Strategic Outbound Account Executive

Welcome to Lightspeed! 👋Are you seeking a new career challenge or simply exploring market opportunities? You're in the right place!We're on the lookout for a dynamic Strategic Account Executive to enhance our sales team in North America. In this role, you'll spearhead our growth within the Retail sector, driving revenue by identifying, targeting, and securi…

Do you aspire to empower small businesses?If so, Jobber is the right place for you! We are seeking a talented Outbound Account Executive to join our dynamic Sales team.At Jobber, our mission is to support the success of small businesses. We partner with local home service businesses, including plumbers, painters, and landscapers, to revolutionize their service delivery through innovative technology. With Jobber, they can easily quote, schedule, invoice, and collect payments from customers, ensuring a seamless and professional experience. The landscape of small business operations is evolving rapidly—technology is advancing, and customer expectations are higher than ever. That's why we empower our clients with the flexibility to manage their businesses in a way that suits them best.Recognized for our culture of transparency, inclusivity, collaboration, and innovation, Jobber has earned accolades from Great Place to Work, Canada's Most Admired Corporate Cultures, and more. We have also been featured on the Globe and Mail’s Canada’s Top Growing Companies list, and Deloitte Canada’s Technology Fast 50™, Enterprise Fast 15, and Technology Fast 500™ lists. With an executive team boasting over thirty years of industry experience, we've come a long way since our inception in 2011, and we are just getting started!About the Team:Our Sales team is dedicated to understanding our customers, their businesses, and how Jobber can be a catalyst for their success. We transform leads into loyal advocates.Passionate about sales and committed to our purpose, this team celebrates and motivates one another daily. Focused on personal and professional growth, they engage in regular 1:1 meetings that emphasize performance, coaching, long-term development, and continuous feedback from peers and leaders.The Role:Reporting to the Sales Manager, the Outbound Account Executive will be pivotal in building relationships and trust with small businesses as we strive to enhance the mobile services landscape. Our sales process is swift yet consultative, focusing on helping customers understand how our solutions can meet their needs.

Welcome! We're glad you're here Are you on the lookout for an exciting new opportunity or just exploring your options? If so, you might just be in the right place!At Lightspeed, we are seeking a dynamic Outbound Account Executive to join our high-performing Retail sales team in North America. This full-cycle role entails generating leads through proactive outreach, scheduling meetings, and managing the sales process from initial contact to successful closure. Join us as we revolutionize the way business owners connect with their customers in the Hospitality, Retail, and Golf sectors.This position is hybrid, based out of our Toronto office (on Spadina), with in-office days required every Tuesday, Wednesday, and Thursday.

Hello and welcome! Are you in pursuit of a new career challenge or simply exploring the job market? You may have just found your next opportunity! Lightspeed is on the lookout for a Senior Outbound Account Executive to enhance our dynamic Retail sales team across North America. This hybrid position requires three days a week at our Toronto office, with additional support from our Sales Development Representatives. You will be expected to generate leads independently to exceed key performance indicators. As an Account Executive, your responsibilities will include pipeline generation through prospecting, securing meetings, and managing the sales process from initial outreach to product demonstrations and closing deals. Join us in transforming how retail business owners and their customers engage. Your Key Responsibilities: Pipeline Development & Sales: Utilize phone, email, and social media to create new business opportunities. Establish relationships, initiate conversations, and identify retail sector client needs. Sales Process Management: Take charge of the sales cycle, from outreach to deal closure, which includes leading product demos and negotiating contracts while managing several deals concurrently in Salesforce. Collaboration: Partner with sales and marketing teams to achieve shared business objectives. Work with leadership on pricing strategies and refining sales approaches. Performance & KPI Tracking: Accurately forecast sales pipelines to meet monthly and quarterly revenue goals while tracking key metrics such as meetings booked and deal progression. Market Intelligence: Share insights on market trends, customer challenges, and competitor strategies to inform company direction and offerings. Additional Contributions: Actively participate as part of the broader team to achieve organizational goals, even if it requires stepping beyond your immediate role.

