Senior Enterprise Sales Executive

About Dexterity

Dexterity is the enterprise Physical AI company building intelligent robots for complex industrial work. 

Dexterity's Mech systems combine Foresight world model, robotics, and Physical AI platform to perform demanding logistics workflows, including trailer loading, trailer unloading, airport baggage handling, etc. at the speed, reliability, and safety levels required for high-volume operations. Dexterity's Foresight World Model powers real-time perception, planning, and execution across physical environments with the interpretability required for industrial deployment. Dexterity is headquartered in Redwood City, California.

Dexterity is backed by world-class investors such as Kleiner Perkins, Lightspeed Venture Partners, and Obvious Ventures. We are a diverse and multidisciplinary team with a culture built on passion, trust, and dedication.

About the Role

As an Enterprise Sales Executive, you will lead strategic sales growth with Dexterity's most important enterprise customers. Your mission is to develop and execute account strategies, build long-term executive relationships, create compelling business cases, and drive complex sales cycles and wins with Fortune 100 and other large-scale customers.

This role is ideal for an enterprise sales leader with a verifiable track record of executing and exceeding quota year after year, strong technical and commercial judgment, and experience selling high-value solutions into e-commerce, supply chain, distribution, automation, or related industrial markets. You will work closely with Product Management, Engineering, Marketing, Finance, Legal, and customer-facing teams to create value for customers and accelerate Dexterity's growth.

About the Opportunity

You'll join Dexterity at an exciting stage of growth, helping define how Physical AI transforms logistics and warehouse operations while building long-term strategic relationships with some of the world's largest enterprise customers.

Physical & Work Environment

• Location: Hybrid/remote within the United States, with a preference for candidates based in the Western U.S. or near a major metropolitan area with convenient access to a major airport. Periodic travel to Dexterity's headquarters in Redwood City, CA is expected.

• Travel: Up to 60% travel to customer sites, executive meetings, industry events, and Dexterity offices as business needs require.

Core Outcomes

• Strategic Account Growth: Develop and initiate sales strategies for key enterprise accounts and lead the continuous implementation of defined account plans that lead to closing sales.

• Revenue and Margin Achievement: Ensure achievement of agreed sales targets and margins through structured follow-up, accurate forecasting, and disciplined reporting.

• Customer Trust: Establish, build, and maintain long-term strategic customer relationships to improve Dexterity's opportunities for sales, profitability, customer satisfaction, and account expansion.

• Business Case Development: Build analytical, value-based business cases that connect Dexterity's robotics solutions to customer ROI, operational impact, and supply chain priorities.

• Coordinated Sales Execution: Ensure a coordinated sales approach across internal teams, including Product Management, technical teams, marketing, legal, and external partners as needed.

• Market Intelligence: Identify and prioritize opportunities, monitor competitor activity within each account, and ensure appropriate response strategies are formulated and implemented.

Key Responsibilities

• Develop and execute strategic account plans for Fortune 100 and other large enterprise customers that lead to closed business.

• Lead complex, consultative enterprise sales cycles from opportunity development through contract negotiation and close.

• Create added value for the customer and Dexterity by aligning commercial strategy, technical solution fit, contract agreements, and executive sponsorship.

• Act as the focal point for strategic customer relationship management and problem resolution.

• Coordinate communications among customers and internal teams to ensure accurate, consistent, and relevant information.

• Use internal and external resources, including technical, marketing, and commercial teams, to increase Dexterity's market awareness and influence customers at all levels.

• Communicate customer forecasts, resource requirements, operational priorities, and recommendations for value-added offerings to Product Management and business leaders.

• Develop account expansion opportunities through stakeholder mapping, local customer relationships, competitive positioning, and structured account development.

• Maintain strong CRM discipline, forecast accuracy, pipeline visibility, and executive-level reporting.

Actual mix varies by customer maturity, sales cycle stage, and strategic account priorities.

Core Skills & Experience

• Demonstrated success selling complex enterprise technology solutions to large-scale customers. Typically 10+ years of enterprise sales or strategic account management experience.

• Strategic enterprise sales experience with Fortune 100 or similarly complex global accounts.

• Verifiable track record of exceeding quotas year after year.

• Strong account development experience, including stakeholder mapping, pipeline creation, and account expansion.

• Business case development experience with an analytical, value-based sales approach.

• Strong technical know-how and ability to engage credibly with engineering, operations, supply chain, and executive stakeholders.

• Excellent verbal and written communication skills, including executive presentations, negotiation, and customer-facing problem solving.

• Ability to work effectively in the targeted geography with established or quickly developed local customer relationships.

• Team player with strong execution discipline, ownership, urgency, and results orientation.

• Experience working with customers at the executive level.

Nice-to-Have, Role-Specific Strengths

• Experience selling into e-commerce, supply chain, distribution, logistics, warehouse automation, or general industry markets.

• Knowledge of integrated automation systems; robotics experience is highly preferred.

• Creative thinker with commercial focus, strong technical curiosity, and the ability to simplify complex value propositions.

• Experience partnering with Product Management, Engineering, Solution Engineering, Marketing, Legal, Finance, and Customer Success teams.

Qualifications

• Bachelor's degree in Engineering, Business Administration, or a related field preferred.

• Equivalent experience in sales, support sales, account management, marketing, automation, or customer support will also be considered.

• 10+ years of relevant experience in enterprise sales, strategic account management, or complex technical solution selling.

