Cyberhill Partners, INC Enterprise Account Executive - Strategic AI Solutions Remote · Full time Company website

We are seeking a powerhouse Enterprise Account Executive to drive growth within our highest-value commercial segments. In this role, you will be tasked with a land-and-expand strategy for our cutting-edge Enterprise AI software suite. This is not a transactional sales role. You will be orchestrating highly complex, multi-million dollar software deals that fundamentally transform how global enterprises operate. If you have a proven track record of navigating procurement, legal, and security at the Fortune 500 level, and you can speak "AI value" to C-level executives, we want you on our team.

About Cyberhill Partners, INC

Cyberhill Partners is a professional services firm specializing in engineering future-state software solutions for Fortune 500 companies. Focusing on cybersecurity, cloud computing, data analytics, and AI, Cyberhill provides comprehensive implementation services that drive success and security. With over 800 complex cybersecurity implementations completed, Cyberhill is an established and trusted services partner.

Description

Job Title: Enterprise Account Executive – Strategic AI Solutions

Location: Must be a U.S. Citizen and reside in the U.S. - Remote / Hybrid (Major Tech Hub)

Department: Enterprise Sales

Reports To: VP of Strategic Accounts


Key Responsibilities

  • Own the Strategic Playbook: Manage and grow a defined list of Named Commercial Accounts within the Fortune 500, hitting and exceeding annual seven-figure quotas.
  • Orchestrate Multi-Million Dollar Deals: Lead complex, consultative sales cycles from initial discovery through technical proof-of-concept (PoC) to final procurement and execution of $1M+ ARR contracts.
  • C-Suite Relationship Building: Establish trusted-advisor relationships with Enterprise CxOs (CIOs, CTOs, CDOs, Chief AI Officers) and business unit leaders.
  • Cross-Functional Leadership: Quarterback internal teams—including Solutions Architects, AI Research Engineers, Product Managers, and Legal—to deliver bespoke, high-impact enterprise proposals.
  • Value-Based Selling: Demystify complex Artificial Intelligence, Machine Learning, and LLM technologies into tangible business outcomes, ROI, and competitive advantages for the client.

Required Qualifications

  • Experience: 7+ years of enterprise software (SaaS) sales experience, with a strict focus on the Commercial/Enterprise sector and Fortune 500 clients.
  • Proven Track Record: Verifiable history of closing multi-million dollar deals ($1M–$5M+ ACV/ARR) and consistently exceeding quota (President’s Club status preferred).
  • Domain Expertise: Strong foundational knowledge of the AI/ML landscape, data infrastructure, or complex cloud enterprise software. You must be able to confidently discuss AI adoption challenges, security, and scalability.
  • Account Management: Deep experience managing a structured Named Account territory using strategic selling methodologies (e.g., MEDDPICC, Challenger, Miller Heiman).
  • Navigation Skills: Masterful ability to navigate the intense legal, compliance, data privacy, and procurement hurdles unique to Fortune 500 organizations.

What We Offer

  • High Earning Potential: Highly competitive base salary with an aggressive, OTE structure and accelerators for over-achievement.
  • Equity: Meaningful phantom equity in a fast-growing, industry-leading AI company.
  • World-Class Support: Dedicated BDR, Solution Engineering, and Executive Sponsor alignment to help you win large-scale deals.
  • Benefits: Comprehensive health, dental, and vision insurance, 401(k) matching, and flexible PTO along with remote/hybrid work.

Equal Opportunity Employer

We value diversity and judge candidates based on their merits, track record, and alignment with our vision to revolutionize enterprise operations through AI.

Competitive Compensation

  • Base Salary: $150,000–$180,000 annually, based on experience and qualifications.
  • On-Target Earnings (OTE): Approximately $360,000 annually (50/50 base-to-variable compensation structure).
  • Uncapped Commission Plan: Significant earning potential with aggressive accelerators for exceeding quota. Top performers have the opportunity to earn $500,000+ annually.

Additional Benefits

  • Meaningful phantom equity in a high-growth AI company.
  • Comprehensive medical, dental, and vision insurance.
  • 401(k) with company match.
  • Flexible PTO and remote/hybrid work options.
  • Dedicated Sales Development, Solutions Engineering, and Executive leadership support.


Salary

$150,000 - $180,000 per year