Matthew Pitt

20+ years leading operations, revenue, and turnarounds for automotive/mobility and fleet-based businesses — from $57M startups through $450M+ enterprises. Engaged as CEO, COO, Chief Restructuring Officer, and Chief Revenue & Pricing Officer. Now taking on one fractional COO, CRO, or CEO engagement alongside a current venture — ideal for a company navigating restructuring, revenue/pricing strategy, or post-acquisition integration.

Chief Executive Officer at Cypress Ventures (2025-01 – Present)

Set company vision, strategic direction, and go-to-market strategy for a new technology-enabled vehicle remarketing marketplace

• Lead commercial strategy, revenue development, and organizational growth from the ground up
• Build direct relationships with fleet operators, rental companies, dealerships, financial institutions, and technology partners
• Work hands-on with senior executives, investors, and partners to shape the technology platform and marketplace

COO / Chief Restructuring Officer at Airport Van Rental (2024-01 – 2025-01)

Recruited to lead restructuring after bankruptcy and build a sustainable, sellable go-forward business model

• Developed three strategic paths for the board — continued operations, partial/full liquidation, and sale of the business
• Eliminated underperforming locations and restructured compensation to 13.9% of revenue, delivering 35% cost savings
• Cut fleet vehicles out of service from 18% to 7% by restructuring maintenance operations
• Established annual budgeting, monthly forecasting, and improved cash-flow discipline where none existed
• Redesigned the organizational structure, roles, accountability, and incentive programs company-wide

Chief Revenue & Pricing Officer at Fox Rent A Car / Europcar (2014-01 – 2024-01)

Owned revenue strategy, pricing, forecasting, analytics, ancillary revenue, and fleet mix for a $450M+ annual revenue business

• Delivered 77% revenue growth over five years while improving customer service scores by 30 points
• Directed fleet-mix strategy based on market demand, class profitability, and total vehicle economics
• Led development of dynamic all-inclusive rate products and a first-of-its-kind U.S. subscription rental program
• Served as business lead for IT, financial reporting, products, and pricing on the Fox/Europcar acquisition integration
• Named top global revenue performer in the Europcar Group, 2020–2024; set Fox revenue KPI records

Senior Director of Revenue Management at The Hertz Corporation (2013-01 – 2014-01)

Led revenue management and pricing strategy across Hertz, Dollar, Thrifty, and Firefly brands in Florida

• Consolidated two revenue-management departments after an acquisition, completing integration on time and under budget
• Delivered 12% Florida gross revenue growth within six months through segment and pricing optimization

Senior Director of Revenue Management at Dollar Thrifty Automotive Group (2004-01 – 2014-01)

Progressed through six roles of increasing responsibility, from Pricing Coordinator to Senior Director

• Led pricing strategy across 150 locations and optimized fleet allocation to improve profitability
• Navigated a complex four-year merger while maintaining 90% team retention and delivering record results
• Centralized pricing governance, contributing to six consecutive quarters of double-digit EBITDA growth
• Increased yield 14.2% in 2009, helping drive operating income from $57M to $151M during a recession
• Received CEO Awards in 2008, 2010, and 2011 for performance

B.S. in Marketing – Oklahoma State University