Sales Director in Canada

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

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

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

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

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

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 Opportunity Okta is building an AI-enabled demand engine that uses signals, automation, and intelligent engagement to identify, qualify, route, and progress the right buyers more effectively. The AI Journey Operations Manager will own the business strategy, qualification framework, routing logic, operating model, and performance optimization for AI-assisted xDR capabilities across the Global Demand Center. This role is not primarily a platform administration or workflow-build role. It is a senior, cross-functional capability-owner role responsible for determining how AI-assisted qualification and engagement should operate, how it connects to human xDR and Sales follow-up, and how it contributes to measurable funnel and pipeline outcomes. The ideal candidate combines AI-enabled GTM experience, xDR/Sales process knowledge, demand generation, revenue operations, and journey strategy. They can translate business priorities into qualification logic, routing rules, AI engagement workflows, handoff requirements, measurement frameworks, and ongoing optimization plans. What You’ll Do Own AI xDR qualification strategy Define qualification frameworks for AI-assisted engagement across priority inbound, account-based, product-led, customer, and signal-triggered motions. Establish the fit, behavior, intent, engagement, and business-context criteria used to determine whether a lead or account should be engaged, progressed, routed, recycled, or suppressed. Partn

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. Senior Solutions Engineer, Okta (Canada) Secure Every Identity, from Human to AI Agent About the Role At Okta, we believe that identity is the foundation of security and digital transformation. As a Senior Solutions Engineer, you will be the trusted technical advisor to our largest, most complex enterprise customers and a critical driver of our sales organization. We are looking for a highly strategic Pre-Sales professional whose consultative expertise, emotional intelligence, and enterprise sales acumen are their defining strengths. While technical agility is required, your primary focus will be owning the technical sales cycle by anchoring technical features to positive business outcomes. You will partner closely with Account Executives to uncover top-of-mind business challenges—specifically around mitigating risk, reducing costs, and driving operational efficiency. By establishing value-based conversations, you will prove how Okta’s independent, neutral, and end-to-end identity platform can transform their architecture and secure the "Tech Win" on large-scale deals. What You'll Be Doing Master the Discovery Process: Leverage exceptional active listening to dig deep into customer pain points. You will uncover the 'why' behind the initiative, focusing on how Okta's vast pre-built integrations and scalable architecture can solve their most complex, diverse environmental challenges. Navigate Complex Organizations: Translate highly technical concepts into cle

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: Sentry is expanding our Technical Customer Success team to support our growing customer base and drive deeper adoption of the Sentry Platform worldwide. As a Technical Customer Success Manager (TCSM), you’ll be a Sentry product expert responsible for ensuring customers are successfully onboarded, achieve maximum value from our platform, and uncover new opportunities for growth through additional use cases and products. You’ll play a key role in helping customers realize measurable outcomes with Sentry. In this highly cross-functional role, you’ll collaborate closely with Account Executives (AEs), Sales Engineers (SEs), and Engineering teams to ensure customers’ technical and business goals are met. This role requires strong technical expertise and a deep understanding of the Software Development Life Cycle (SDLC) and related technologies. If you’re a technologist with experience supporting technical products in customer-facing roles—and you’re eager to join a fast-growing team delivering real value through an exceptional product—we’d love to meet you. In this role you will: Become a Sentry product expert and support customers by understanding their needs and helping them achieve their goals using the Sentry Platform. Drive customer success and health through effective onboarding, adoption, value realization, and retention. Collaborate with customer key stakeholders to define business and technical objectives, and work with the customer team to achieve them. Act as a trusted, strategic advisor to each assigned customer—driving best practices, innovation, and long-term success. Partner closely with the sales te

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role Our Deal Team members collaborate with multiple Palantir teams to proactively engage with existing and prospective commercial customers, leading the structuring and negotiation of deal terms so that Palantir can continue to drive positive impact in the world. As a member of the Deal Team, you will partner closely with Palantir’s Legal, Finance, Sales, and Engineering teams to drive deal execution and support our growth efforts at scale, while directly owning the development and negotiation of commercial terms for commercial customers. You will use your expertise to unite our customer’s needs and considerations with our company’s strategy, using your creativity to identify the right commercial structure and approach for each customer. You will also utilize your understanding of the business landscape and build relationships with internal partners, increasing the visibility of deal progress and forecasting impact across all levels of our organization, from analysts to C-suite executives. In this role, you will also support various special projects that arise at our fast-paced, mission-focused company. We’re a team that values both creativity and teamwork. Whether operating solo or collaboratively, we endeavor to achieve great results on challenging, time-sensitive deal discussions and projects. You'll be given open ended objectives and expected to find ways to turn them into outcomes. By focusing on the broad vision without losing sight of the details, you'll bring large and multi-phase deals to successful completion while prioritizing team outcomes over individual wins. You are able to deliver complex commercial contract and deal information in an unde

