Head of Operations & Market Strategy

Prestige Ride Services Inc.

Location: New York (Preferred) | Remote (USA) with travel

Prestige Ride Services Inc. is a rapidly growing luxury transportation technology company operating across the United States. We combine AI, automation, enterprise software, and a nationwide affiliate network to deliver premium chauffeur services while scaling operations through technology rather than fleet ownership.

As we continue expanding nationally, we are seeking an experienced executive capable of building world-class operational systems.

We are looking for an execution-focused leader who can transform Prestige Ride into one of the world’s leading luxury mobility companies.

You will work directly with the CEO to oversee every operational department including:

• Operations
• Dispatch
• Customer Experience
• Affiliate Network
• Business Development
• Technology
• Marketing
• Finance Coordination
• AI & Automation

This is not a traditional operations role.

We need someone capable of building systems, KPIs, teams, automation, and scalable processes.

• Build scalable operational frameworks
• Develop company-wide SOPs
• Design KPI dashboards
• Lead department heads
• Improve execution across every business unit
• Present weekly executive reports

• Optimize nationwide chauffeur operations
• Improve dispatch efficiency
• Increase affiliate performance
• Reduce service failures
• Improve customer satisfaction

Lead AI transformation across:

• Dispatch
• CRM
• Customer Support
• Finance
• Marketing
• Driver Management
• Reporting
• QA

Experience with platforms like:

• OpenAI
• n8n
• Zapier
• Make
• AI Agents

is highly preferred.

Work closely with software developers on:

• Mobile Apps
• Internal CRM
• Customer Portal
• Driver Portal
• Affiliate Portal
• AI Integrations

Must understand software product development.

• Scale nationwide operations
• Launch new markets
• Improve profitability
• Reduce operational costs
• Build executive leadership team

• 10 years in executive leadership
• COO, VP Operations, Chief of Staff, or General Manager
• Transportation, Mobility, SaaS, Marketplace, Hospitality, Logistics, or High-Growth Tech experience
• Proven experience managing teams of 50 employees
• Experience managing multiple departments
• Strong financial understanding
• Excellent communication skills

Experience in companies like:

• Luxury Transportation
• Uber
• Blacklane
• Ground Transportation
• SaaS Marketplace
• Enterprise Software
• Hospitality
• Logistics

• AI Strategy
• Automation
• KPI Dashboards
• CRM Systems
• Product Management
• Operations Management
• Business Intelligence
• Financial Analysis
• Process Improvement

Within the first 12 months you will:

• Increase operational efficiency
• Improve customer satisfaction
• Reduce response times
• Scale affiliate network nationwide
• Implement AI across core operations
• Create executive dashboards
• Build world-class SOPs
• Help Prestige Ride become the leading AI-powered luxury transportation platform in North America

We are looking for someone who:

• Thinks like a founder
• Makes decisions with data
• Loves building systems
• Thrives in high-growth startups
• Has extreme ownership
• Solves problems proactively
• Is obsessed with operational excellence

Considering your vision for Prestige Ride, this role should be positioned as a founding executive rather than a standard COO. The compensation package should be competitive and include performance bonuses and, for an exceptional candidate, a meaningful long-term equity or phantom equity incentive tied to company growth.