Regional General Manager

8Fleet, Inc.; Chicago, Northern (IL, KY); Hybrid; USD 160,000 - 190,000; Full time

Job summary

8Fleet, Inc. in Chicago seeks a Regional General Manager, North, to lead operations and growth across the North region anchored in Chicago. The RGM North launches new markets, hires and leads Market Managers, and bridges regional execution with the founders and executive team.

You will operate at a strategic level and address market-level P&L, driver supply, and safety with a strong preference for rideshare or marketplace experience.

Qualifications

• Minimum 6+ years in operations management or multi-site leadership.
• At least 4+ years managing managers and building strong teams.
• Ability to set strategy, prioritize markets, and act decisively.
• Experience launching new markets or lines is highly preferred.

Responsibilities

• Lead regional leadership and market launches across the North region.
• Hire, coach, and develop Market Managers; set targets and bench strength.
• Partner with RGMs to standardize processes and share best practices.
• Own regional financial and operational KPIs and drive profitability.

Skills

Operations management

Managing managers

Data-driven mindset

Communication skills

Travel willingness

Education

MBA or advanced degree

Job description

About 8Fleet:

8Fleet is hiring! 8Fleet is a rapidly growing LA-based technology and logistics startup building the operational infrastructure for both autonomous and non-autonomous rideshare fleets. With our anticipated growth, we're searching for a passionate Market Manager to join and grow with our team. You'll be involved in every aspect of operations as we expand rapidly!

About the Role:

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 conributing 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.

Key Responsibilities:

• Regional Leadership & Market Launches

  • 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

• Fleet Growth & Management

  • 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

• Financial Performance

  • 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

• Team Development & Culture

  • 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

• Compliance & Safety

  • 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

Successful Candidates Will Bring

• 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

• MBA or advanced degree is a strong plus

• Experience with ridesharing platforms (Uber, Lyft) is a strong plus

Compensation

• Base Salary Range: $160,000-$190,000

• Plus annual bonus and strong stock option award

Equal Opportunity Employer: 8Fleet is an equal opportunity employer and values diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Disclaimer: This job description may be updated at any time without prior notice.