Jobs in Canada

Enterprise Support Specialist in Canada

411 active opportunities · Updated October 2026

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

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📍 Ontario, British Columbia, Canada· Full-time
✓ High-confidence listing

C$1.1M – C$1.4M/yr

Quick readStrong listing-quality and freshness signals

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. This role has a robust compensation package: Base salary: 91,000-115,000; OTE: 182,000-230,000, uncapped accelerators, equity grants, competitive benefits and more. The Opportunity: We are seeking an Account Executive with experience in end to end supply chain solutions and fulfillment to build and maintain a healthy book of business. You'll be part of a high-performing team where you’ll focus on building up Flexport’s brand while solving customer problems with tech-enabled supply chain and fulfillment solutions. A normal day might include leading a discovery call with a prospect to uncover more about their supply chain processes, project managing the complexities of a global supply chain, reviewing a customer’s growth strategy with their Flexport Operations Team, jumping on a plane and travel with a prospective client to tour a Flexport warehouse, or sharing your best practices with the broader sales team in a peer learning session. You will Build your book of business by closing net-new customers and/or cross-selling and upselling existing customers that contribute to Flexport's overall revenue goals Uncover and connect with ideal clients through a combination of

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

About the Team The Technical Support team is responsible for ensuring that developers and enterprises can reliably build mission critical solutions using OpenAI models. We provide technical guidance, resolve complex issues and support customers in maximizing value and adoption from deploying our highly-capable models. We work closely with Technical Success, Product, Engineering and others to deliver the best possible experience to our customers at scale. We think from an automation-first mindset and leverage the latest in AI to scale our support operations. Join the Senior Support Engineering (SSE) team at OpenAI and help shape the future of Technical Support in the age of AI. About the Role We are looking for a Senior Support Engineer to collaborate directly with our strategic enterprise accounts and product teams, helping solve some of the most difficult problems faced by our Customers. You will be part of the best technical troubleshooting team 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. As a Senior Support Engineer, you will design and run operational processes to monitor our top strategic customers and a 24x7 response team. You’ll work closely with our Infrastructure and Engineering teams to deliver the best possible experience to customers at scale. 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 API platform. The nature of this role will be low volume, high difficulty. This Toronto-based role is currently remote and is expected to transition to an in-office arrangement. In this role, you will: Be among the foremost technical and troubleshooting experts for our API platform at OpenAI. You are the last line of defense before the core Engineering team. Proactively identify and implement opportunities to scale suppor

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

From $100K/yr

Quick readStrong listing-quality and freshness signals

Who We Are: At Bandwidth, we shape how the world connects. We're the global communications software company and Tier 1 network operator with global reach. The voice, messaging, and emergency services infrastructure behind the brands and apps you use every day. Because we own the network we build on, the problems you'll solve here are bigger, more complex, and more impactful. And as communications shifts to AI, we're the infrastructure layer making it possible. We call ourselves BANDmates because building something this big takes collaboration, different perspectives, and the freedom to bring your authentic self to the table. We're experts who speak like humans. Ready to build what's next? #JoinTheBand What We Are Looking For: We’re looking for an Enterprise Account Executive who will focus on driving new client acquisition for Enterprise accounts using the full suite of Bandwidth’s products. This role is ideal for someone with 5+ years of sales experience who’s ready to join a high-growth area of the business in a critical and rapidly evolving market. What You'll Do: Work with Bandwidth sales leadership to develop and grow the Enterprise sales segment of our business Own the full sales cycle for assigned prospect accounts from discovery to commercial and contractual negotiations Partner with prospective accounts to support their migration of voice, 911, and messaging solutions to the cloud Collaborate closely with the Sales Development team to generate strategic pipeline opportunities Identify and develop new account relationships through inbound leads, outbound prospecting, account mapping with partners, and other internal sources Alongside leadership and other members of the team, provide feedback to internal teams to support better market positioning Navigate multiple levels within a target account by building cross‑functional relationships and effectively leveraging internal Bandwidth resources Proactively manage your pipeline; inpu

GitAIGoMarketing
B
📍 Vancouver, British Columbia, Canada· Full-time
✓ High-confidence listing