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role Palantir’s in-house legal team works to proactively address legal issues so that Palantir can continue to drive positive impact in the world. As a Commercial Contracts Specialist, you will be a non-attorney partnering closely with Commercial Counsel to effectively support our rapidly growing portfolio of commercial customers. In this role, you will also work closely with Palantir’s Sales, Legal, Finance, and Engineering teams, while owning the drafting, administration, and negotiation of commercial customer contracts, and building infrastructure to support our commercial customers at scale. As you develop expertise with our commercial contracts and build relationships with our internal partners, you will become adept at quickly researching and answering factual and interpretive contractual questions as needed. You will also support various special projects that arise at our fast-paced, mission-focused company. We’re a team that values both creativity and teamwork - whether operating solo or collaboratively, we seek to achieve great results on challenging, time-sensitive projects. You'll be given open ended objectives and will find ways to turn them into outcomes. By focusing on the broad vision without losing sight of the details, you'll bring large and multi-phase projects to successful completion while prioritizing team outcomes over individual wins. You are able to deliver complex information in an understandable way, and can manage high touch stakeholders in a constantly shifting landscape. You are ready to become an expert on the intricate details of the contracts that enable Palantir to implement its cutting-edge technology to solve real-world pro

A World-Changing Company Palantir builds the world’s leading software for data-driven decisions and operations. By bringing the right data to the people who need it, our platforms empower our partners to develop lifesaving drugs, forecast supply chain disruptions, locate missing children, and more. The Role The Finance Team supports and empowers Palantirians through both day-to-day operations and a solution oriented approach to problem solving. As a member of the Revenue Team, you will be responsible for guiding your customer & deal portfolio through the quote-to-cash process, analyzing and reviewing complex revenue transactions, as well as continually refining our revenue recognition policies. You will need to be able to articulate revenue guidance clearly while supporting legal and deal team on contract drafting to maximize revenue. You will also provide direction on technical revenue accounting issues and be able to explain the accounting impact to the internal stakeholders across various teams including Business Development/Sales, Legal, and Finance during the contract negotiation process. You will work closely with Sales, Finance, and Accounts Receivable teams to ensure the health of your portfolio and participate in global month/quarter end revenue close. You are a hands on self-starter who loves to collaborate, and who is always looking to improve upon the status quo. The position requires strong technical, analytical, attention to details and communication skills.

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

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

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 Senior Regional Marketing Specialist We are looking for a strategic and results-driven individual to support the planning and execution of our regional marketing programs and initiatives supporting our Canada sales organization. This role is essential to achieving our ambitious revenue goals by executing impactful marketing strategies and demand generation programs that drive regional pipeline growth. As part of the Americas Field Marketing team, you will report to the Sr Manager, Regional Marketing Enterprise Canada/East Region. This role will work closely with the sales organization and collaborate within the broader marketing organizations (e.g. Partner Marketing, Digital, Strategic Events, Product Marketing, Global Campaigns, and Marketing Operations) to ensure strategic alignment and achieve business outcomes. What You’ll Be Doing Program Planning & Execution: Work directly with the Senior Regional Marketing Manager for Canada as well as sales and sales leaders to execute integrated demand generation programs across events, digital, partner, and outbound channels. This includes managing logistics, communications and being onsite at key events to ensure everything runs smoothly. Project & Campaign Management: Coordinate with both internal teams and external partners and vendors to develop marketing campaign assets—from creative and email sequences to curated content and campaign offers. Bring ideas to lif

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 Revenue Strategy and Operations Team Revenue Strategy & Operations sits at the heart of our organization, driving operational excellence across our entire revenue organization. As part of Okta's Business Operations team, we amplify the impact across our rapidly growing Sales, Presales, Customer Success, Technical Account Management (TAM), and Renewals organizations by ensuring each function has the insights, tools, and processes to run effectively and efficiently. The team establishes rigorous standards and processes, and scales customer-centric operations to support our growth targets across the entire customer lifecycle. The Customer Success Operations Manager Opportunity In this role, you will design, refine, and continuously optimize our Customer Success Management Systems, bridging the gap between corporate strategy and regional execution to maximize Net Revenue Retention (NRR). You'll establish operations rigor and standards across the CX organization, ensuring that global and local standards are consistently adhered to while supporting growth objectives. You’ll be the primary operational partner to the AMER VP of Customer Success and senior CX leadership, and will also coordinate with adjacent teams including Technical Account Management (TAM), Renewals, Support, and Professional Services. This is an ideal opportunity for an experienced, highly collaborative operations professional with exceptional analytical skills and a growth mindset to ma