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 120 - 150K, 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.