$128.8K – $161K/yr

Quick readStrong listing-quality and freshness signals

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Implementation at Brex Implementation transforms new customers into power users. We lead the onboarding experience for companies adopting Brex Empower, helping them shift from outdated processes to a modern, employee-first approach. It’s a role that blends customer empathy, project management, technical expertise, process design, and change management. We take personal ownership of our customers' long-term success, and we set customers up thoroughly so they can be with ‘Brex for life’. As strategic advisors, we build trust, drive solutions with tenacity, deliver results fast, and work cross-functionally to make adoption seamless for customers. What you’ll do As an Enterprise Implementation Consultant, you will serve as a strategic advisor to our largest customers, guiding them through a successful launch of the Brex platform. Acting as a hybrid coach, project manager, and product expert, your primary goals will be to drive wide

AIGoRustProject Management
B
📍 Vancouver, British Columbia, Canada· Full-time
✓ High-confidence listing

$208K – $290K/yr

Quick readStrong listing-quality and freshness signals

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Sales at Brex The Sales team is the driving factor behind revenue for Brex and every member of our team directly affects our bottom line. We focus on generating new opportunities, acquiring new customers, and building even stronger relationships with our current customers. Our winning culture recognizes big team wins and celebrates individual accomplishments. We ensure that top performers are recognized and have built a competitive environment to motivate and unify the team. What you’ll do As an Enterprise Account Executive, you will be a part of a critical sales team at Brex focused on expanding our reach into the Enterprise segment. This team is tasked with hunting large, strategic, global new clients for Brex and communicating the value of our industry leading Financial Operating System (Corporate Credit Card, Expense Management, Procurement, Travel, etc.) If you enjoy working in a creative, competitive environment while helping cu

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

From $150K/yr

Quick readStrong listing-quality and freshness signals

About This Role This is not your average Account Executive role. At Sigma, we believe that people are our most valuable resource, and so we relentlessly invest in our team. Account Executives are set up to thrive while generating meaningful pipeline, winning new customers, and directly contributing to the success of our organization. Working with Sigma gives you the opportunity to get in on the ground floor of a high-growth startup. Our Account Executives are crucial for growing our customer base and our company, making this one of Sigma’s most critical roles. Who You Are: A go-getter who is hungry for personal growth and career advancement Someone who understands the power and value of data in driving innovation and business initiatives Someone who is principled, honest, humble, and hard-working What You Care About: Learning from leaders who are dedicated to your success Working in a role you genuinely love with people you enjoy being around Making an impact in the fast-paced world of data Growing your leadership skills for a long and rewarding career You’ll Contribute By: Maintaining, creating, and updating accurate customer, pipeline, and forecast information in Salesforce Using knowledge of the data and analytics space to interact with a diverse set of businesses in consultative sales Owning your sales process — from first call to demo to proposal to proof of concept to contract Working alongside a team of motivated reps on a high-functioning, energetic team Bringing on new customers and developing advocates for Sigma in the business intelligence market Engaging with partners in the data ecosystem to build pipeline or support specific customer needs and initiatives Generating new revenue for a rapidly growing company Your Qualifications: Ideally two or more years of experience closing deals Experience in the data analytics or BI space (Looker, Tableau, Domo, etc.) is preferred Background in high-tech software sales is

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

From $252K/yr

Quick readStrong listing-quality and freshness signals

About Scale AI Scale AI is the data foundation for AI, helping organizations build and deploy reliable production AI applications. We partner with leading enterprises and government organizations to accelerate their AI initiatives through our data annotation platform, generative AI solutions, and enterprise AI capabilities. Role Overview As a Forward Deployed AI Engineering Manager on our Enterprise team, you'll be the technical bridge between Scale AI's cutting-edge AI capabilities and our most strategic customers. You'll work with enterprise clients to understand their unique challenges, lead a team that architects specific AI solutions, and ensure successful deployment and adoption of AI systems in production environments. This is a Management role that combines deep engineering and AI expertise, leading a team, and working on customer-facing problems. You'll work directly with customer engineering teams to integrate AI into their critical workflows. Key Responsibilities Customer Integration & Deployment Partner directly with enterprise customers to understand their technical infrastructure, data pipelines, and business requirements Design and implement custom integrations between Scale AI's platform and customer data environments (cloud platforms, data warehouses, internal APIs) Build robust data connectors and ETL pipelines to ingest, process, and prepare customer data for AI workflows Deploy and configure AI models and agents within customer security and compliance boundaries AI Agent Development Develop production-grade AI agents tailored to customer use cases across domains like customer support, data analysis, content generation, and workflow automation Architect multi-agent systems that orchestrate between different models, tools, and data sources Implement evaluation frameworks to measure agent performance and iterate toward business objectives Design human-in-the-loop workflows and feedback mechanisms for continuous agent improvement Prompt Engineeri

