Vice President of Sales

Enterprise AI investment is accelerating. Execution is not keeping pace. The gap between AI ambition and production-scale AI performance is widening — not because the technology isn't ready, but because enterprises lack the execution infrastructure to deploy it consistently, govern it responsibly, and measure it at the portfolio level.

AI Collaborator is an enterprise AI enablement firm that turns AI demand into governed, scalable enterprise performance.

We are the enterprise AI enablement layer — combining MARCO™, our proprietary platform, with a global elastic partner ecosystem and embedded governance to give organizations the structure, speed, and scale to operationalize AI across the business. We don't replace your vendors or your teams. We give your AI program the operating discipline it's been missing.

The proof: 90% of our pilots reach production — the highest success rate in the industry.

We're at an inflection point. The product is strong, the category thesis is clear, and we're now building the go-to-market organization that will establish AI Collaborator as the leader in Enterprise AI Enablement.

Opportunity overview:

AI Collaborator is seeking a Vice President of Sales (North America) to lead the commercial expansion of MARCO™, the Enterprise AI Enablement Platform.

This is a foundational revenue leadership role responsible for executing and scaling AI Collaborator's enterprise revenue strategies across Global 2000 organizations. The VP of Sales will lead strategic enterprise sales, develop high-impact partnerships, and build the sales organization required to establish AI Collaborator as the defining platform in the emerging Enterprise AI Enablement category.

The ideal candidate brings a genuine technical foundation — ideally a background in engineering, data science, enterprise architecture, or technical pre-sales — combined with the enterprise sales leadership skills to close complex, multi-million-dollar platform deals. This is not a role for a generalist sales executive. The candidate must be capable of earning credibility with CIOs, CTOs, and enterprise architects on technical substance, not just relationship management.

This role reports directly to the CEO and will play a critical role in shaping the company's revenue strategy, market presence, and long-term growth trajectory.

What The Vice President of Sales Will Be Doing:

• Lead the commercial strategy and revenue growth for AI Collaborator across North America.
• Develop and execute enterprise sales strategies targeting Global 2000 organizations.
• Close complex enterprise platform and AI transformation deals with C-level and senior technical buyers.
• Establish AI Collaborator as the trusted partner for enterprise AI enablement infrastructure.

Technical Sales Leadership

• Engage directly with CIOs, CTOs, Chief AI Officers, and enterprise architects to build technical credibility and trust.
• Lead technical discovery conversations covering client AI infrastructure, integration environments, data architecture, security posture, and governance requirements.
• Work closely with Solutions Engineering and Delivery to develop technically grounded proposals and architecture narratives tailored to client environments.
• Translate MARCO™'s technical capabilities — including API integration, agent orchestration, governance workflows, and execution infrastructure — into clear business value for senior stakeholders.
• Navigate enterprise security reviews, procurement processes, and technical due diligence alongside the client's internal IT and compliance teams.
• Serve as a credible peer in conversations about AI deployment approaches, vendor selection, and enterprise architecture decisions.

Strategic Account Development

• Identify, cultivate, and expand relationships with executive and technical stakeholders across Fortune 500 and Global 2000 enterprises.
• Drive multi-business-unit expansion within enterprise accounts through a structured land-and-expand model.
• Convert pilot engagements into large-scale enterprise deployments by maintaining technical and executive alignment through the full sales cycle.

Category Leadership & Market Development

• Position MARCO as the defining platform in the Enterprise AI Enablement category.
• Educate the market on the structural need for AI enablement infrastructure — the coordination, governance, and execution layer that enterprise AI programs are missing.
• Represent AI Collaborator in executive briefings, industry forums, and enterprise technology conferences.
• Build and lead a high-performing enterprise sales organization.
• Recruit, mentor, and develop enterprise account executives with strong technical aptitude.
• Partner with marketing, product, and engineering to refine positioning, messaging, and vertical GTM strategies.
• Establish scalable sales processes, forecasting discipline, and CRM pipeline management.

Strategic Partnerships

• Identify and develop partnerships with consulting firms, technology vendors, and ecosystem partners that accelerate enterprise adoption.
• Leverage AI Collaborator's global partner ecosystem of 1,200+ firms and 30,000+ AI specialists to expand deal opportunities and drive revenue growth.

Qualifications

• 10+ years of enterprise technology sales experience, including leadership roles selling platform solutions to Fortune 500 or Global 2000 organizations.
• Proven ability to close complex multi-million-dollar enterprise deals involving technical stakeholders and multi-team procurement processes.
• Demonstrated technical foundation: background in engineering, computer science, data science, enterprise architecture, or technical pre-sales. The candidate must be comfortable in technical conversations — not just executive ones.
• Deep experience selling AI, ML, data infrastructure, cloud platforms, or enterprise integration software to technical and executive buyers.
• Ability to hold credible conversations about AI deployment architecture, API integration, enterprise security, data governance, and cloud infrastructure without relying entirely on a solutions engineer.
• Demonstrated success building and scaling enterprise sales teams in high-growth technology companies.
• Strong network of executive and technical relationships across enterprise technology buyers.
• Experience operating in startup or high-growth environments where building GTM infrastructure from scratch is required.
• Exceptional communication, negotiation, and executive presentation skills — with the ability to present technical depth and business value simultaneously.

Differentiators

Candidates who meet the core requirements and also bring the following experience will stand out:

• Undergraduate or graduate degree in Computer Science, Engineering, Information Systems, or a related technical discipline.
• Hands-on background in software engineering, solutions architecture, or technical consulting earlier in career.
• Experience selling to CIOs, CTOs, Chief AI Officers, and enterprise architects as the primary economic buyer.
• Familiarity with large language models, agentic AI systems, RAG architectures, and enterprise AI deployment patterns.
• Experience with enterprise integration platforms, middleware, API management, or data pipeline infrastructure.
• Working knowledge of enterprise security frameworks, data compliance requirements (SOC 2, HIPAA, GDPR), and IT governance.
• Prior experience navigating enterprise security reviews, technical RFPs, and architecture approval processes.
• MBA with an undergraduate technical degree.

Why you’ll love working here

AI Collaborator is building the Enterprise AI Enablement platform that organizations will rely on to operationalize AI at scale.

While most AI companies focus on models or tools, AI Collaborator focuses on what enterprises actually struggle with: coordinating, governing, and scaling AI execution across complex organizations. Our platform, MARCO™, is designed to bring structure, accountability, and measurable performance to enterprise AI initiatives.

You will join a company that:

• Has been built through real enterprise execution inside Fortune 100 companies
• Converts 90% of pilot initiatives into full production deployments
• Has generated millions in gross profit while raising less than $250K in external capital
• Is now preparing to scale rapidly with venture backing
• Operates a global elastic ecosystem of 1,200+ partner firms, 30,000+ AI specialists, across 60+ countries and 500+ use cases

This is an opportunity to help define and lead a new category in enterprise technology — with the technical depth and market credibility to back it up.

Culture

AI Collaborator champions a culture built on:

• Human-first innovation
• Radical collaboration
• Global teamwork and diversity of thought

Our team operates across North America, Latin America, and Europe, working together to shape the future of enterprise AI.