Direct Sales Representative in Canada

Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be focused on uncovering the pain points organizations face as they operate in or migrate to a cloud environment at scale as well as delivering the appropriate Datadog solution. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Prospect into large Fortune 1000 companies while running an efficient sales process Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts Develop a deep comprehension of customer's business Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI Handle existing customer expectations while expanding reach and depth into assigned territory Demonstrate resourcefulness when faced with challenges that defy easy solution Have intuitive sense of necessary steps to close business and gain customer validation Identify robust set of business drivers behind all opportunities Ensure high forecasting accuracy and consistency Who You Are: Someone with 3+ years closing experience (mix of field selling within mid-market or enterprise) Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+ Able to demonstrate methodology to prospect and build pipeline on your own Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred) Experienced in selling into large Fortune 1000 companies with the ability to win new logos Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs. Fluent

Everpure (NYSE: P) has evolved from storage pioneer to data platform, closing fiscal 2026 with $3.7 billion in revenue, its first billion-dollar quarter, and accelerating growth into FY27. Our strategic agenda spans the companies defining the next era of technology - hyperscalers, AI labs, the AI hardware supply chain, data platform providers, and the broader AI ecosystem. This type of work—work that changes the world—is what the tech industry was founded on. So, if you're ready to seize the endless opportunities and leave your mark, come join us. The Role The Americas Senior Director, Evergreen Subscription Sales, leads the segment strategy, vision, and execution of the Evergreen subscription portfolio for the Americas Core segment. This role translates global portfolio direction and company objectives into a multi-functional Americas Core segment strategy that increases subscription adoption, recurring revenue, pipeline progression, customer value, and commercial effectiveness. The Senior Director leads the Americas Core Evergreen Subscription Sales organization, develops Americas Core territory and market plans, establishes operating policies and mechanisms, and partners with executive leadership to deliver sustainable business results. The role has broad responsibility and significant operational latitude within the Americas Core segment. It influences strategy, policy, resource allocation, and execution across Sales, Product, Finance, Customer Success, Marketing, Services, and Operations. Account Executives and Regional Sales retain ownership of customer relationships and core account execution; the Senior Director is accountable for the Americas Core Evergreen Subscription Sales function, segment commercial outcomes, organizational capability, and cross-functional alignment. The role does not own or direct Evergreen Subscription Sales execution outside the Americas Core segment. Key Responsibilities Americas Core Segment Strategy, Vision, and Commercial Leader

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

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 130 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com . We're looking for a sharp, positive, and motivated self-starter to join our Mid-Market Goods team in Toronto! In addition to laying the foundation of the team, the Client Partner will be responsible for forming relationships with key brands and ensuring they meet their business objectives using Reddit's advertising suite. Please note that this role is required to work in-person from our Toronto office 1-2 days per week. Core Responsibilities: Collaborate with existing clients to deliver Reddit solutions that help achieve those customers’ marketing and business goals Identify areas of additional opportunity within existing client relationships, including new lines of business, and move them through to close Collaborate with Account Managers to create long-term, mutually beneficial partnerships between your customer base and Reddit Act as the CEO of your book of business, and take full ownership of strategic bets, revenue forecasting, and ensuring operational rigor Communicate feedback on our sales processes, narratives, and products to advocate for customers and improve the team's effectiveness and efficiency Proactively manage and deepen relationships with existing advertising partners, both with agencies and directly with clients to drive year-over-year revenue growth Proactively construct upfront and joint business plans with top clients Establish mutually beneficial relationships with new clients, educating them on Reddit and the Reddit ads platform Leverage agency and client direct relationships to identify new buye

