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. What you’ll do As an Account Executive, Existing Business, you’ll be managing existing relationships and identifying new opportunities to expand Stripe’s footprint within existing accounts. Specifically, we’re looking for someone who can execute on long-term sales strategies, engage with internal and external stakeholders, align on technical and business requirements with product teams, build value in competitive situations, lead commercial negotiations, and close deals. Responsibilities Work with existing Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue Own the full sales cycle, from business case development, to deal structuring and negotiating, to close Develop account plans and cross sell into your list of strategic customers, driving growth through expansion and new revenue streams Drive deal strategy and commercial negotiations for large, complex renewals Develop relationships with executive stakeholders within your book of business, deeply understanding problems they are solving and helping drive to solutions Be responsible for account mapping and coordinating effective meetings with the appropriate external stakeholders expanding the customer relationship Lead and contribute to team projects to develop and refine our sales process and help shape the Stripe sales culture Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirem
Jobs in Canada
Sales Account Executive 2 in Canada
15 active opportunities · Updated September 2026
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Explore current sales account executive 2 jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.
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. What you’ll do As an Account Executive, Existing Business, you’ll be managing existing relationships and identifying new opportunities to expand Stripe’s footprint within existing accounts. Specifically, we’re looking for someone who can execute on long-term sales strategies, engage with internal and external stakeholders, align on technical and business requirements with product teams, build value in competitive situations, lead commercial negotiations, and close deals. Responsibilities Work with existing Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue Own the full sales cycle, from business case development, to deal structuring and negotiating, to close Develop account plans and cross sell into your list of strategic customers, driving growth through expansion and new revenue streams Drive deal strategy and commercial negotiations for large, complex renewals Develop relationships with executive stakeholders within your book of business, deeply understanding problems they are solving and helping drive to solutions Be responsible for account mapping and coordinating effective meetings with the appropriate external stakeholders expanding the customer relationship Lead and contribute to team projects to develop and refine our sales process and help shape the Stripe sales culture Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirem
From $100K/yr
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. This role is based in San Francisco and will not be remote. 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 2+ years of experience closing deals Experience in the data space (Warehouses, Pipelines, Analytics, etc.) is prefe
$208K – $290K/yr
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
$250K – $350K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
From $375K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
$250K – $350K/yr
About Glean: Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles. At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level. Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality. If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craf
C$1.1M – C$1.4M/yr
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
From C$180K/yr
Most reps sell software. You sell a better way to run a business. On-site | Vancouver Office – 675 W Hastings St. The Problem We're Solving Dental labs are running complex operations on manual processes — and the cost shows up in capacity, margins, and the inability to scale without hiring. EviSmart is building the AI-powered workflow automation platform that changes that equation. What the company needs now is the person who can walk into a lab owner's world, diagnose the real problem, and close the deal that transforms how they operate. Why EviSmart 300 people. Two hubs: Vancouver HQ and Manila operations. 145% year-over-year SaaS growth — the market is responding. 28 countries. One platform. The dental industry's Autopilot. An in-house AI model research and development team building proprietary intelligence. Why This Role, Right Now Most sales roles hand you a pitch deck and a quota. This one asks you to think differently. EviSmart isn't selling software features — it's selling a new operating model for an industry that has never had one. The labs buying this platform aren't switching tools; they're eliminating entire categories of manual work. The successful AE are diagnosing bottlenecks, quantifying impact, and building the business case that makes the decision obvious. The pipeline is real, the product is proven, and the ceiling on what you can earn is uncapped. A Note from the Team "We're not hiring someone who needs a script to start a conversation. We need someone who walks into a discovery call with genuine curiosity about how a lab operates — and leaves having shown the owner something they couldn't see before. That's the rep who wins here." — Paolo Kalaw, CEO, EviSmart What You’ll Own Own the full sales cycle from first discovery call to signed contract — intake, diagnosis, solution, close. Diagnose workflow breakdowns across lab operations: where manual work creates bottlenecks, where throughput is
C$100K – C$130K/yr
Strategic Commercial Account Executive About This Role This is one of the most critical positions at Sigma. The success of our business depends on bringing in the right customers, at the right stage of their growth, and this role focuses on the Mid Market accounts at the center of that effort. The right candidate will have the rare ability to open doors at the highest levels, navigate complex organizations, and drive deals that change the trajectory of both our customers’ businesses and ours. Sigma is growing at over 80% year over year, and this role is an opportunity to be at the forefront of that momentum. You’ll work directly with some of the best leaders in the industry, learning how to build relationships, influence decisions, and close transformative deals. If you succeed here, you won’t just have a great job—you’ll have a career-defining experience where you will earn your sales MBA. This role is based in San Francisco and is critical to the success of our business. It is not a remote position—you will be in the office four days a week, working side by side with some of the best in the industry. This is not just about being present; it’s about being immersed in a fast-moving environment where decisions are made, deals are won, and careers are built. Our office culture is passionate, collaborative, and rewarding. Travel: Travel is expected locally to the Bay Area and to the west coast 25% of the time. We encourage and do not limit in person meetings with prospects, customers, and partners. Who You Are: A high-impact, forward-thinking professional eager to drive innovation and shape the future of data-driven business strategy. A self-starter who thrives at a fast pace and takes ownership of big initiatives. Proven track record of multi-threading & navigating complex deal cycles with large ASP A strategic thinker who understands how data fuels transformation, decision-making, and competitive advantage. Runs value b
