VP of Operations, Delivery Services

Remote | National Travel Required

Base Salary: $150,000 + Performance-Based Compensation

The Opportunity

Prevail Recruiting has been retained on a confidential search for a growing technology services organization supporting major restaurant, retail, hospitality, and multi-site brands.

The company delivers complex technology deployments across distributed customer locations, coordinating the people, projects, technicians, vendors, and processes required to execute consistently at scale.

We are seeking a VP of Operations, Delivery Services to lead and scale the organization's delivery function. This executive will own the operational strategy behind customer implementations, including project management, field delivery, technician capacity, scheduling, financial performance, and continuous improvement.

This is a highly visible leadership opportunity for someone who understands both sides of technology deployment: managing the customer and project delivery process while also ensuring the right field resources are available to execute the work.

The ideal candidate has direct experience supporting restaurant, retail, hospitality, or other multi-site technology environments and has led complex implementations involving distributed technicians, contractors, project managers, vendors, and customers.

What You'll Own

• Lead the overall Delivery Services organization, including project management and project coordination.
• Own the Delivery Services P&L, including revenue delivery, operating costs, gross margin, and financial performance.
• Develop a multi-year operational strategy and capacity plan aligned with company growth objectives.
• Build and maintain a rolling technician demand forecast in partnership with Sales and other business leaders.
• Scale a distributed technician and trade network utilizing the appropriate mix of W2 technicians, independent contractors, service partners, electricians, and other skilled resources.
• Oversee complex, multi-site technology deployments across restaurant, retail, hospitality, and related customer environments.
• Drive effective scheduling, permitting, resource allocation, field readiness, and project execution.
• Lead, coach, and develop project managers, project coordinators, and operational leaders.
• Create standardized delivery playbooks, processes, documentation, and performance metrics that drive repeatable execution.
• Build technician training and certification strategies to ensure field readiness as the organization grows.
• Evaluate and improve the technology and systems supporting project management, field delivery, workforce planning, and financial visibility.
• Partner closely with Sales, Finance, Professional Services, and other functional leaders.
• Manage key customer relationships and step into major delivery escalations when executive leadership is required.
• Improve forecast accuracy, first-visit completion, client satisfaction, technician utilization, and gross margin.
• Build an operational culture centered on accountability, collaboration, continuous improvement, and proactive problem-solving.

The organization's growth plan calls for significant expansion of delivery capacity over the next several years, making scalable technician forecasting, systems, processes, and leadership development central to this role.

What We're Looking For

• Senior operations, delivery, professional services, implementation, or field services leadership experience.
• Direct experience with restaurant, retail, hospitality, or other multi-site technology deployments is strongly preferred.
• Experience with technologies such as digital signage, POS, networking, software configuration, or other customer-facing technology installations.
• Demonstrated experience leading complex customer implementations involving multiple locations, vendors, technicians, and stakeholders.
• Experience managing project managers and/or project coordinators responsible for external customer implementations.
• Strong understanding of field delivery utilizing W2 technicians, independent contractors, subcontractors, electricians, and/or other skilled trades.
• Proven experience with workforce forecasting, technician capacity planning, and/or building distributed field networks.
• Experience overseeing scheduling and coordinating geographically distributed projects.
• Experience with permitting is preferred.
• P&L ownership with a strong understanding of revenue, cost, and gross-margin performance.
• Experience leading large, distributed teams.
• Strong executive-level customer relationship and escalation-management skills.
• Strategic thinker who can build for the next several years while remaining willing to engage directly in today's operational challenges.
• Proven systems builder who creates repeatable processes rather than relying on heroics.
• PMP certification is preferred but not required.
• Experience supporting operations throughout North America and/or Latin America is a plus.

Leadership Style

We're looking for an executive who is low ego, high ownership, collaborative, and accountable.

The right person is steady under pressure, communicates clearly with customers and employees, identifies risks before they become problems, and brings solutions rather than excuses.

This leader should be equally comfortable discussing strategy and financial performance with executives, coaching a project manager, resolving a customer escalation, or digging into a delivery problem with the field organization.

Compensation

• Base Salary: $150,000+
• Opportunity to earn approximately $200,000 in total compensation through a performance-based plan tied to delivery margin, forecast accuracy, client health, and other key performance metrics.
• Additional incentive/equity participation may be considered as part of the final offer structure.

The compensation structure above reflects the current ICP.

Confidential Search

This is a confidential executive search being conducted by Prevail Recruiting. Additional information regarding the company will be shared with qualified candidates as they progress into the formal interview process.