[Hiring] Territory General Manager @HopSkipDrive

HopSkipDrive; United States; Remote; USD 165,000 - 185,000; Full time

Job summary

A leading technology company focused on mobility invites a Territory General Manager to spearhead strategic efforts in their remote operations. This high-impact role entails overseeing P&L responsibilities, leading market initiatives, and driving customer-focused solutions as the company expands its footprint across multiple states. Ideal candidates will leverage their extensive operations experience, taking a hands-on approach to foster profitable growth and navigate complex market dynamics.

Benefits

Equity options for full-time employees

Flexible vacation policy

Medical, dental, and vision insurance

401(k) plan

Life insurance

Qualifications

• 7-10+ years of Operations or Strategy Growth experience.
• Startup experience preferred.
• Demonstrated ability to drive projects in fast-paced environments.

Responsibilities

• Own the P&L of your territory and drive profitable growth.
• Make strategic decisions impacting pricing and market expansion.
• Lead cross-functional teams to ensure operational excellence.

Skills

Operations

Strategy Growth

P&L Management

Data-driven Decision Making

Project Management

Customer Centricity

Communication

Adaptability

Job description

Jun 06, 2025 - HopSkipDrive is hiring a remote Territory General Manager. Salary: $165,000.00 - $185,000.00. Location: USA.

At HopSkipDrive, our goal is to create opportunity for all through mobility.

We’re a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. Through our marketplace, we connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts around the country.

Founded by three moms as a solution to their own transportation challenges, we’ve now facilitated more than five million rides across over 17 states around the country. We continue to expand at a rapid pace, making the Inc. 5000 list four times, as well as the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M in funding to date.

Who We Are

As a General Manager at HopSkipDrive, you will own the P&L of your territory, which will include several metros where HopSkipDrive operates. You will become the expert on your territory and, aided by central teams and key cross-functional partners, you will make key strategic decisions to maximize profitable growth. GMs will develop relationships, understand unique market dynamics and competitive threats, and then develop and execute strategies to ensure HopSkipDrive is a leader everywhere we operate. You will have broad responsibility and act as a strategist, entrepreneur, internal and external navigator, brand and territory ambassador, and a team leader to drive results. This is a unique opportunity to have ownership and authority and make a tangible impact on our company's growth and expansion. This role will initially be reporting directly to our COO. You will support the business in the following ways:

• Act as the ‘CEO’ of your territory, responsible for P&L goals and creating and executing a strategy to drive profitable growth
• Own key decisions impacting the territory such as pricing, expanding into new geographical areas, staffing needs, CareDriver pay, and more
• Lead cross-functional territory pods, representing key functional aspects of running the territory (sales, account management, marketplace balance, supply acquisition, etc.), to drive growth and continuous improvement
• Be the expert in your territory, truly understanding regulations, operational nuances, and the unique needs of prospects, clients, caregivers and CareDrivers
• Obsess over our customers, ensuring we build solutions and operate in a way that is customer centric
• Pull the levers necessary to grow and balance your territory and drive experimentation to identify and scale new levers
• Work closely with our Senior Leadership Team to provide data-driven insights and feedback and advise on program and product design

Who You Are

You are someone who sees challenges as opportunities and brings the strategic vision, technical fluency, and entrepreneurial energy to drive results. With the following skills, you’ll make a tangible and immediate impact:

• 7-10+ years of Operations or Strategy Growth experience with significant P&L ownership and/or Investment Banking or Management Consulting experience; startup experience preferred
• Innate curiosity and desire to learn, with a habit of always asking ‘why’ questions
• Well-versed in making quick, data-based decisions with imperfect amounts of information; demonstrated track record in making quantitative decision-making
• Proven ability to track, prioritize, and drive multiple concurrent projects to success in high-growth and fast-paced environments
• Ability to work and empathize with customer needs and translate insights into data and actionable changes
• Comfortable working within matrixed organizations and driving change through influence, even when not having direct ownership
• Excellent communication and the ability to collaborate efficiently cross-functionally and alongside Senior Leadership
• High EQ with the ability to remain adaptable and think both creatively and strategically

Our Investment In You

We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity. In addition, we offer flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential. HopSkipDrive is committed to fair and equitable compensation practices. The salary range for this role in Los Angeles, CA is $165,000.00 - $185,000.00. This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.

HopSkipDrive is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other protected class.

* This role will be fully remote in one of the following states AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OH, OK, OR, SC, TN, TX, UT, VA, WA, WI**