Enterprise Account Executive - Midwest

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for an Enterprise Account Executive – Midwest based in Canada. We are seeking a results-driven Enterprise Account Executive to accelerate enterprise sales growth across a dynamic, technology-driven market. In this role, you will own the full sales cycle, from prospecting and discovery to negotiation and closing, while building strategic relationships with high-value enterprise customers. You will help organizations unlock the potential of their customer data through innovative data activation and AI-powered personalization solutions. Working within a fast-growing, remote-first technology environment, you will collaborate closely with Sales, Marketing, and Product teams to deliver tailored solutions that generate measurable business outcomes. You will have the opportunity to influence go-to-market strategies, expand key accounts, and contribute directly to the company's continued growth. This role is ideal for an entrepreneurial sales professional who thrives in a fast-paced environment and is motivated by ambitious targets, customer success, and meaningful equity opportunities.

Build, manage, and develop a robust pipeline of high-value enterprise accounts, identifying new business opportunities and driving sustainable revenue growth across the assigned territory. Lead the entire enterprise sales cycle, including outbound prospecting, lead qualification, discovery, solution positioning, negotiation, and contract closure. Execute effective outbound sales strategies to engage prospective customers, establish relationships with key decision-makers, and generate qualified opportunities. Develop and implement land-and-expand strategies to grow existing accounts, strengthen customer relationships, and maximize long-term account value. Conduct discovery conversations to understand customer challenges, business objectives, data infrastructure, and technology requirements. Present tailored solutions that demonstrate how data activation and AI-driven personalization capabilities can address customer needs and deliver measurable business value. Build trusted relationships with senior stakeholders and enterprise decision-makers, positioning yourself as a strategic partner throughout the buying process. Consistently achieve or exceed sales quotas, revenue targets, pipeline objectives, and other key performance indicators. Collaborate with Sales, Marketing, and Product teams to align sales strategies, communicate customer feedback, and deliver a consistent customer experience. Maintain accurate pipeline forecasts, opportunity records, and sales activity reporting to support effective planning and revenue predictability. Stay informed about industry trends, competitive offerings, customer data platforms, marketing technology, and AI-powered business solutions to strengthen sales positioning. Adapt quickly to evolving market conditions, product developments, and business priorities while maintaining urgency, accountability, and a customer-focused approach. Contribute to the development of sales strategies and processes within a growing organization, helping improve execution and support continued commercial expansion. Requirements Significant experience in enterprise sales, with a demonstrated track record of managing complex sales cycles and closing high-value business opportunities. Proven ability to build, manage, and convert an enterprise sales pipeline through outbound prospecting, strategic account planning, and relationship development. Experience implementing land-and-expand strategies that support customer acquisition, account growth, and long-term revenue generation. Demonstrated success consistently meeting or exceeding sales quotas, revenue targets, and key performance indicators. Strong discovery, consultative selling, negotiation, and closing skills, with the ability to understand complex business challenges and communicate the value of technology solutions. Excellent written and verbal communication skills, including the ability to deliver compelling presentations and engage effectively with senior enterprise stakeholders. Experience collaborating with cross-functional teams, particularly Sales, Marketing, and Product, to develop customer-focused strategies and drive successful outcomes. Strong relationship-building and interpersonal skills, with a professional, customer-centric approach to managing enterprise accounts. An entrepreneurial mindset, with the ability to work independently, take ownership of results, and operate effectively in a fast-paced, rapidly evolving environment. Excellent organizational and time management skills, with the ability to prioritize opportunities, manage multiple sales cycles, and respond quickly to changing business needs. A growth-oriented mindset, strong problem-solving abilities, and a commitment to continuous learning and professional development. Familiarity with marketing technology (MarTech), customer data platforms, data infrastructure, or the broader data ecosystem is a strong advantage. An understanding of how businesses leverage customer data, analytics, and AI-powered technologies to improve marketing performance and deliver personalized customer experiences is preferred. Ability to work remotely and manage enterprise sales activities across the assigned territory. Benefits Competitive on-target earnings (OTE): Annual OTE of US$300,000–US$335,000, structured as a 50/50 split between base salary and variable commission. Competitive base salary: Estimated annual base salary of US$150,000–US$165,000. Performance-based commission: Significant earning potential tied to sales performance and achievement of revenue targets. Equity compensation: Meaningful equity opportunities that allow employees to participate in the company's long-term growth. Remote-first flexibility: Work remotely within the company's North American operating model. Career growth: Opportunities to contribute to enterprise sales strategy, develop strategic customer relationships, and grow alongside a rapidly scaling technology business. Product and industry exposure: Work with innovative data activation, customer personalization, and AI-powered decisioning technologies. Cross-functional collaboration: Partner with Sales, Marketing, and Product teams to influence customer outcomes and contribute to product and go-to-market development. Entrepreneurial environment: Join a dynamic sales organization where initiative, ownership, continuous learning, and measurable impact are valued.