Senior Enterprise Account Executive

Founded in 2012, H2O.ai is on a mission to democratize AI. As the world’s leading agentic AI company, H2O.ai converges Generative and Predictive AI to help enterprises and public sector agencies develop purpose-built GenAI applications on their private data. With a focus on Sovereign AI—secure, compliant, and infrastructure-flexible deployments—H2O.ai delivers solutions that align with the highest standards of data privacy and control.

Our open-source technology is trusted by over 20,000 organizations worldwide, including more than half of the Fortune 500. H2O.ai powers AI transformation for companies like AT&T, Commonwealth Bank of Australia, Chipotle, Workday, Progressive Insurance, and NIH.

H2O.ai partners include NVIDIA, Dell Technologies, Deloitte, Ernst & Young (EY), Snowflake, AWS, Google Cloud Platform (GCP), VAST Data and MinIO. H2O.ai’s AI for Good program supports nonprofit groups, foundations, and communities in advancing education, healthcare, and environmental conservation. With a vibrant community of 2 million data scientists worldwide, H2O.ai aims to co-create valuable AI applications for all users.

H2O.ai has raised $256 million from investors, including Commonwealth Bank, NVIDIA, Goldman Sachs, Wells Fargo, Capital One, Nexus Ventures and New York Life.

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About This Opportunity

H2O.ai is redefining how enterprises move from data to decisions at enterprise speed. We are a pioneer in predictive AI, generative AI, Agentic AI, and Observability trusted by the world’s most sophisticated and regulated organizations to deploy secure, explainable, and production-grade AI at scale.

We are seeking a Senior Enterprise Account Executive to join our growing global sales organization. This role is designed for a proven enterprise seller who thrives in complexity, creates opportunity where none existed, wins against formidable incumbents, and consistently delivers against ambitious revenue targets.

You are fluent in enterprise buying motions, credible with senior executives, and passionate about translating advanced AI technology into clear, measurable business outcomes. You bring rigor to qualification, discipline to deal execution, and a relentless focus on net-new and expansion revenue.

This is not a volume sales role.

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 Chicago, Illinois.

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.

Partner Ecosystem & Co-Sell Motion

Partners are a core part of how we win at H2O.ai.

In this role, you will:

• 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.

This role is ideal for sellers who understand that modern enterprise AI buying happens through ecosystems, not silos.

What We Are Looking For

• 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.

Why H2O.ai?

• Market leader in total rewards

• Remote-friendly culture

• Flexible working environment

• Be part of a world-class team

• Career growth

As part of our commitment to pay transparency, we utilize U.S. geographic salary ranges. OTE up to $300,000 - 340,000 USD.

H2O.ai is committed to creating a diverse and inclusive culture. All qualified applicants will receive consideration for employment without regard to their race, ethnicity, religion, gender, sexual orientation, age, disability status or any other legally protected basis.

H2O.ai is an innovative AI cloud platform company, leading the mission to democratize AI for everyone. Thousands of organizations from all over the world have used our cutting-edge technology across a variety of industries. We’ve made it easy for people at all levels to generate breakthrough solutions to complex business problems and advance the discovery of new ideas and revenue streams. We push the boundaries of what is possible with artificial intelligence. 

H2O.ai employs the world’s top Kaggle Grandmasters, the community of best-in-the-world machine learning practitioners and data scientists. A strong AI for Good ethos and responsible AI drive the company’s purpose.

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