Regional General Manager

8Fleet Inc.•Chicago, IL

15h•$160,000 - $190,000•Hybrid

About The Position

8Fleet is a rapidly growing LA-based technology and logistics startup building the operational infrastructure for both autonomous and non-autonomous rideshare fleets. The Regional General Manager, North is responsible for 8Fleet's operations and growth across the North region, anchored in Chicago. The RGM North owns the end-to-end launch and success of new markets, hires and leads the Market Managers who run them day-to-day, and is the connective tissue between regional execution and company strategy, working in close, regular contact with 8Fleet's founders and executive team. This role requires someone who can operate at 20,000 feet (regional strategy, market prioritization, resourcing) and then drop into the weeds of a single market's P&L or a driver-supply problem when needed. It's a builder's role: launching new markets from scratch, standing up teams, and contributing to best practices that other regions will follow. The ideal candidate has scaled operations in a fast-moving, multi-market environment (rideshare, delivery, or similar marketplace/logistics businesses), has directly managed managers, and brings a founder's mindset to ambiguity. Prior experience at Uber, Lyft, or a comparable rideshare/mobility platform is a strong plus. You are driven. You are endlessly curious. You are passionate about finding creative solutions to challenges — and you know how to build that same instinct in the managers you lead.

Requirements

6+ years of operations management, business consulting, or related experience managing multi-site or multi-market operations
4+ years of experience managing managers (not just individual contributors), with a track record of hiring and developing strong operators
Goal focus with a strong bias toward action and comfort operating with ambiguity
Entrepreneurial hustle and proven self-starter with an owner's mentality; experience launching new markets, sites, or business lines strongly preferred
Data-driven mindset, strong business judgment, and proven ability to perform analysis, draw key insights, and form and execute strategy at a regional level
Strong communication and interpersonal skills to build relationships, manage a distributed team, influence founders/execs, and inspire others
Excellent organization and time management; comfortable managing multiple markets and priorities simultaneously
Willingness to travel across region markets as needed

Nice To Haves

MBA or advanced degree is a strong plus
Experience with ridesharing platforms (Uber, Lyft) is a strong plus

Responsibilities

Own the launch playbook and execution for new markets across the North region, from pre-launch planning through steady-state operations
Lead, hire, and develop a team of Market Managers across the region; set goals, coach performance, and build bench strength
Partner closely with other RGMs to share best practices, standardize processes, and align on cross-regional priorities
Serve as the primary point of contact between the region and 8Fleet's founders/executive team, providing regular reporting and surfacing risks and opportunities early
Own all financial and operational metrics across the region's markets to ensure optimal revenue and profit maximization
Oversee regional fleet operations, including driver scheduling, dispatch, and performance monitoring, through the Market Manager team
Ensure vehicle maintenance and repair programs across markets support optimal fleet utilization and safety
Partner with the Growth team to develop and execute regional strategies to recruit, onboard, and retain a high-performing driver base
Analyze regional and market-level performance data to identify areas for improvement in profitability and operational efficiency
Develop and implement cost-effective strategies to maximize regional fleet profitability
Set, monitor, and report on regional KPIs; hold Market Managers accountable to their local targets
Build and scale the Market Manager function within the region, including hiring, onboarding, and ongoing training
Foster a positive, high-performance culture across all region markets
Establish regional best practices for driver support, training, and customer service standards
Ensure compliance with all relevant regulations and safety standards across every market in the region
Oversee regular safety audits across markets and ensure corrective actions are implemented