Senior Enterprise Account Executive
- Toronto, ON
- Permanent
- Full-time
This is a strategic, consultative enterprise AI role at a moment when organizations are moving from AI experimentation to AI accountability.This position is based in Toronto, Canada.What You Will Do
- Own and manage a focused portfolio of large enterprise and Global 2000 accounts, developing and executing multi-year strategic account plans.
- Build trusted relationships with C-level and senior executives, including Line-of-Business leaders, CIOs, CDOs, CTOs, and Heads of Data and AI.
- Create, develop, and grow a high-quality pipeline across net-new logos and expansion opportunities within existing accounts.
- Lead and orchestrate complex, end-to-end enterprise sales cycles, aligning Sales Engineering, Product, Partnerships, Customer Success, and Marketing.
- Conduct high-impact discovery using value-based selling methodologies to uncover strategic business challenges and quantify ROI, risk reduction, and operational impact.
- Clearly articulate and differentiate H2O.ai’s platform against incumbent and emerging AI competitors, positioning value at the business and economic level.
- Design and execute thoughtful deal strategies, including stakeholder mapping, value justification, competitive positioning, partner leverage, and close planning.
- Maintain accurate forecasting, disciplined pipeline management, and impeccable CRM hygiene.
- Partner closely with Solution Engineering to demonstrate customer-specific AI value and outcomes.
- Travel as required to support strategic customer and partner engagements.
- Co-sell and collaborate across the Data and AI ecosystem, including cloud, infrastructure, data platform, and AI partners.
- Develop joint account strategies with partner sales teams to accelerate access, increase deal size, and expand deal scope.
- Leverage OEMs, hyperscalers, neo-clouds, GSIs, regional SIs, and resellers to drive velocity, credibility, and enterprise adoption.
- Use the partner ecosystem as a force multiplier to win larger, more strategic, and more defensible enterprise deals.
- 7+ years of enterprise sales experience selling complex software platforms (AI, data, analytics, ML, or adjacent enterprise technology) into large enterprises.
- A strong, credible enterprise executive network, with experience selling to senior technical and business stakeholders.
- Proven ability to design, navigate, and close complex, multi-stakeholder transactions with long sales cycles.
- Consistent track record of overachieving quota and winning competitive, high-value opportunities.
- Strong qualification discipline (MEDDICC / MEDDPICC or similar), deal rigor, and forecasting accuracy.
- Ability to thrive in ambiguous, fast-moving environments, bringing structure, clarity, and momentum to complex engagements.
- Collaborative, ecosystem-oriented mindset with a strong sense of ownership.
- Excellent executive-level communication skills (written, verbal, and presentation).
- Bachelor’s degree required.
- Market leader in total rewards
- Remote-friendly culture
- Flexible working environment
- Be part of a world-class team
- Career growth