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

From $104K/yr

Quick readStrong listing-quality and freshness signals

Owns day-to-day deal pricing execution for Enterprise, including pricing calculations, staffing inputs, and dashboard reporting that gives Sales and Deal Desk leadership visibility into deal status, pricing, and margin. Partners with the Deal Desk Manager on customer deal structuring and on identifying ways to accelerate the deal approval process. What You’ll Do Deal Pricing Execution Manages day-to-day deal pricing calculations for Enterprise deals, including ROI modeling and EPD staffing inputs Applies existing pricing frameworks consistently across Land, Expansion, and Framework deals Partners with the Deal Desk Manager to design customer-specific deal structures for non-standard or complex deals Pricing & Deal Status Reporting Builds and maintains a pricing dashboard tracking deal status, pricing, margin, and overall deal health across the Enterprise pipeline Updates pricing and trend reporting to keep leadership current on where deals stand and how pricing is trending against targets Process Optimization Identifies bottlenecks in the deal review & approval process and proposes ways to accelerate cycle time Helps standardize and streamline recurring pricing/approval steps into repeatable, lower-friction workflows Tracks deal approval cycle time and surfaces trends to inform process improvements Cross-Functional Deal Coordination Owns deal crafting end-to-end from initial pricing/modeling through contract review, coordinating with sales management, reps, and internal stakeholders Ensures the relevant stakeholders (Accounting, Finance, EPD, Legal) review and approve deals at the appropriate stage before they progress Routes deal packages to the correct reviewers and tracks open items so deals aren't stalled waiting on sign-off Strategic & GTM Support Tackles ambiguous, open-ended questions around Scale's go-to-market motion and iterates quickly on solutions that deliver measurable results Supports Sales and Finance leadership in quarterly strategy and

SQLAWSRestAI
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
S
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listingCompany trend -100%

$100K – $125K/yr

Quick readStrong listing-quality and freshness signals

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the Role At Sentry, Support is an engineering discipline. Our customers are the greatest technical minds in the world—developers at elite enterprises building the future of software—and they deserve answers that go deeper than a knowledge base link. We are architecting the Technical Support engine . We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with autonomous agentic systems. You are a debugger of both code and systems. You will treat support volume as a data signal to build automated resolution paths, ensuring our human engineers only touch the most complex, high-impact architectural puzzles. Sentry Support Engineers aren't just clearing queues; they are Orchestrators . You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops. You ensure that when a developer asks a complex question, our systems have the right context and a seamless "Human-in-the-Loop" path to you when deep, nuanced expertise is required. In this role you will Master the Sentry Ecosystem & Support Elite Developers Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments. Support the Great Minds: Act as a strategic consultant for senior engineers at our largest enterprise customers, solving high-stakes architectural challenges that push the boundaries of observability. Troubleshoot SDK Implementations: Go deep into the source code of Sentry’s SDKs to help developers instrument complex frameworks and custom environments. Engin

JavaScriptPythonJavaReact
O
📍 Vancouver, Canada· Full-time
✓ High-confidence listingCompany trend -63.6%

From $284K/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 Auth0 Sales Team Auth0 supports Okta’s vision of freeing anyone to safely use any technology by providing a secure, highly available, enterprise-grade platform that secures billions of log-ins every year for Consumer and SaaS applications. As an Auth0 RSM, you will drive territory growth through both net new logos and cultivating relationships to develop and grow existing Auth0 customers. With the support of your Okta ecosystem, your focus will be on consistent results and an unwavering commitment to our customers. Learn more about our global Sales team. The Enterprise Auth0 Regional Sales Manager Opportunity The successful Auth0 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. As an Auth0 AE, you will be focused on providing value to Application Development teams (Engineering, Product, Security and Architecture). You will continually drive territory growth through both net new logos as well as through cultivating relationships to develop and grow existing Auth0 customers. This role requires travel to our San Francisco, CA or Chicago, IL office for in-person onboarding during the first week of employment. If reasonable accommodation is needed to participate in the job application, interview process, or onboarding please use this Form to request an accommodation. What you’ll be doing: Build a p

AWSRestMachine LearningAI
P
📍 Calgary, Alberta, Canada· Full-time
✓ Quality checkedCompany trend -100%

