Very Big Things

Lead Account Executive – AI Services

Very Big Things

full-time

Posted on:

Location Type: Remote

Location: United States

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Job Level

Senior

About the role

  • Own full-cycle sales execution: Manage opportunities end-to-end: discovery, qualification, stakeholder alignment, proposal development, negotiation, and close.
  • Maintain a high-quality pipeline focused on upper mid-market and enterprise buyers; produce accurate, defensible forecasts.
  • Ensure consistent deal velocity through clear next steps, decision-criteria validation, and buying-group alignment.
  • Represent our offerings with clarity and confidence: Lead with our core packaged solutions: Transform Work and Modernize + AI.
  • Communicate value, methodology, and expected outcomes in a structured manner; respond to technical questions with practical accuracy.
  • Partner with technical leadership during deeper technical evaluations and security/compliance discussions.
  • Build executive trust and long-term relationships: Engage C-suite sponsors and operational leaders with clear, concise communication.
  • Establish credibility through thoughtful discovery and measured commitments—focused on business outcomes and ROI.
  • Coordinate with internal stakeholders to ensure clean handoffs and strong delivery continuity.
  • Contribute to a repeatable GTM motion: Maintain exceptional CRM hygiene and deal documentation.
  • Improve playbooks, talk tracks, and qualification frameworks based on field learning.
  • Collaborate with vertical GTM initiatives (e.g., healthcare/life sciences, hospitality, manufacturing, education).

Requirements

  • 7+ years of B2B sales experience, including meaningful time selling technology services (consulting/agency/SI/custom software) or complex technology solutions.
  • Demonstrated success selling into upper mid-market and enterprise stakeholders, including procurement and security stakeholders as needed.
  • Strong command of enterprise sales fundamentals: discovery, structured qualification (or equivalent), multi-threading, and negotiation.
  • Clear executive-level communication—written and verbal—with strong judgment and follow-through.
  • Preferred: Experience selling or supporting solutions in generative AI, data, automation, or platform software (LLMs, RAG, agents, workflow automation).
  • Familiarity with enterprise security and compliance considerations (identity, access controls, auditability, data governance).
  • Prior exposure and/or network in target verticals: healthcare/life sciences, hospitality, manufacturing, or education.
Benefits
  • Competitive compensation with performance-based upside.
  • Comprehensive benefits.
  • Remote work.
  • Paid time off (PTO).
  • Final package depends on experience and location.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B salessales executiondiscoveryqualificationnegotiationenterprise salesgenerative AIdata automationplatform softwareCRM hygiene
Soft Skills
clear communicationexecutive-level communicationjudgmentfollow-throughrelationship buildingstakeholder alignmenttrust buildingstructured methodologycollaborationadaptability