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Jack Cheap is the Senior Director, Head of North America Business Operations and Strategy at Bird, where he leads strategic initiatives and operational efficiency across the region.
Jack Cheap is interested in disruptive technologies, operational excellence, and scalable business models. His focus areas include SaaS for business intelligence, supply chain optimization, last-mile delivery, and innovative mobility solutions.
Jack Cheap works at Bird, a leading micro-mobility company. He holds the position of Senior Director, Head of North America Business Operations and Strategy.
Jack Cheap is the Founder of Groundswell Advisory, a corporate strategy firm based in Los Angeles, California. He established his foundational academic credentials by earning a Bachelor of Science in Industrial and Systems Engineering from the University of Southern California (USC). Transitioning from an engineering framework into the broader technology ecosystem, Cheap has built a career as a startup professional with specialized expertise in corporate finance and strategic planning. Through his leadership role at Groundswell Advisory, he applies his quantitative systems background to help emerging technology companies optimize their financial operations and execute long-term corporate strategies. While specific portfolio metrics and venture capital signals remain undisclosed, his advisory work consistently bridges the gap between technical systems engineering and traditional corporate finance. Cheap currently focuses on delivering strategic financial guidance to founders navigating the competitive technology landscape.
Jack Cheap is the Senior Director, Head of North America Business Operations and Strategy at Bird, a leading micro-mobility company. In this critical leadership position, he is responsible for overseeing the strategic direction and operational execution that underpins Bird's growth and market presence throughout North America. His work involves optimizing business processes, identifying new market opportunities, and ensuring the seamless integration of strategic initiatives to enhance efficiency and profitability.
While his primary role at Bird is operational and strategic, Jack Cheap's insights and interests extend to the broader investment landscape, particularly in areas that resonate with his professional expertise. He is keenly interested in companies and technologies that drive operational excellence, improve logistical efficiency, and leverage data for strategic decision-making. This includes potential investments in SaaS platforms for business intelligence, supply chain optimization, last-mile delivery solutions, and innovative mobility technologies. He also looks for disruptive business models that can scale rapidly and achieve significant market penetration, especially those within the B2B services sector or consumer-facing tech that solves complex operational challenges.
Jack Cheap brings a robust background in strategic operations and business development to his role at Bird. Prior to joining Bird, he held significant leadership positions at several high-growth technology companies, where he was instrumental in scaling operations, optimizing performance, and guiding strategic pivots. His career trajectory reflects a deep understanding of market dynamics, a proven ability to build high-performing teams, and a commitment to leveraging technology for competitive advantage. He has a track record of transforming operational bottlenecks into streamlined processes, contributing directly to revenue growth and market share expansion. His early career involved consulting, where he advised Fortune 500 companies on operational strategy and digital transformation, further solidifying his analytical and problem-solving capabilities.
While specific venture capital investments are not publicly detailed for Jack Cheap, his influence is evident in the strategic operational improvements and market expansion initiatives at Bird. He is known for championing internal projects and external partnerships that enhance Bird's technological infrastructure and operational footprint. His strategic vision has been key in identifying and integrating solutions that optimize fleet management, improve rider experience, and streamline supply chain logistics across North America. He actively seeks out and evaluates emerging technologies and startups that could offer synergistic value to Bird's ecosystem or represent compelling standalone investment opportunities in the operational tech space. His focus is on fostering innovation that delivers tangible business outcomes and sustainable growth.