Who Are We? Postman is the world’s leading API platform, used by more than 45 million+ developers and 500,000 organizations, including 98% of the Fortune 500. Postman is helping developers and professionals across the globe build the API-first world by simplifying each step of the API lifecycle and streamlining collaboration—enabling users to create better APIs, faster. The company is headquartered in San Francisco and has offices in Boston, New York, Austin, Tokyo, London, and Bangalore - where Postman was founded. Postman is privately held, with funding from Battery Ventures, BOND, Coatue, CRV, Insight Partners, and Nexus Venture Partners. Learn more at postman.com or connect with Postman on X via @getpostman. P.S: We highly recommend reading The "API-First World" graphic novel to understand the bigger picture and our vision at Postman. The Opportunity With so many organizations using Postman, we are looking for an exceptional Enterprise Solutions Engineer to join our team & help us support the growth of our enterprise business. You will partner with our sales team to promote an API-first development culture, nurture customer relationships, and guide Postman users in leveraging our platform to build their APIs most effectively. Ideally, we are looking for someone who lives & breathes APIs, has experience in enterprise sales, is comfortable with JavaScript & is an expert Postman user already! In addition to working with a product that customers already know and love, our sales, customer success, product, and engineering teams will support you well in this role. What You’ll Do Help drive enterprise sales by nurturing prospects & supporting Strategic & Enterprise customers Conduct discovery, qualification, technical demos, & proof of value workshops with prospective customers looking to embrace Postman for their API lifecycle Handle Postman technical questions or objections & provide solutions or workarounds to address customer needs Under

JavaScriptJavaCI/CDGit
MR
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Want to work in technology at an investment bank? Graduate training, ongoing support, opportunities at leading global employers – the Alumni graduate program gives you everything you need. (And don’t worry, there’s no training bond. No exit fees, no hidden catches). Here at mthree, we pair great graduates with brilliant global businesses. Our clients include tier one investment banks and other organizations across a range of industries, from insurance to healthcare to travel. mthree has an exclusive partnership with Columbia Univ. School of Engineering. All mthree Alumni are eligible to receive two Executive Education certificates from Columbia Engineering as part of their Academy and industry placement experience at no cost. Further, all participating Alumni will have access to the Columbia Engineering network and ongoing training. What you'll do: Production support plays a vital role in enterprise technology, from algorithmic trading engines to regulatory reporting. Think of it as healthcare for technology. As a production support analyst with mthree, you’ll be on a shared mission to look after the technical systems and processes other teams rely on. How the Alumni program works: Apply via this job advert. Complete our assessment process. Get trained at mthree Academy in an online class for 4-8 weeks with other graduates. Join a mthree client for 12-24 months while receiving support and salary increases every 12 months. The vast majority then convert to permanent employees with the client at the end of the program. What you’ll learn at the mthree Academy: How to discuss production support activity at a high level including ITIL (information technology infrastructure library), monitoring, DevOps, SRE (site reliability engineering), and disaster recovery. How to discuss common financial topics, including financial markets, equity trading, derivatives, currency, treasury, regulation, and risk. How to write a basic computer program in Python, including user input

PythonSQLMySQLRest
MR
📍 Toronto, Ontario, Canada· Full-time
✓ High-confidence listing
Quick readStrong listing-quality and freshness signals

Want to work in technology at an investment bank? Paid graduate training, ongoing support, opportunities at leading global employers – the Alumni graduate program gives you everything you need. (And don’t worry, there’s no training bond. No exit fees, no hidden catches). Here at mthree, we pair great graduates with brilliant global businesses. Our clients include tier one investment banks and other organizations across a range of industries, from insurance to healthcare to travel. mthree has an exclusive partnership with Columbia Univ. School of Engineering. All mthree Alumni are eligible to receive two Executive Education certificates from Columbia Engineering as part of their Academy and industry placement experience at no cost. Further, all participating Alumni will have access to the Columbia Engineering network and ongoing training. What you'll do: Production support plays a vital role in enterprise technology, from algorithmic trading engines to regulatory reporting. Think of it as healthcare for technology. As a production support analyst with mthree, you’ll be on a shared mission to look after the technical systems and processes other teams rely on. How the Alumni program works: Apply via this job advert. Complete our assessment process. Get trained at mthree Academy in an online class for 4-8 weeks with other graduates. Join a mthree client for 12-24 months while receiving support and salary increases every 12 months. The vast majority then convert to permanent employees with the client at the end of the program. What you’ll learn at the mthree Academy: How to discuss production support activity at a high level including ITIL (information technology infrastructure library), monitoring, DevOps, SRE (site reliability engineering), and disaster recovery. How to discuss common financial topics, including financial markets, equity trading, derivatives, currency, treasury, regulation, and risk. How to write a basic computer program in Python, including user

PythonSQLMySQLRest
L
📍 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,

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