VP of Operations & Strategy: Growth, Analytics & Compliance

MyCityTransportation; Cleveland (OH); On-site; USD 180,000 - 280,000; Full time

Job summary

MyCity Transportation in Cleveland is seeking a Vice President of Business Operations & Strategy to align finance, contracts, pricing, analytics, compliance, project management, and business intelligence into a disciplined operating system for growth. This executive partner will connect diverse functions to drive profitability and strategic growth across the organization.

The role reports to the President & CEO, oversees financial leadership, contract administration, market analysis, and

Responsibilities

• Lead annual budgeting and forecasting processes
• Monitor monthly financial performance
• Prepare executive financial reports and dashboards
• Analyze actual versus budget performance
• Monitor divisional profitability and margins
• Develop financial models supporting operational decisions
• Assist with cash flow planning and capital allocation decisions
• Identify risks and opportunities affecting financial performance
• Develop and maintain pricing models for transportation contracts
• Support proposal development and RFP responses
• Analyze operational data for staffing, scheduling, fleet utilization, and service delivery assumptions
• Evaluate contract profitability and risk
• Assist in developing financial narratives for proposals
• Conduct market research and competitive analysis
• Support strategic growth initiatives and acquisitions
• Support development and execution of corporate strategic plans
• Lead special projects assigned by executive leadership
• Conduct business research and operational analysis
• Develop recommendations that improve profitability and efficiency
• Track key performance indicators and strategic objectives
• Maintain and organize all corporate contracts
• Track renewals, amendments and compliance requirements
• Develop contract management processes
• Coordinate contract reviews with legal counsel
• Maintain subcontractor and vendor agreements
• Ensure contractual obligations are monitored and fulfilled
• Coordinate corporate insurance programs
• Manage insurance renewals and broker relationships
• Monitor accident and claims reporting processes
• Support regulatory compliance initiatives
• Manage public records requests and FOIA responses
• Maintain corporate registrations and documentation
• Coordinate activities with outside legal counsel as needed
• Develop executive dashboards and KPI reporting
• Lead implementation and management of Power BI initiatives
• Identify trends impacting performance
• Create reporting tools supporting data-driven decision making
• Conduct operational and financial analyses for leadership teams
• Lead Microsoft 365 governance initiatives
• Administer and optimize Teams, SharePoint and related collaboration tools
• Develop standardized operating procedures
• Manage technology-related projects
• Improve workflow efficiency and organizational processes
• Ensure proper information management across departments
• Lead cross-functional projects from initiation through completion
• Coordinate resources among departments
• Develop project timelines and implementation plans
• Track milestone completion and project outcomes
• Serve as project sponsor for strategic initiatives

Job description

MyCity Transportation in Cleveland is seeking a Vice President of Business Operations & Strategy to align finance, contracts, pricing, analytics, compliance, project management, and business intelligence into a disciplined operating system for growth. This executive partner will connect diverse functions to drive profitability and strategic growth across the organization.

The role reports to the President & CEO, oversees financial leadership, contract administration, market analysis, and