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Posted Mar 30, 2026

Enterprise Account Executive - AI LMS (Remote)

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About the job Enterprise Account Executive - AI LMS (Remote) Our client is a small startup (50-100 employees) operating in the enterprise AI LMS space. It is completely bootstrapped and comfortably funded by the founders' multiple business streams. They are seeking a mature and highly-resilient Enterprise Account Executive with a proven track record in closing complex B2B SaaS deals. The ideal candidate will have extensive experience managing lengthy sales cycles, navigating multi-threaded organizations with tens of stakeholders, and closing high-value contracts with sophisticated procurement processes. This is a FULLY REMOTE position - but, you must either live in the US and/or have extensive experience targeting US enterprises. Occasional meetings in EU/APAC time zones are required. Additional details that may help vet if the opportunity is a fit for you or not: • Current sales team is just 4 - 5 people. Reporting to Head of Revenue • 12+ month sales cycle • Quarterly commission payouts • Expect an annual base salary somewhere in the range of 150 - 175K, but negotiable • Commission rates not fixed/fully benchmarked and negotiated on case-by-case basis with founders depending on what you can bring to the table Currently, we are only accepting candidates that already possess enterprise-level sales experience. Please do not apply if this is not the case. KEY RESPONSIBILITIES: • Own the full enterprise sales cycle from prospecting through to close, including deal strategy, stakeholder management, and contract negotiation. • Build and manage a strong pipeline of enterprise opportunities with deal sizes typically ranging from six to seven figures. • Lead complex, multi-stakeholder sales processes involving technical, financial, legal, and procurement teams. • Develop account strategies for large enterprise clients, including account mapping, stakeholder identification, and engagement planning. • Collaborate with solutions engineers, product teams, and customer success to deliver tailored solutions and proposals. • Navigate RFPs, RFIs, and formal tender processes with structured, compliant responses. • Accurately forecast revenue and maintain pipeline hygiene within CRM systems. • Negotiate pricing, contracts, and commercial terms while protecting margin and long-term value • Drive expansion within existing accounts through upselling, cross-selling, and long-term relationship building. REQUIREMENTS: • 7 - 10 years of B2B SaaS sales experience, with at least 2 - 3 years at the enterprise sales level. Fast trackers with slightly less years of experience can be considered. • Proven track record of closing complex enterprise deals (six-figure to seven-figure ACV). • Demonstrated resilience through long sales cycles and multi-threaded deal environments. • Familiarity navigating structured procurement, legal, and compliance processes. • Ability to engage at the CXO level. • Experience working with cross-functional teams including pre-sales, product, legal, and finance. • Strong understanding of enterprise sales methodologies (e.g., MEDDICC, Challenger, or similar frameworks) • Excellent negotiation, communication, and presentation skills. • Fluent in English. Other languages are a bonus. • Bachelor's degree preferred. If you are qualified and interested, we kindly invite you to apply! In the meantime, please consider following our company page for more updates and relevant job opportunities.