Head of Enterprise GTM Strategy & Operations Reports to VP, Enterprise Sales · SF or NY Reporting to the VP of Enterprise Sales, this role owns both halves of Scale AI’s enterprise revenue engine: the strategy that determines where we play and how we win, and the operating system - people, process, and systems - that makes that strategy executable, measurable, and repeatable. On the strategy side, you set the analytical foundation for enterprise growth: segment and account prioritization, coverage and territory design, pricing and packaging inputs, and the diagnostic work that explains why the funnel behaves the way it does. On the operations side, you own the RevOps stack, forecasting, compensation design, sales enablement, and the operating cadences that convert strategy into predictable quarterly execution. The ideal candidate is equally comfortable building a segmentation model from a blank page and running a Monday morning pipeline review. You will lead an established team, with the Head of Sales Enablement and the RevOps Manager as direct reports. Your first job is to raise the ceiling on what that team delivers: sharper analysis, tighter operating rhythm, and enablement that measurably shortens ramp and lifts win rates. This is a senior, highly visible role partnering with Enterprise Sales leadership, Finance, Marketing, Product, and Solutions Engineering, with regular exposure to the executive team and board materials. STRATEGY Define which segments, industries, and accounts Scale prioritizes, and build the analytical case behind those choices Build and maintain the market sizing, segmentation, and account-tiering models that drive coverage decisions and investment trade-offs Lead hypothesis-driven analyses of the enterprise funnel - win/loss patterns, conversion drivers, deal economics, coverage gaps - and translate findings into specific changes to how we sell Partner with Finance and Product on pricing, packaging, and deal-structure strateg

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 organization at Brex is responsible for driving growth across both new business and the install base. Our Account Management team plays a critical role in deepening customer relationships, expanding value, and ensuring long-term retention across our commercial segment. We operate with a high-performance culture rooted in accountability, partnership, executional rigor, and customer-centricity. Every Account Manager has direct impact on revenue, customer health, and strategic outcomes. What you’ll do Brex is looking for a Manager of Sales Account Management to lead a team of high-performing Account Managers responsible for retaining and expanding revenue across our commercial segment. You will be accountable for renewal and expansion performance, while setting clear expectations for commercial rigor and value-based selling. You will coach Account Managers to deeply understand customer financial workflows and stak

The Team + The Role Pendo's Field Marketing team partners closely with Sales to create programs that drive pipeline growth, accelerate deals, and deepen customer relationships. The team builds targeted regional experiences and campaigns that bring Pendo's brand to life for enterprise prospects and customers. The Field Marketing Manager is an embedded strategic revenue partner to the Enterprise sales team. You will own account-specific programs, translate intent data into targeted campaign strategies, create high-touch executive-level experiences, and co-develop territory plans with RVPs. Events are one tactic in your toolkit, not the job itself. This is a hybrid role based out of our office in San Francisco, California. What this looks like day-to-day Sales alignment and territory strategy: Partner closely with RVPs and Account Directors to shape territory and account strategy from the ground up. Attend weekly team calls and account pod meetings, brief the team on campaigns and upcoming programs, and serve as the primary marketing point of contact for Enterprise sales activity in your territory. Account-based and product-based programs: Own dedicated programs for your top 10 priority accounts each quarter, including executive gifting, on-site visits, bespoke events, account-specific content and ads, and direct mail. Maintain account briefs with each account pod and partner with Enterprise demand generation on a coordinated coverage model. Regional field events: Plan and execute approximately three regional in-person field events per quarter in partnership with the AVP. Own pre-event and post-event strategy, attendee targeting, invite flows, day-of experience, reporting, and spend efficiency analysis so the team understands what works in your territory. Intent data and signal activation: Develop working fluency in intent platforms and reports to monitor account buying signals. Review bi-weekly signal briefs and translate them into account-specific program actio