Greetings! We're thrilled to have you here! Are you on the hunt for a new career adventure? Or perhaps just browsing? Either way, you’ve landed in the right spot!This position is all about ownership. You will develop and finalize your own sales pipeline, targeting specific market segments with a robust outbound strategy. From initial contact to closing deals, you will be the driving force in advancing negotiations through organized discovery sessions, personalized demonstrations, and a strategic sales approach.Join a team that sees outbound sales as a craft, not merely a numbers game—success stems from comprehending customer needs, managing the sales journey, and consistently achieving high performance.At Lightspeed, we empower small and medium-sized businesses to thrive against larger competitors. You will play a key role in these impactful discussions.This is a hybrid role based in our Toronto office on Spadina, with in-office days every Tuesday, Wednesday, and Thursday.Your responsibilities will include:Owning your pipeline from start to finish - generating opportunities via targeted outreach and closing deals within your designated territory.Implementing outbound strategies within defined market segments, utilizing structured cadences while continually refining your methods.Leading impactful discovery sessions and product demos - conducting consultative, screen-sharing meetings that reveal genuine business challenges and demonstrate direct value.Managing a complex sales pipeline through Salesforce, keeping accurate forecasts, and consistently meeting monthly and quarterly objectives.Effectively qualifying and prioritizing opportunities by using key metrics such as GTV, business model, and purchasing timelines to concentrate on high-value deals.Collaborating closely with SDRs to turn outbound interest into qualified opportunities and ultimately closed revenue.Working cross-functionally with team leaders and peers to enhance strategies, share insights, and uplift overall team performance.Navigating pricing and negotiations confidently, employing structured deal strategies to protect value while progressing deals.Consistently surpassing targets, taking charge of your performance and contributing to the success of the entire team.

Join Databricks as a Strategic Enterprise Account Executive focused on the financial services sector. In this role, you will leverage your extensive industry knowledge to drive sales and cultivate strong relationships with key accounts. You will work closely with cross-functional teams to deliver innovative solutions that meet the unique needs of our clients.

The Opportunity Join us in transforming industries while advancing your career as a Strategic Account Executive focused on the Canadian market. In this pivotal role at Sitetracker, you will not only drive revenue but also play a crucial part in our mission of revolutionizing digital infrastructure across Canada. Our platform manages billions in assets and facilitates the future of telecom, energy, and smart cities. You will take charge of a key territory that boasts a robust product-market fit, supported by significant momentum and high-demand generation. Our top achievers are more than just salespeople — they are trusted enterprise advisors who bring strategic insights, an unyielding curiosity, and a profound understanding of customer needs. They are accountable for outcomes beyond mere quotas. If you are a high-achieving sales professional who thrives on acquiring new clients and seeks autonomy, growth, and a meaningful purpose, this role offers unparalleled opportunities. As the infrastructure landscape evolves rapidly, you will be at the forefront, promoting Sitetracker's cutting-edge software solutions. What You'll Do Become a vital member of a fast-growing sales team that combines the agility of a start-up with the aspirations of a large enterprise. This position is not about taking over an existing customer base; it's about building one from the ground up. You will craft and implement go-to-market strategies for the Canadian market, engaging prospective clients and guiding them through critical decision-making processes with expertise and insight. Every deal you facilitate will push the industry forward, whether it involves enhancing EV charging, upgrading telecom infrastructures, or advancing energy deployment initiatives. You will manage complex purchasing processes across diverse stakeholder groups, collaborate across functions with product, marketing, and services teams, and influence key decision-makers on both sides. This role carries sales quotas within a MEDDPICC environment, but more importantly, it is an opportunity to lead, innovate, and make a lasting impact. The Skills You'll Have Enterprise SalesProven track record of success in selling complex SaaS solutions to mid-sized, large, and enterprise-level businesses in Canada, particularly within the Telecom and Energy sectors.Ability to detail strategic navigation through key enterprise SaaS deals to achieve successful outcomes, demonstrating the pivotal role you played throughout the process.

Role overview The Sales Factory seeks a Strategic Account Executive to focus on B2B sales and expanding into new markets. This position is remote, with a base in Toronto, Ontario. The main goal is to build strong client relationships and drive growth in markets the company has not yet reached. What you will do Find and approach new B2B prospects in emerging markets Develop and maintain relationships with clients Negotiate terms and close deals with key decision-makers Collaborate with teams across the company to support growth strategies Share insights to help shape The Sales Factory’s sales approach Requirements Experience in B2B sales and account management Strong skills in communication and negotiation Comfort working independently in a remote environment Ability to build trust with both clients and internal teams Drive to open new markets and achieve results Location This is a remote role based in Toronto, Ontario.

