revenue. Own North's integrations end to end, and partner with strategic customers to define transformative, integrations-based workflows. Derive generic, p

C
📍 Ottawa, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -91.5%

Who are we? Cohere is the leading security-first enterprise AI company. We build cutting-edge foundation AI models and end-to-end products that are designed to solve real-world business problems. We’re training and deploying frontier models for enterprises who are building AI systems. We believe that our work is instrumental to the widespread adoption of AI and we are looking for folks that want to be part of that. We obsess over what we build. Each one of us is responsible for contributing to increasing the capabilities of our models and the value they drive for our customers. Cohere is a team of researchers, engineers, designers, and more, who are all passionate about their craft. We are a global technology company headquartered in Toronto with key offices in London, New York City, San Francisco, Montreal, Paris, Berlin and Seoul. Join us! About North: North is Cohere's cutting-edge AI workspace platform, designed to revolutionize the way enterprises utilize AI. It offers a secure and customizable environment, allowing companies to deploy AI while maintaining control over sensitive data. North integrates seamlessly with existing workflows, providing a trusted platform that connects AI agents with workplace tools and applications. Why This Role? Cohere’s team partners with Canadian public sector organisations to unlock transformative value through secure, ethical deployment of Generative AI (GenAI) solutions. We work collaboratively to address complex societal challenges while maintaining the highest standards of data security and compliance. You will work directly with public sector customers to quickly understand their greatest problems and design and implement solutions using Cohere's stack. This role offers a unique opportunity to shape how enterprises harness the power of AI in real-world applications. As a bridge between our core North product and our clients’ engineering teams, you’ll be at the forefront of solving complex problems and securely integrating A

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📍 Montreal, Canada· Full-time
✓ High-confidence listingCompany trend -72.4%

From C$88K/yr

Quick readStrong listing-quality and freshness signals

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft connects people to transportation to change the way we live and get around our communities. We are a world leader in micromobility: providing the complete system that powers BIXI (in Montreal greater area), Quebec city (ÀVélo), and we operate bikeshare in New York (Citi Bike), Chicago (Divvy), San Francisco (Bay Wheels), Portland (Biketown), Boston (BlueBikes), and DC (Capital Bikeshare). Our hardware and software is used in over 45 markets internationally to power bike and scooter systems. We are looking for an entrepreneurial and passionate Product Manager to join our Montreal or Longueuil office to grow our international Enterprise business. As the Product Manager for Enterprise Software, you will drive the development of new features on LUS’s full-stack micromobility platform. You will work on designing, implementing, and delivering features with a cross-functional software team, in close collaboration with other teams across LUS including hardware and software. You will collaborate with our commercial team to understand future opportunities, and ensure we have the right product line up for meeting our growth objectives. To support our broad existing customer base you will thrive at triaging & prioritizing customer requests by proposing the most scalable and reusable solutions. This is an opportunity for international impact, working on a fast-developing, city-transforming product with substantial corporate momentum and support. In this role, you will bring creative, strategic, and analytical skills to drive forward a best in class product. Product management at Lyft leads the integration of engineering, data science, and design to achieve the company’s vision for reinventing transportation. The ideal candidate can navigate complex technical topics, strategic problem solving,

DU
📍 San Francisco, Canada
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

About the Role At DoorDash we are redefining what it means to be a designer. We are building towards a team of makers, builders, and doers. Between 2005 and 2015, "web designer" became "product designer" and the scope widened. The same shift is happening now — LLMs are expanding the T again, toward strategy on one end and direct execution on the other. As a Staff Product Designer, you will lead this shift across your team: not just practicing build-first design, but multiplying it through the people and systems around you. We're seeking an ambitious and system design minded Staff Product Designer to lead “Meals for Work” within DoorDash for Business , a strategic area at the heart of redefining workplace dining and company perks. You’ll craft transformative consumer and enterprise experiences, from tools that make team lunch ordering effortless to scalable solutions for catering, company paid recurring meals, and grocery benefits. This role offers a unique opportunity to design powerful systems that help workplace admins plan, manage, and operate food programs with confidence, while pioneering new offerings in an evolving market. This position is open for candidates in San Francisco, Seattle, or New York City, and will report to the Head of New Bets Design within our Consumer organization. You will work in a hybrid model, working from one of our offices 1-2 times a week with the rest working from home. Your primary impact is making the team faster and more autonomous. You build reusable workflows, shared tools, and decision frameworks that let every designer on your team operate at a higher level with less coordination overhead. Your secondary impact is revenue: the speed and quality gains you unlock translate directly into more experiments shipped, faster iteration cycles, and measurable business outcomes across your team and adjacent teams. You're excited about this opportunity because you will... Define projects with a clear point of view on what to build,

AIExcelLogisticsRecruitment
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📍 San Francisco, CA· Full-time
✓ Quality checkedCompany trend -91.4%

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Strategic Pursuits team is a new group within Stripe’s Enterprise Platform Sales organization, built to win Stripe’s most complex and high-impact opportunities. This team focuses on multi-year, transformative sales cycles with the world’s largest software platforms and enterprises—companies that have the potential to fundamentally shift Stripe’s presence in new industries and markets. Strategic Pursuits is responsible for identifying, shaping, and closing Stripe’s most significant platform partnerships. These are long, intricate engagements requiring deep collaboration across executive, product, and engineering teams and the ability to influence strategic priorities on both sides of the table. The team’s work often extends well beyond payments, helping partners co-develop entirely new business models and revenue streams powered by Stripe’s financial infrastructure stack, including Connect, Billing, Payments, and Banking as a Service. What you’ll do As an Account Executive, Strategic Pursuits , you will lead the end-to-end pursuit of Stripe’s largest and most complex platform opportunities. You’ll act as both strategist and dealleader—identifying transformative prospects, crafting multi-year engagement plans, and orchestrating resources across Stripe to bring highly tailored solutions to market. This is a senior, cross-functional sales role that combines strategic vision

L
📍 San Francisco, CA· Full-time
✓ High-confidence listingCompany trend -72.4%
Quick readStrong listing-quality and freshness signals

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. The strongest enterprise and mid-market marketing doesn't lead with a product — it leads with the problem a buyer already has. A hospital administrator isn't looking for "Lyft Concierge"; they're looking to reduce missed appointments. An auto dealer principal isn't looking for a rideshare product; they're looking to keep loaner logistics from costing them revenue. We are in the process of revising our go-to-market for Lyft Business to organize around these audiences and their transportation problems, with Concierge, Lyft Pass, Business Profiles, and our Business Travel products positioned as the answer to a clearly named pain point by customer profile. We're hiring an Industry Marketing Manager to build that audience-first structure for our priority verticals, starting with Healthcare and Automotive , across both mid-market and enterprise segments. You'll own the vertical narrative and the content, demand generation strategy, and enablement that will drive marketing-attributable revenue. The primary function of this role is to build and lead vertical-specific go-to-market (GTM) motions for our mid-market and Enterprise business — bringing together vertical-specific content, demand generation, and sales enablement into a coherent, audience-first strategy. Responsibilities: Own vertical strategy and integrated programs Design and execute large, orchestrated tentpole programs for our priority verticals (no more than 2 per quarter) — multichannel activation spanning digital, live events, paid media, social, and press — that bring our value proposition and industry point of view to life for a defined buyer (e.g., hospital CFO, healthcare operations leader, dealer principal/service manager). Build and maintain a thought leadership agenda for each prioritized vertical: original research, proof p

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