Senior Product Manager, HopSkipDrive
Client Experience
$160-175k
+ Equity Stock Options
More information about location
Safe youth transportation solution
Job no longer available
Safe youth transportation solution
501-1000 employees
Job no longer available
$160-175k
+ Equity Stock Options
More information about location
501-1000 employees
Company mission
To create opportunity for all through mobility.
Role
Who you are
- You are a strategic and customer-obsessed Senior Product Manager with a track record of delivering B2B solutions that drive adoption, satisfaction, and growth
- You thrive in real-world complexity, especially when supporting diverse client needs across education, government, and nonprofit sectors
- You are passionate about understanding users deeply, not just their workflows, but their motivations
- You translate those insights into intuitive, scalable product experiences
- You ask "why" often, combine qualitative and quantitative research, and build for both impact and usability
- You bring clarity to ambiguity
- You define strong product strategies and lead execution across discovery, delivery, and continuous improvement
- You're excited about the potential of AI to reshape client experiences through automation, personalization, and predictive insights
- You also know when to apply AI to reduce complexity and when to prioritize human control
- You’re a builder, a listener, and a collaborator
- You're equally comfortable refining a roadmap, aligning stakeholders, or diving into user research
- Most of all, you care about outcomes, not just output
- Specifically, you bring the following:
- 5+ years of product management experience, ideally in B2B SaaS, client-facing platforms, or tools serving multiple personas
- Strong customer empathy, with a proven ability to translate client needs into clear requirements, user stories, and features that drive real-world success
- Full lifecycle product leadership — from discovery to delivery to iteration — with a focus on product-market fit, usability, and long-term adoption
- Experience with dashboards, self-service tooling, and workflow platforms that empower operational users and reduce support burden
- AI curiosity and confidence, with experience exploring or shipping AI-powered features, and a thoughtful approach to when and how to apply AI
- Data-informed decision making, leveraging research, analytics, and experimentation to guide strategy and evaluate success
- Product-led growth mindset, able to spot levers that improve user onboarding, drive engagement, and expand product usage over time
- Clear product vision and communication, aligning roadmaps with business goals, measurable outcomes, and evolving client needs
- Collaborative cross-functional skills, especially with engineering, design, ops, and product marketing — ensuring launch success and user impact
What the job involves
- We are a driven, mission-focused team, passionate about transforming transportation through innovation and impact
- We build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions
- The Client Experience team sits at the heart of HopSkipDrive’s RideIQ platform, connecting a powerful product with the wide-ranging needs of school districts, government agencies, and nonprofits
- These clients rely on us to deliver safe, reliable, and human-centered transportation for the most vulnerable riders
- We’re redefining how institutions manage transportation through intelligent tooling, real-time data, and proactive support
- Scaling our efforts means reimagining what's possible
- We're leveraging AI to anticipate client needs, streamline operations, and unlock new levels of insight and efficiency, collaborating deeply across the organization to turn big ideas into measurable impact, always grounded in empathy and driven by results
Our take
Across the US, school transportation is under pressure as driver shortages, budget cuts, and rigid bus routes are making it harder for students to get to school safely and on time. This has opened the door for smaller vehicles and ride-hailing services to step in and support those students who don't fit neatly into traditional routes. HopSkipDrive has grown within this space, offering a flexible alternative that helps schools fill these gaps.
HopSkipDrive connects children with carefully vetted caregivers (often grandparents, nurses or childcare processionals) who then provide reliable rides when buses or public transport falls short. Operating in 17 states and supporting over 10,000 schools, the services has certainly eased commutes for many families.
And now the company is focsued on strenghtening its impact with technology and innovation. With its RouteWise AI platform it helps districts cut costs, improve efficiency and manage driver shortages, all while new safety modules and AI-driven planning tools continue to raise industry standards. With these advancements and a growing network of partners, the company is ready to keep shaping a more flexible futur for school transportation.
Freddie
Company Specialist at Welcome to the Jungle
Insights
23% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Sep 2022
$37m
SERIES D
Aug 2021
$25m
SERIES C
Total funding: $107m
Company benefits
- Medical, Dental & Vision
- Health Spending Account
- Mental Health Resources
- Employee Assistance Program
- Short- & Long-Term Disability Insurance
- Paid Parental Leave
- 401K Plan
- Company Ownership/Equity
- Medical & Dependent Care FSA
- Travel Insurance
- Supplemental Legal
- Fully Remote Work Option
- Flexible Time Off
- 11 Annual Paid Holidays
- Week Closure at End of Year
- Sick Time Off for You and Family
- Home Internet Reimbursement
- Professional Development & Learning Stipend
- Remote & In-Person Quarterly Team Events
- Internal Rewards & Recognition Program
- Employee Referral Bonuses
Company HQ
Little Tokyo, Los Angeles, CA
Leadership
Joanna McFarland
(Co-Founder & CEO)Former Board Member at the Marketplace Industry Association and LA Tech.org.
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