About FeatheryAt Feathery, we specialize in automating data intake workflows for enterprise-level clients in the financial services sector, including insurance and wealth management. Our solutions empower customers to streamline critical processes such as underwriting, client onboarding, account openings, and more.With our rapid revenue growth and increasing adoption by enterprises, we are expanding our go-to-market team to enhance our relationships with strategic clients and broaden our presence within key accounts.Why We’re HiringAs Feathery continues to grow, our largest clients are broadening their usage across various workflows, teams, and business units. We seek a Strategic Account Manager to take ownership of our most significant enterprise relationships. This role is perfect for individuals who excel in complex account environments, enjoy fostering executive relationships, and can drive both client retention and expansion in a consultative, high-touch manner.Your contributions will significantly influence how we manage and cultivate enterprise accounts, directly impacting revenue and long-term customer satisfaction.About the RoleThis position offers substantial ownership responsibilities and combines the following key elements:Strategic account management and relationship stewardshipDriving revenue growth through expansion and renewalsCross-functional collaboration with Solutions Engineering, Product, and Leadership teamsCustomer strategy development, planning, and executionYou will serve as the quarterback for your accounts, ensuring customers achieve meaningful outcomes while identifying opportunities to broaden Feathery’s influence within their organizations.What You’ll DoAccount Ownership & GrowthManage a portfolio of strategic enterprise accounts, focusing on retention, expansion, and overall successIdentify and pursue expansion opportunities across workflows, teams, integrations, and business unitsLead renewal and commercial discussions, including pricing, contract negotiations, and multi-year agreementsProvide accurate forecasts for expansion and renewal revenue within your accountsExecutive Relationship ManagementBuild and sustain strong relationships with executive stakeholders across business, operations, and technologyAct as a trusted advisor, aligning Feathery’s offerings with client needs

Join Databricks as a Strategic Enterprise Account Executive, where your expertise in enterprise sales will drive innovation and transformative change for our clients. You will play a critical role in identifying and closing new business opportunities, helping organizations realize the full potential of their data. Your deep understanding of our product will enable you to effectively communicate its value to customers and system integrators, ultimately accelerating deal closures and enhancing customer satisfaction.The impact you will have includes:Engaging with CIOs, IT leaders, line-of-business executives, program managers, and key stakeholders.Successfully closing new accounts while nurturing existing relationships.Identifying quick wins and managing complex sales processes simultaneously.Consistently exceeding activity, pipeline, and revenue goals.Maintaining detailed records of customer interactions, including use cases and forecasting, in Salesforce.Employing a solution-oriented approach to deliver exceptional value.Promoting Databricks' enterprise cloud data platform powered by Apache Spark™.Ensuring total customer satisfaction.Strategically prioritizing opportunities and allocating resources effectively.Developing success plans both internally at Databricks and externally with clients.

Join Databricks as a Strategic Enterprise Hunter Account Executive in Toronto, where you will drive transformative solutions for our telecommunications clients. In this role, you will leverage your expertise in sales and account management to identify opportunities, build strong relationships, and close high-value deals.We are seeking a proactive and results-oriented individual who is passionate about technology and its impact on the telecommunications industry. You will collaborate closely with cross-functional teams to deliver exceptional customer experiences and drive growth.

We are seeking a highly motivated Strategic Account Manager to strengthen our relationships with existing clients. In this pivotal role, you will focus on prospecting within our current customer base and identifying new opportunities to enhance our sales pipeline, drive sales cycles, and secure new business. The Strategic Account Manager will be responsible for developing, owning, and executing account success plans, while collaborating closely with internal teams such as Solution Consultants, Customer Success, Implementation, Operations, and Product to ensure overall expansion and client satisfaction. Why Join Tipalti? Tipalti is an AI-driven platform revolutionizing finance automation, transforming how finance teams operate in today’s global economy. We empower our clients to scale efficiently by simplifying the complexities of global business operations and enhancing the efficiency of their finance operations. Our comprehensive suite of finance automation solutions caters to mid-market businesses and covers areas including accounts payable, global payouts, procurement, employee expenses, corporate cards, supplier management, tax compliance, and treasury. Partnering with leading financial institutions like Citi, Wells Fargo, J.P. Morgan, and Visa, Tipalti enables over 5,000 global companies to securely pay millions of suppliers and payees across more than 200 countries and territories, in 120 currencies. At Tipalti, we pride ourselves on our collaborative culture, the quality of our products, and the capabilities of our team. Tipaltians are passionate about their work and dedicated to achieving success. We offer competitive benefits, a flexible work environment, career coaching, and a space where individuals from diverse backgrounds can thrive and make a significant impact. Our culture encourages everyone to prioritize teamwork and collective success. Founded in Israel in 2010, Tipalti is a global business headquartered in the San Francisco Bay Area (Foster City) with offices in Tel Aviv, Plano, Toronto, Vancouver, London, Amsterdam, Tbilisi, and Medellin.

