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.

Work arrangement
No