Help shape the future of safe, equitable mobility by guiding high-impact clients through smooth, consistent service experiences. This role gives you the autonomy to own client operations and elevate ride quality across a fast-growing transportation tech company.
About HopSkipDrive
HopSkipDrive is a Series D transportation technology company solving complex mobility challenges for schools, families, and communities. Founded by three moms, the company has delivered more than five million rides across 17 states using a safety-focused marketplace of highly vetted CareDrivers. With $100M raised and recognition from Inc. 5000 and the Deloitte Fast 500, HopSkipDrive continues to expand rapidly while improving transportation equity nationwide.
Schedule
Remote role based in the Denver metro. Occasional travel required (10%–20%) to support clients and service strategy.
What You’ll Do
Serve as the primary point of contact for assigned clients, ensuring fast and effective support
Resolve complex client inquiries by coordinating with internal teams and resources
Lead new-client implementations from contract signature through launch
Act as a trusted advisor on HopSkipDrive products, services, and best practices
Analyze ride-experience feedback to identify improvements and drive enhancements
Partner with cross-functional teams to address recurring issues and advocate for impactful solutions
Collaborate with Customer Support Specialists on real-time ride and account challenges
Deliver weekly optimization reports and lead strategic business reviews
Conduct virtual and in-person meetings to strengthen relationships and align client goals
What You Need
5+ years in Customer Success, Account Management, or Implementation in fast-paced environments
Ability to travel 10%–20% to support client engagement
Proven history of managing client relationships and resolving issues with urgency
Strong communication skills with the ability to deliver clear recommendations and insights
Experience analyzing data, spotting trends, and implementing improvements
Comfort working cross-functionally to solve systemic challenges
Proficiency with CRM tools (Salesforce, Kustomer) and advanced Excel skills
Proactive mindset with a drive for innovation and continuous improvement
Benefits
Equity for all full-time employees
Flexible vacation and comprehensive medical, dental, vision, and life insurance
401(k) and FSA options
Opportunity to grow within a high-impact, VC-backed tech company
Competitive base salary range: $80,000–$90,000 (final compensation based on experience and location)
A strong fit for strategic problem-solvers who thrive in client-facing roles and want to elevate service quality across a mission-driven mobility platform.
A compelling next step for customer success pros ready to own client operations in a fast-scaling environment.
Happy Hunting,
~Two Chicks…