Founded in 2017, Timescapes is on a mission to revolutionize the construction industry by providing unparalleled visibility through a cutting-edge fixed-camera platform. Trusted by general contractors and project managers globally, Timescapes empowers teams with real-time insights into job site progress, fostering collaboration and swift resolution of disputes while keeping clients informed.Embodying a kiwi spirit, our organization is practical, humble, and dedicated to excellence in everything we do.As a Strategic Account Manager, you will play a pivotal role in driving our growth within a select portfolio of key accounts, primarily Tier 1 general contractors across Canada. Your focus will be on cultivating and maintaining deep, long-lasting relationships, establishing partnerships at the head-office level, and championing the widespread adoption of Timescapes solutions. Collaborating closely with Customer Success Managers, you will ensure the success of individual projects while working towards expanding our footprint and revenue within these accounts.Key ResponsibilitiesAccount Management: Develop and implement strategic account plans for designated key accounts, achieving annual recurring revenue (ARR) retention and expansion goals. Identify and engage key stakeholders at the head-office level to foster relationships across all relevant departments.Partnership Development: Serve as a trusted advisor to our Tier 1 customers, guiding them toward adopting or renewing partnership agreements with Timescapes. You will be the main point of contact for decision-makers, including C-suite executives and project leaders, advocating for company-wide adoption of our solutions.Collaboration: Act as the central hub for your strategic accounts, coordinating with internal teams including Solutions Consulting, Marketing, and Customer Success to ensure a seamless customer journey and drive significant revenue growth.Industry Expertise: Utilize your comprehensive knowledge of the construction sector and technology to engage in meaningful discussions with Digital/Innovation teams and senior leadership, positioning yourself as a thought leader.Revenue Forecasting: Accurately project revenue growth and pipeline activity for assigned accounts, consistently striving to meet and exceed revenue targets.

Join DataVisor, the foremost AI-driven Fraud and Risk Platform, renowned for delivering unparalleled detection coverage in the industry. Our open SaaS platform seamlessly consolidates and enriches data, empowering organizations to respond to rapidly changing fraud and money laundering activities in real time. With our patented unsupervised machine learning technology, advanced device intelligence, and robust decision-making tools, we guarantee performance enhancements from day one. DataVisor's flexible architecture supports multiple use cases across various business units, significantly reducing total ownership costs compared to traditional solutions. We are proud to be an industry leader, trusted by numerous Fortune 500 companies worldwide.Our award-winning software platform is backed by a team of top-tier professionals specializing in big data, machine learning, security, and scalable infrastructure. We foster an open, positive, and collaborative culture that drives results. Come be a part of our innovative team!In your role as a Senior Strategic Account Manager, you will cultivate and expand relationships with our most significant enterprise clients. Acting as a trusted advisor, you will ensure customer success, enhance product adoption, and identify substantial upsell opportunities within established accounts. This position demands a thorough understanding of our customers' business needs, allowing you to align DataVisor's solutions with their strategic objectives, particularly managing accounts with up to $10M ARR and driving additional revenue growth.

At FloQast, we are dedicated to revolutionizing the workflow of accounting and finance departments through automation designed by accountants for accountants. Established in 2013 in Los Angeles, we have expanded our presence to key locations including New York, London, and Australia. We are seeking a driven Account Executive who is eager to advance their career and make a significant impact in enhancing our clients' operations. As a vital member of our direct sales team, you will play a crucial role in acquiring new clients for our award-winning Accounting Transformation Platform. We value motivated individuals who thrive on team success and are inspired by personal achievements. Our solutions cater to professionals managing finance and accounting functions across organizations of various sizes.