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 Ads is one of the fastest-growing commerce media businesses in the industry, connecting brands to a high-intent, on-the-move audience across Lyft's rider and driver networks. With proprietary first-party data spanning millions of rides and real-world consumer journeys, Lyft Ads offers advertisers a unique combination of targeting, context, and measurement that traditional platforms cannot replicate. We are building the future of mobility media — and we are looking for exceptional talent to help lead that charge. We are seeking a strategic, highly cross-functional leader to join Lyft Ads as our Sr. Product Marketing Manager for Measurement, Data & Audiences. This is a unique and high-impact role at the intersection of data commercialization, advanced measurement strategy, and go-to-market execution. As the direct commercial counterpart to our Ad Infrastructure Product Management team , you will translate back-end data signals, in-house attribution models, and reporting tools into compelling, market-facing solutions. You will own the strategy for how Lyft Ads packages and positions its first-party mobility data, validates performance through third-party measurement partners, and delivers trusted ROI clarity to brands and agencies. Additionally, you will lead the identification, evaluation, and commercialization of custom, bespoke data partnerships that unlock strategic value and incremental revenue streams for Lyft Ads. This role requires a rare blend of technical data literacy, commercial acumen, and operational execution. You will work closely with Product, Data Science, Engineering, Sales, and external partners to define how Lyft Ads goes to market and proves its value in the rapidly evolving commerce media landscape Responsibilities: Data Commercialization & Audience

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 Stripe’s Customer Success Managers (CSM) oversee the post-sales lifecycle for Stripe users, ensuring they realize the maximum value of their investment. This partnership drives user success, increases retention and expansion, and supports mutually beneficial renewal outcomes. Few roles provide such a direct impact on the growth of the company. What you’ll do We are looking for a motivated and curious professional to manage one of our largest customers. The CSM for our Key Accounts team will deliver proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is analytical and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of Stripe’s enterprise customers Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights Perform business re

JLL empowers you to shape a brighter way . Our people at JLL are shaping the future of real estate for a better world by combining world class services, advisory and technology for our clients. We are committed to hiring the best, most talented people and empowering them to thrive, grow meaningful careers and to find a place where they belong. Whether you’ve got deep experience in commercial real estate, skilled trades or technology, or you’re looking to apply your relevant experience to a new industry, join our team as we help shape a brighter way forward. Research Analyst – JLL What this job involves: The Research Analyst will join JLL's San Francisco Research team to deliver market intelligence that sets JLL apart. You will analyze San Francisco's industrial, office, and flex markets alongside the economic drivers that shape them. This role combines direct client engagement with hands-on data analysis, positioning you at the intersection of urban economics and commercial real estate. You will grow from foundational market research into automated workflows, quantitative modeling, and independent analysis—building both analytical rigor and technical capability. If you're curious about what drives markets and ready to become data fluent while mastering local real estate dynamics, this role offers a clear path forward. What your day-to-day will look like: Develop expertise on San Francisco's economy, industry composition, demographics, and commercial real estate market to identify trends and emerging opportunities Maintain comprehensive market coverage by tracking significant leasing activity, tenant movements, development projects, sales transactions, and ownership changes Meet regularly with clients and internal teams to present market insights, conditions, and forecasts Produce quarterly reports on San Francisco market

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 130 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com . Reddit is entering a period of unprecedented innovation and growth—and there’s never been a more exciting time to join. The Ads Business Engineering team operates at the intersection of engineering, product, sales, and business development, delivering technical expertise and solutions that empower technology partners, agencies, and advertisers to seamlessly integrate with Reddit’s advertising platform. As a key member of this rapidly expanding team, you’ll have the opportunity to take meaningful ownership—driving cutting-edge AdTech integrations, launching and managing strategic partnership programs, and helping scale Reddit’s developer ecosystem. At Reddit, a Business Engineer plays a critical role in driving the success of our advertising API products and platform integrations. This experienced engineer role combines deep technical consulting with hands-on engineering, where you'll guide strategic integrations, often contributing directly to implementation across Reddit’s stack or in the codebases of partners (or direct advertisers). You will be a key technical advisor—trusted to own the end-to-end relationship with Reddit’s most important advertising partners, and execute on the long-term strategy for how we develop an ecosystem of developers. You’ll work across engineering, product, sales, and business development teams to connect Reddit’s capabilities to the evolving needs of the market. You won’t just recommend solutions—you’ll implement them across systems, including platform changes, and also help define framewo

