Jobs in Canada

Enterprise Expansion Account Executive in Canada

411 active opportunities · Updated October 2026

Explore current enterprise expansion account executive jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

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

About the Team U.S. businesses spend over $100 billion annually on food for employees and customers. DoorDash for Business is a standalone vertical within DoorDash, focused on building meal procurement solutions for companies. DoorDash for Business uses DoorDash's global marketplace, selection, and infrastructure, to offer a compelling enterprise offering to employers at Fortune 1000 companies. As the Manager, Enterprise Sales, you will lead a team of Enterprise Account Executives who are responsible for acquiring new Enterprise customers in the US. You will partner with marketing, finance, legal, sales operations, and product to build your strategy. About the Role You will be responsible for managing a team of ~8 Enterprise Account Executives and help them build pipeline and drive net new customer acquisition strategies across the US. Additionally, you will be a key driver for one of DoorDash’s growth verticals and have the ability to grow your team and career. As such, you’ll be in a high impact role where you’ll work extensively with cross-functional teams to execute on growth and operational initiatives. Working alongside large to mid-size brands, you’ll have the opportunity to shape the future of DoorDash’s Enterprise business. You will report to the Director, Pre-Sales, DoorDash for Business to work on a strategy and hit revenue targets. We are looking for a sales professional who can coach and develop talent, hire and help to win business. You have experience with SaaS platform products, leadership, sales, forecasting and building prospecting strategies. You’re excited about this opportunity because you will… Lead: Lead a team of Enterprise Account Executives that attract new Enterprise customers, while taking a people first approach to attract outstanding talent and support the personal development of members in your organization. Build: You'll have your fingerprints all over DoorDash's next big business. You'll use your curiosity and other skill

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

From C$136K/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 Agent Gateway Team The Agent Gateway team owns the identity-aware infrastructure that connects enterprise AI agents to the tools, data, and services their organizations authorize. Every call from Claude, Agentforce, Codex, and internal/homegrown agents to a resource flows through us. We enforce authorization, isolate credentials, mint the right token per target, and produce the audit trails that security teams rely on. We are early in a rapidly evolving space. The standards for agent identity (MCP, OAuth token exchange, DCR) are being built under our feet. Our roadmap includes hardening the data plane for on-premises customer deployments, extending policy semantics beyond tool-level allowlists, adding native support for Agent-to-Agent brokered delegation, and scaling to tenants with thousands of virtual MCP servers. The Senior Software Engineer Opportunity Okta is looking for a Senior Software Engineer to help build the Agent Gateway. You will own features and components across the data and control planes, turning technical designs and product requirements into reliable production systems. Working alongside staff engineers, you will implement token exchange, request routing, credential resolution, and policy evaluation as agent identity specifications evolve. This is a hands-on software development role at the intersection of product, security, and infrastructure. You will ship services that handle agentic traffic reliably and performantly at scale. Wha

JavaAWSRestMachine Learning
U
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn , Facebook , Instagram , TikTok , and X ; and learn more about Lifted at Go-Lifted and follow on LinkedIn . As a Senior People Operations Specialist, you will play a key role in delivering thoughtful, scalable people programs and operational support across the employee lifecycle. As part of our People Operations team, you’ll combine strong operational expertise with the judgment and partnership skills needed to support HR Business Partners, managers, and employees through both day-to-day needs and more complex people matters. You’ll own and continuously improve key people programs and processes, with a particular focus on employee lifecycle operations, immigration

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

From C$324K/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 Okta Sales Team Okta has a vision to free anyone to safely use any technology by providing a secure, highly available, enterprise-grade platform that secures billions of Workforce log-ins every year. As an Okta AE, you will drive territory growth through both net new logos and cultivating relationships to develop and grow existing Okta Platform customers. With the support of your Okta ecosystem, your focus will be on consistent results and an unwavering commitment to our customers. The Enterprise Regional Sales Manager Opportunity The successful Okta Regional Sales Manager is a highly motivated, self-driven, and experienced Account Executive who is passionate about security and about driving protection against the biggest identity threats. Okta’s Enterprise Sales Team manages the sales process for medium-sized customers. The team organizes and conducts sales presentations, site visits and product demonstrations to prospects and represents Okta in a consistent, effective and professional manner to best develop and win new clients and current customers. *This role requires in-person onboarding and travel to our San Francisco, CA HQ or Chicago, IL office during the first week of employment. What You’ll Be Doing: Establish a vision and plan to guide your long-term approach to net new logo pipeline generation Consistently deliver revenue targets to support YoY territory growth Identify, develop and execute account strategies to genera

AWSRestMachine LearningAI
U
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. Lifecycle Marketing is a horizontal team that shapes how we engage clients and talent across the full journey, and this role sits in our demand-side acquisition lane. We’re hiring a Lifecycle Marketing Lead, Growth & Acquisition to own high-impact lifecycle programs that help close the new-client acquisition gap through smarter demand capture and stronger engagement with SMB audiences. You’ll lead key initiatives across outbound prospecting and always-on content, translate performance signals into clear recommendations, and help shape how lifecycle marketing contributes to Upwork’s 2026 priorities. This is a senior indi