Join Abacum as a Senior Account Executive!At Abacum, we revolutionize Business Planning solutions for finance teams, empowering them to enhance performance. Our innovative platform automates reporting, fosters collaboration, and simplifies planning and forecasting, enabling finance professionals to transition from mere number crunching to making impactful strategic decisions.Founded by two visionary former CFOs in 2020, Abacum has swiftly expanded to a diverse global team of over 100 talented individuals from more than 30 nationalities. Our headquarters in New York is complemented by offices in London and Barcelona, and we proudly serve renowned clients such as Dish Networks, Strava, BetterUp, Kajabi, JG Wentworth, Abridge, Cortex, among many others.With over $100 million raised in funding, including a recent $60 million Series B investment led by Scale Venture Partners in June 2025, we are backed by esteemed investors such as Cathay Innovation, Y Combinator, Atomico, Creandum, and angel operators from Adyen, Zapier, and Twitch.Our ambitious mission to redefine Business Planning is not a solitary journey - we invite you to join us in building the future!

Join a dynamic and innovative team at Ware Malcomb, where creativity and innovation intersect! Our forward-thinking design firm is dedicated to redefining the boundaries of design and architecture. We pride ourselves on a collaborative, team-oriented approach that ensures every project is a seamless blend of visionary design and efficient project delivery. Our active engagement within the community and industry highlights our commitment to excellence. Explore our vibrant culture and learn more about the exciting programs we offer by visiting our website: https://waremalcomb.com/life-at-ware-malcomb/.As the Director of Strategic Accounts, you will play a pivotal role in driving national account growth and fostering robust relationships with Fortune 500 clients, global brokerage firms, and key industry partners. Your focus will be on strategic business development, cross-regional collaboration, and high-level client engagement, positioning Ware Malcomb as a trusted advisor in the commercial real estate and design industry.

Join Our Team as an Account Executive!Are you a driven and passionate individual looking to make an impact in a dynamic sales environment? As an Account Executive at Merge API Integration Sandbox, you will play a key role in our sales team, connecting with clients and driving growth.Responsibilities:Engage with clients to understand their needs and provide tailored solutions.Manage multiple projects efficiently in a fast-paced setting.Utilize Microsoft Dynamics AX and other accounting software to streamline processes.Present ideas and information clearly and concisely.

About Our TeamAt Adaptive ML, we are revolutionizing the way businesses utilize language models through our state-of-the-art reinforcement learning platform. Our mission is to develop task-specific large language models (LLMs) that can self-evaluate and improve using synthetic data. With our innovative Adaptive Engine, companies can seamlessly create and deploy tailored LLMs that fit their unique requirements. Backed by a successful $20M seed round from Index and ICONIQ in early 2024, we are already collaborating with leading enterprises like AT&T to transform their operations.About the RoleAs an Enterprise Account Executive at Adaptive ML, you will be pivotal in expanding our market presence and empowering enterprise clients to harness the capabilities of our reinforcement learning technology. You will manage the entire sales process, from initial outreach to contract negotiations, ensuring that our solutions are integrated effectively within large organizations.Your role will involve close collaboration with our Research, Product, and Technical teams to craft pilot projects, navigate complex purchasing decisions, and clearly communicate the business advantages of our technology. Engaging with senior leaders in AI, data, and engineering will be a regular part of your role, making technical proficiency and strong business acumen essential to your success.We seek proactive individuals who excel in uncertain environments and are motivated by the challenge of introducing innovative products to the market. As one of our inaugural AEs, you will significantly influence our go-to-market strategy and contribute to our long-term revenue objectives.This role requires in-person attendance at our Toronto or New York office.

Freshworks Inc. seeks an Enterprise Account Executive in Toronto to support and expand relationships with large enterprise clients. This role centers on understanding each client's business challenges and guiding them toward solutions that match their needs. Key Responsibilities Manage a portfolio of enterprise accounts, maintaining regular contact and addressing client concerns Recommend Freshworks products and services based on a deep understanding of client requirements Identify and pursue new business opportunities within both existing and potential accounts Lead contract and pricing negotiations with enterprise customers Foster client satisfaction to encourage long-term partnerships Requirements Background in sales and account management, with a focus on enterprise clients Strong skills in communication and relationship-building Ability to grasp complex business needs and match them with effective solutions