Product Owner OUR MISSION At Redwood Software we unleash human potential. We empower our customers with lights-out automation for their mission-critical business processes. Redwood Software is the leader in full stack automation for mission-critical business processes. With the first SaaS-based composable automation platform specifically built for ERP, we believe in the transformative power of automation. Our unparalleled solutions empower organizations to orchestrate, manage and monitor their workflows across any application, service or server – in the cloud or on premise – with confidence and control. CORE VALUES One Team. One Redwood Make Your Own Weather Obsess over Customer Success Work the Problem Be Curious Own the Outcome Respect Each Other YOUR IMPACT In the role of Product Owner for the Internal Product line, you will be responsible for driving development of internal tools, working closely with Product Leader, Consultants, Field Teams, Engineering, and QA. We subscribe to the philosophy that Product Managers and Product Owners are effectively CEOs of their product and drive growth and success of the product with the help of engineering, design, marketing, sales etc. The following attributes are key to excel in this role: Thrive in Ambiguity : POs carve the path and change it early and often as they collect more signals, while separating the noise. Strong Leadership: POs drive the day to day processes in managing the roadmap, driving the daily scrum rituals, and driving features/capabilities to on-time delivery. Strong Execution: This entails leading teams that work with you with fast-paced execution, using user research and business objectives to inform decisions, learning from new information and adjusting accordingly, communicating and managing relationships with stakeholders – both internal (your direct team) and external (senior leaders across the company, for example). Key Responsibilities Help PM leaders define the long term

Our Purpose Mastercard powers economies and empowers people in 200+ countries and territories worldwide. Together with our customers, we’re helping build a sustainable economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help people, businesses and governments realize their greatest potential. Title and Summary Director, Customer Success Role Summary The Director of Customer Success is responsible for the health, retention, growth, and overall success of a portfolio of strategic customer relationships. This leader oversees a team of Customer Success Managers and serves as the operational and commercial leader for their segment, ensuring customers realize measurable value while protecting and expanding revenue. The Director partners closely with Sales, Product, TAMs, Specialist Business Leaders, Operations, and Support to drive customer outcomes, manage risk, and identify growth opportunities. Key Responsibilities Customer Retention and Growth Own renewal, retention, and expansion performance across assigned accounts. Ensure customers achieve measurable business outcomes and realize value from Mastercard solutions. Identify churn risks early and lead mitigation strategies. Partner with Sales to drive expansion opportunities and support commercial negotiations. Maintain accurate forecasts for renewals, risks, and growth opportunities. Strategic Customer Leadership Oversee a portfolio of high-value customer relationships through direct engagement and team leadership. Act as an executive sponsor for strategic accounts. Guide Executive Business Reviews and customer success planning

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

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 is looking for a seasoned Sr. Manager, Accounts Payable, tto join our Controllership organization. In this high-impact leadership role, you will own Lyft’s end-to-end AP, which includes the T&E and corporate card programs. The role spans domestic and international operations—and serves as a key strategic and operational leader overseeing how the company pays its corporate suppliers, manages vendor relationships, and scales its procure-to-pay processes. You will lead a team of managers and individual contributors located across multiple locations, and partner closely with Finance, Procurement, Treasury, Legal, Tax, and the broader business to ensure operational and compliance excellence at scale. This role is uniquely positioned at the intersection of operational rigor, global expansion, and financial transformation—making it ideal for a leader who thrives on building world-class teams, deploying automation intelligently, and delivering best-in-class supplier experiences. Responsibilities: Team Leadership & Development Lead, mentor, and develop a multi-layered team of AP managers and staff distributed across the multiple locations, fostering a culture of accountability, continuous improvement, and growth. Set clear performance expectations, provide regular coaching and feedback, and support career development pathways for all direct and indirect reports. Build organizational capacity by identifying skill gaps, championing training initiatives, and creating succession plans for critical roles. Model Lyft’s values and leadership principles, cultivating a high-trust, inclusive, and results-oriented team environment. AP and T&E Operations & Procure-to-Pay Collaborate with business partners on the full end-to-end procure-to-pay cycle including Global Supply Management and Procurement O