RestMachine LearningAIGo
V
📍 Toronto, Ontario, Canada· Full-time· Remote
✓ High-confidence listingCompany trend -100%
Quick readStrong listing-quality and freshness signals

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Vanta's Governance and Compliance platform is the operating layer enterprises trust to run their security programs. We are hiring an engineer who will own the architectural foundation that makes it work for their most complex organizational structures. Program Structure and Trust is a newly chartered group at Vanta with a focused mission: build the enterprise org model that lets customers bring their compliance and security structure — product lines, business units, isolated data environments, cross-cutting audits, scoped approvals, and data residency requirements — natively into the platform. The problems this team solves determine whether Vanta can serve the enterprise customers it's increasingly winning. This is the defining technical role of the group. The Principal Engineer owns the design, phased delivery, and long-term technical direction of Vanta's enterprise org model — a multi-quarter initiative that cuts across the platform and establishes the foundation for how enterprise customers structure, segment, and operate inside Vanta. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as a Principal Engineer at Vanta: Own the design and multi-quarter delivery of Vanta's enterprise org model, including hierarchical product lines and business units, isolated data access and ownership, cross-cutting audit workflows, scoped approvals, and EU and GovCloud data residency support Define and evolve the core abstractions that let the platform absorb structurally diverse, often conflicting enterprise requirements — solving for the general case rather than one-off customer accommodations R

RestAIGoRust
H
📍 Ontario, Canada, Canada· Full-time
✓ High-confidence listingCompany trend -90.9%

From C$96.1K/yr

Quick readStrong listing-quality and freshness signals

We're looking for a Revenue Enablement Manager for our Sales Office to own the enablement experience for Hootsuite's global seller community of Account Executives, Sales Development Representatives, and partner-facing roles. This is a hands-on, high-impact position responsible for translating Hootsuite's enterprise Go-To-Market strategy into the programs, content, and skills that give our sellers a competitive edge. This role works at the intersection of strategy and execution building the programs, playbooks, coaching frameworks, and learning systems that directly influence how quickly and effectively our sellers perform. The measure of this role is field impact: quota attainment, pipeline, and win rates. This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue. WHAT YOU’LL DO Develop and maintain sales playbooks, talk tracks, frameworks, and competitive assets in close partnership with Marketing, ensuring sellers always have current, field-tested materials at the moment they need it. Translate Hootsuite's GTM positioning and value-based selling methodology into training programs that are practical, repeatable, and directly applicable to driving active pipeline. Build and manage a coaching cadence for the seller community, leveraging AI to surface conversation intelligence insights, identify skill gaps, and create targeted coaching interventions in partnership with frontline sales managers. Design and deliver enablement programs for operational launches, GTM plays, and strategic initiatives in coordination with Product Marketing, RevOps, and Sales Leadership to ensure field readiness ahead of each launch. Partner with RevOps to drive adoption of new tools, processes, and CRM workflows, translating operational changes into clear, field-facing learning experiences that minimize friction and accelerate uptake. Maintain a continuous learning rhythm for tenured sellers through micro-learning, pee

AgileAIGoRust
H
📍 Ontario, Canada, Canada
✓ High-confidence listingCompany trend -90.9%

From C$96.1K/yr

Quick readStrong listing-quality and freshness signals

We're looking for a Revenue Enablement Manager for our Sales Office to own the enablement experience for Hootsuite's global seller community of Account Executives, Sales Development Representatives, and partner-facing roles. This is a hands-on, high-impact position responsible for translating Hootsuite's enterprise Go-To-Market strategy into the programs, content, and skills that give our sellers a competitive edge. This role works at the intersection of strategy and execution building the programs, playbooks, coaching frameworks, and learning systems that directly influence how quickly and effectively our sellers perform. The measure of this role is field impact: quota attainment, pipeline, and win rates. This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue. WHAT YOU’LL DO Develop and maintain sales playbooks, talk tracks, frameworks, and competitive assets in close partnership with Marketing, ensuring sellers always have current, field-tested materials at the moment they need it. Translate Hootsuite's GTM positioning and value-based selling methodology into training programs that are practical, repeatable, and directly applicable to driving active pipeline. Build and manage a coaching cadence for the seller community, leveraging AI to surface conversation intelligence insights, identify skill gaps, and create targeted coaching interventions in partnership with frontline sales managers. Design and deliver enablement programs for operational launches, GTM plays, and strategic initiatives in coordination with Product Marketing, RevOps, and Sales Leadership to ensure field readiness ahead of each launch. Partner with RevOps to drive adoption of new tools, processes, and CRM workflows, translating operational changes into clear, field-facing learning experiences that minimize friction and accelerate uptake. Maintain a continuous learning rhythm for tenured sellers through micro-learning, pee

Artificial IntelligenceAISalesforceRecruitment
S
📍 San Francisco, Canada
✓ 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

