Account Executive – Enterprise Technology & AI Sales

About the Role

We’re inviting experienced Enterprise Account Executives and B2B Sales Leaders to help create real business value through enterprise sales. This is a quota-carrying individual contributor (IC) role with ownership of the full sales cycle — from prospecting and executive engagement through technical scoping, negotiation, and close.

⏱️ Commitment: Estimated 40 hours per week

🌍 Location: Fully Remote

💼 Engagement: Independent Contractor

Contract & Payment Terms

• Independent contractor engagement.
• Fully remote and can be completed on your own schedule.
• Projects may be extended, shortened, or concluded early depending on business needs and performance.
• Work will not involve access to confidential or proprietary information from any employer, client, or institution.
• Payments are made weekly via Stripe or Wise , based on services rendered.

If you have a strong enterprise sales background and experience closing complex B2B deals, this could be an opportunity to apply your commercial expertise in a fast-moving environment.

We consider all qualified applicants without regard to legally protected characteristics and provide reasonable accommodations upon request.

What You’ll Do

• Generate and qualify pipeline through outbound prospecting, executive relationships, events, and partnerships.
• Lead consultative sales cycles with senior business operators and technical leaders.
• Build compelling business cases that help secure internal budget approval.
• Partner with Engineers to scope deployments and run proof-of-concepts (POCs) with clear success metrics.
• Lead commercial negotiations and close complex, multi-year enterprise agreements.
• Expand existing accounts beyond the initial deal and maintain strong customer relationships.
• Keep CRM records accurate and provide reliable pipeline forecasts.
• Share market insights and customer feedback with Product and GTM leadership.

Requirements

• 3+ years of enterprise B2B sales experience, ideally selling technical or platform products to Fortune 500 companies.
• Demonstrated track record of consistently achieving quota and closing complex, multi-stakeholder deals with $500K+ ACV.
• Comfortable engaging both C-suite executives and technical decision-makers.
• Ability to translate ambiguous business challenges into clear, compelling value propositions.
• Strong discovery, commercial negotiation, and pipeline-generation skills.
• Ability to thrive in a fast-moving, high-autonomy startup environment.
• Nice to Have
• Experience selling AI/ML, data, or professional-services solutions.
• Experience as an early-stage or founding Account Executive responsible for building a territory from the ground up.