Forward Deployed Transformation Lead (Physical AI)

Location: Hagerstown, MD (Onsite)

Ideally based in the Hagerstown / Western Maryland region, or within practical commuting proximity such as Frederick, MD; Martinsburg, WV; Chambersburg / Greencastle, PA; Winchester, VA; or the broader DC / Baltimore outer corridor, with willingness to be onsite daily during deployment, commissioning, and handoff periods.

Employment type: Full-time, Regular

Type: Individual Contributor

About Dexterity

Dexterity is the enterprise Physical AI company building intelligent robots for complex industrial work. 

Dexterity's Mech systems combine Foresight world model, robotics, and Physical AI platform to perform demanding logistics workflows, including trailer loading, trailer unloading, airport baggage handling, etc. at the speed, reliability, and safety levels required for high-volume operations. Dexterity's Foresight World Model powers real-time perception, planning, and execution across physical environments with the interpretability required for industrial deployment. Dexterity is headquartered in Redwood City, California.

Dexterity is backed by world-class investors such as Kleiner Perkins, Lightspeed Venture Partners, and Obvious Ventures. We are a diverse and multidisciplinary team with a culture built on passion, trust, and dedication.

The Role

Dexterity is seeking a Forward Deployed Transformation Lead (Physical AI) to lead onsite Physical AI deployment execution for a major customer program in the Hagerstown, Maryland area.

This role serves as the operational leader responsible for coordinating site readiness, installation, commissioning, training, operational handoff, and customer adoption. You will work across Customer Success, Product, Field Engineering, Field Services, Support, Commercial, and customer operations teams to ensure successful deployment and long-term operational success.

Success in this role requires strong technical judgment, disciplined execution, customer-facing leadership, and the ability to translate complex deployment plans into measurable operational outcomes.

This is a highly visible role where your decisions will directly influence deployment quality, customer trust, operational readiness, and Dexterity's ability to scale Physical AI systems in production environments.

Responsibilities

• Maintain an integrated execution plan across site readiness, installation, commissioning, training, support readiness, and operational handoff activities.

• Lead day-to-day coordination with systems integrators, subcontractors, vendors, customer stakeholders, and internal Dexterity teams. This also includes management and coordination with Dexterity's partners to enable successful solution deployment.

• Drive execution accountability through structured tracking of owners, milestones, blockers, risks, and escalations.

• Review technical documentation including Statements of Work (SOWs), engineering drawings, requirements documents, responsibility matrices, commissioning plans, safety documentation, and acceptance criteria.

• Audit field execution against approved technical requirements and project scope.

• Manage deployment punch lists and drive closure through documented evidence and verification.

• Validate completion evidence including commissioning reports, inspection records, test results, training completion records, customer signoffs, and acceptance documentation.

• Identify and resolve gaps between reported completion status and actual operational readiness.

• Track schedule performance, critical-path dependencies, scope risks, and deployment readiness metrics.

• Escalate issues proactively with clear recommendations and recovery plans.

• Partner with customer operations leaders to support decisions involving workflow design, staffing, throughput objectives, operating windows, and system utilization.

• Capture deployment lessons learned and contribute to continuous improvement of Dexterity deployment methodologies and playbooks.

• This role begins with end-to-end ownership of a major customer deployment and offers opportunities to expand across multiple sites, regions, and customers as Dexterity continues to scale.

Qualifications Required

• 7-10 years of experience leading complex technical deployments involving robotics, industrial automation, warehouse automation, material handling systems, or similar industrial environments.

• Experience operating at a Manager, Site Execution Lead, Technical Program Manager, Deployment Manager, Operations Manager, or similar leadership level.

• Strong technical literacy across robotics, automation, controls, electrical and mechanical systems, industrial equipment, or comparable technologies.

• Ability to interpret engineering drawings, technical specifications, commissioning plans, acceptance criteria, and project documentation.

• Experience managing vendors, systems integrators, contractors, field service providers, and installation teams.

• Proven ability to assess technical readiness and operational readiness independently.

• Strong project execution, risk management, and escalation management skills.

• Excellent communication skills with technical teams, customer stakeholders, site leadership, and executive audiences.

• Demonstrated ability to balance operational objectives, customer needs, safety requirements, and deployment timelines.

• Willingness to be onsite regularly throughout deployment, commissioning, and stabilization activities.

Qualifications Preferred

• Experience in parcel, logistics, fulfillment, warehouse, distribution center, or high-throughput industrial environments.

• Prior responsibility for day-to-day operational performance in warehouse or industrial settings.

• Experience with robotics systems, PLCs, industrial controls, safety systems, MHE, WMS/WES integrations, commissioning, or site acceptance testing.

• PMP, Industrial Engineering, Systems Engineering, Construction Management, or related certifications.

• Experience supporting go-live readiness, customer acceptance testing, hypercare, or operational stabilization programs.

What Makes You Successful

• Strong execution discipline and accountability.

• Excellent technical judgment and attention to detail.

• Credibility with both operational and technical stakeholders, both internally and externally.

• Ability to navigate ambiguity and drive decisions.

• Customer-first mindset with a focus on operational outcomes.

• Structured communication and proactive escalation practices.

• Bias toward action, ownership, and closure.

Compensation

Base pay is one component of Dexterity's total rewards package, which may also include equity, comprehensive medical, dental, and vision benefits, and other compensation elements depending on eligibility.

The annual base salary range for this position is $160,000–$180,000 USD. Actual compensation will be determined based on relevant experience, skills, scope of expertise, overall qualifications, and internal equity.

Final compensation will be determined on a case-by-case basis and will also consider relevant experience and internal equity.