O
📍 Canada· Full-time
✓ Quality checkedCompany trend -100%

About the Team OpenAI’s User Operations team shepherds our customer’s adoption of AI and ensures that our customers' product experience is nothing short of exceptional. We are building the very first post-AGI support team. We resolve complex issues, provide technical guidance, and support customers in maximizing value and adoption from deploying our products. We work closely with Sales, Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. OpenAI's customers represent a range of diverse backgrounds and maturity, from early-stage startups to established global enterprises. About the Role We are looking for a leader to build and scale our Support Engineering team, which will collaborate directly with our strategic enterprise accounts, our product and engineering teams, as well as our field teams to solve some of the most difficult technical problems faced by our customers. You will lead one of the best technical troubleshooting teams at OpenAI, and our customers and Engineering teams will look to you for technical guidance in addressing the most technically difficult issues in our environment. You will play an integral role in building knowledge within the team and be part of strategic initiatives for organizational and process improvements. Working directly with our most strategic customers - You will be crucial to the success of the most innovative, disruptive, and high-scale AI solutions being built with the OpenAI platform. This team will handle high difficulty situations and issues. The team will be global, providing 24x7 technical coverage for our customers. This will be an opportunity to build this new team from first principles - your leadership will determine the future of this organization. The ideal candidate will have a combination of technical capabilities mixed with strong leadership and systems building strength. This Toronto-based role is currently remote and is expected to transition to a

AWSRestAIGo
V
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -100%

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. As an Engineering Manager leading our Reporting team, you will lead a newly structured team focused on a critical product area within GRC Program Orchestration. This role represents an exciting opportunity to shape the future of how Vanta customers understand, visualize, and operationalize their compliance and security programs. This team is focused on evolving Vanta’s reporting platform beyond dashboards into a scalable, AI-powered reporting experience. The team owns core initiatives across enterprise reporting, historical analytics, AI-assisted insights, and certified data infrastructure powering in-product experiences. This role sits at the intersection of data products, enterprise scalability, and product innovation. As reporting becomes increasingly foundational to enterprise growth, customer retention, and Vanta’s long-term AI strategy, this role will play a key role in shaping engineering execution, cross-functional alignment, and the long-term technical direction of one of Vanta’s critical product investments. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as an Engineering Manager at Vanta: Build and scale a high-performing team: lead, coach, and grow the team while hiring strategically, identifying operational gaps, and raising the engineering bar Drive execution across strategic initiatives: Deliver against a multi-quarter roadmap spanning reporting infrastructure, enterprise reporting capabilities, AI-powered insights, and scalable data foundations Shape technical and product strategy: Partner closely with Product and cross-functional engineering teams to define the

RestAIRust
V
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checkedCompany trend -100%

At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Vanta's Core Platform team provides the foundational infrastructure that powers all engineering at Vanta. We're expanding upmarket to support enterprise customers, which requires strategic investment in platform systems that ensure security, reliability, and developer productivity at scale. As we expand upmarket to support enterprise and regulated customers, we’re investing heavily in platform capabilities that scale securely while reducing cognitive load for product teams. As the Engineering Manager, Core Platform at Vanta, you'll own the foundational infrastructure that every engineer builds on, ensuring it scales with company growth while remaining fast, simple, and reliable. This team’s ownership spans shared services infrastructure, observability and monitoring, datastore management, and async work systems. Our Engineering Managers develop and grow high-performing teams that deliver significant value to our customers and enable our business to scale. This role sits at the intersection of technical architecture and team development, with real authority to set direction and grow a world-class platform team. Visit our Vanta Engineering Blog to learn more about what our team is working on! What you’ll do as an Engineering Manager at Vanta: Lead and grow high-performing platform engineering teams that deliver reliable, scalable infrastructure and operational excellence for Vanta’s products and customers Set technical direction and drive multi-quarter platform initiatives spanning infrastructure reliability, security, scalability, and developer experience across shared systems and services Partner closely with product engineerin

MongoDBAWSRestAI
S
📍 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
U
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checked

Upwork Inc.'s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn , Facebook , Instagram , TikTok , and X ; and learn more about Lifted at Go-Lifted and follow on LinkedIn . Upwork's Match Platform team sits at the heart of how clients and freelancers find each other. As Senior Product Manager for Match Platform, you will own the shared infrastructure that powers matching, personalization, embeddings, and evaluation across multiple product surfaces. This is a high-leverage role: the models, features, and frameworks you build become the foundation that other product and ML teams build on. You will partner closely with engineering, data science, machine learning, analytics, and marketplace operations to reduce duplication, increase reuse of shared capabilities, and drive measurable improvem

Machine LearningAIGoRust
U
📍 Toronto, Ontario, Canada· Full-time
✓ Quality checked

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. As Senior Marketing Technology Manager, you will shape the systems that power performance marketing across Paid Acquisition, Paid Social, and SEO. You will own the technical foundation behind tagging, tracking, signal quality, and platform integrations, while helping evolve our broader MarTech ecosystem across customer data, consent, and automation. This role is built for a marketing technologist who moves fluidly from problem definition to implementation to measurement, and who can turn emerging AI capabilities into reliable, governed workflows that improve speed, accuracy, and business impact. Reporting to the Head of Mar

SQLMachine LearningAIGo
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