$75K – $85K/mo
At Trustpilot, we're on an incredible journey. We're a profitable, high-growth FTSE-250 company with a big vision: to become the universal symbol of trust. We run the world's largest open customer review platform, and while we've come a long way, there's still so much exciting work to do. Come join us at the heart of trust! We are a team of multinational customer experience specialists working with omnichannel support tools to support our diverse customer base. Our focus is on excellent support and problem-solving. We are troubleshooters, effective listeners, out-of-the-box thinkers, and collaborators. Supporters by nature, we are an open team where no question is too big or small. As an Account Executive at Trustpilot, you will be part of an exciting Sales team full of hard-working and motivated professionals. Selling into the mid-market space, the expectations for our Sales team are set high by our Management team but the bar is constantly being raised by our hard-working team members who are looking to grow their careers and bank accounts by outperforming their targets. Our team members are walking into an environment where if you put the work in our leaders and your peers will empower you to be successful, all while making sure you are having fun along the way. What you’ll be doing Direct the full sales cycle from inception to close Be a hunter by discovering and facilitating your own leads utilizing online and offline resources Reach key policy makers in order to sell Trustpilot’s mission, platform, and software solution Make outbound sales calls speaking to C-level executives across all verticals Effectively maintain your pipeline using our CRM, Salesforce Achieve and consistently exceed monthly sales goals Develop skills necessary to transition into an enterprise sales role Who you are: Advanced experience of outbound sales in an ever-growing selling environment Adept at qualifying leads, reaching the right contact, prioritizing the pipeline, and closin
From £162.5K/yr
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! Why this role? In this role, you will have ownership of the full sales cycle - from identifying leads to closing deals with Global 2000, large enterprises within Western Canada. We’re looking for an approachable and compelling communicator who loves working with prospects to uncover their needs and feels comfortable developing tailored value propositions around how Cohere’s platform can help them achieve their business goals. You’ll lay the foundation for Cohere’s growth by owning your territory and collaborating with teammates across customer success, sales development, marketing, and solution architecture. You’ll be the voice of the field and help our product and engineering teams prioritize the Cohere roadmap with customer-centric care. It’s a highly self-directed role, so you should be someone who thrives in an unstructured and quickly evolving environment. And your opportunity for impact will be astronomical — Cohere has skies-the-limit potential, and you’ll help us reach it. As an Account Executive you will : Focus on net-new logo acquisition via outbound activity and relationship building with key stakeholders while also
From £162.5K/yr
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! Why this role? In this role, you will have ownership of the full sales cycle - from identifying leads to closing deals with Global 2000, large enterprises within Eastern Canada. We’re looking for an approachable and compelling communicator who loves working with prospects to uncover their needs and feels comfortable developing tailored value propositions around how Cohere’s platform can help them achieve their business goals. You’ll lay the foundation for Cohere’s growth by owning your territory and collaborating with teammates across customer success, sales development, marketing, and solution architecture. You’ll be the voice of the field and help our product and engineering teams prioritize the Cohere roadmap with customer-centric care. It’s a highly self-directed role, so you should be someone who thrives in an unstructured and quickly evolving environment. And your opportunity for impact will be astronomical — Cohere has skies-the-limit potential, and you’ll help us reach it. As an Account Executive you will : Focus on net-new logo acquisition via outbound activity and relationship building with key stakeholders while also
From £187.5K/yr
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! Why this role? In this role, you will have ownership of the full sales cycle - from identifying leads to closing deals with Global 2000, large enterprises within the Energy & Utilities sector. We’re looking for an approachable and compelling communicator who loves working with prospects to uncover their needs and feels comfortable developing tailored value propositions around how Cohere’s platform can help them achieve their business goals. You’ll lay the foundation for Cohere’s growth by owning your territory and collaborating with teammates across customer success, sales development, marketing, and solution architecture. You’ll be the voice of the field and help our product and engineering teams prioritize the Cohere roadmap with customer-centric care. It’s a highly self-directed role, so you should be someone who thrives in an unstructured and quickly evolving environment. And your opportunity for impact will be astronomical — Cohere has skies-the-limit potential, and you’ll help us reach it. As an Account Executive focused on the Energy & Utilities sector you will : Focus on net-new logo acquisition via outbound acti
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 As a Commercial Account Executive, Mid-Market, you’ll be the primary point of contact for prospective and existing customers in our mid-market segment, helping organizations modernize how they plan, build, secure, and ship software with GitLab’s AI-powered DevSecOps platform. You’ll own a broad book of business in your territory and serve as a strategic, trusted advisor to your accounts as you prospect, run complex sales cycles, and guide customers on their journey with GitLab to achieve clear business outcomes while supporting adoption and reducing churn. You’ll collaborate closely with Sales Development
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