HopSkipDrive

Account Manager

• Dedicate 2-3 days each week to on-site client visits to foster relationships, deepen understanding of client needs, and drive meaningful engagement.
• Drive strategic expansion across HopSkipDrive’s product suite through structured discovery and Challenger methodology.
• Build and execute district-level growth strategies, including multi-threaded stakeholder plans while owning retention, expansion, and overall performance of named accounts.
• Deliver exceptional client service, build and maintain strong, multi-threaded relationships across operational, technical, and executive stakeholders.
• Lead multi-department discovery within districts to uncover unmet needs and quantify opportunity.
• Communicate confidently with client executives, influencing decision-making through data, insight, and outcome-based recommendations.
• Align Sales, Operations, Product, Finance, Trust & Safety and Support around client priorities and optimize our offerings to their needs.
• Lead renewals and expansions, including structured negotiations and closing motions.
• Utilize AI to craft personalized meeting agendas, synthesize complex stakeholder needs, and draft high-impact follow-up communications.

Senior Regional Account Manager

Manager

• Serve as the primary point of contact for assigned clients, ensuring needs are addressed and solutions delivered with urgency and professionalism.
• Respond to and resolve complex client inquiries, leveraging internal resources and collaboration to provide swift resolutions.
• Lead and manage the implementation of new business from contract signed through launch, ensuring a successful implementation process and maintaining communication with clients throughout the implementation.
• Act as a trusted advisor by continuously learning about HopSkipDrive's evolving products and services to best support clients.
• Gather and analyze feedback on ride experiences to identify improvement opportunities and implement service enhancements.
• Collaborate with cross-functional teams to address systemic issues affecting client satisfaction and advocate for impactful changes.
• Partner with Customer Support Specialists to resolve real-time ride and account issues while delivering weekly optimization reports.
• Conduct virtual and in-person client meetings to strengthen relationships, align on goals, and ensure adoption of best practices.
• Drive the strategic planning and execution of business reviews to align ongoing service strategies with client objectives.

Metro Service Manager

Software Engineer

• Lead and scale a high-performing engineering organization by building deep trust, diagnosing organizational strengths, and establishing the career growth paths and structural changes required to elevate performance.
• Engage deeply and credibly in system design and architecture discussions, helping senior engineers navigate complex technical trade-offs across our platform (Ruby on Rails, React, iOS/Android), service boundaries, and modern infrastructure investments.
• Pioneer the integration of AI and agentic capabilities into our software development lifecycle, spanning the evaluation of new technical infrastructure, coaching teams through change management, and establishing the workflows, testing methodologies, and QA guardrails required to safely accelerate shipping velocity.
• Own the Engineering department's delivery and operational excellence, ensuring predictable, high-quality execution, world-class reliability, and continuous improvement of technical health and process discipline.
• Partner closely with the CPTO, SVP of Product, Design, Data, and Operations to align product vision with technical strategy and drive unified customer and business outcomes.
• Manage the engineering department's fiscal health, including headcount, contractors, software, and infrastructure budgets.

VP, Engineering

Sales Development Rep

• Create the first stage relationships with prospects at school districts
• Educate prospects on HopSkipDrive’s service
• Schedule meetings for prospects to speak with Account Executives
• Research and evaluate prospective leads
• Establish a rapport with potential prospects
• Use a consultative sales approach during outreach
• Cold call and email identified leads
• Use Salesforce CRM to manage sales funnel
• Meet or exceed SDR quotas
• Qualify leads that express interest in HSD’s service
• Meet or exceed assigned monthly and quarterly goals

Sales Development Representative

Operations

• Own near-term supply and demand forecasts for launch markets
• Operate and optimize marketplace configurations
• Design, build, and ship targeted productivity promotions
• Evaluate market health by monitoring net revenue and contribution margin
• Monitor performance trends and identify root causes
• Own end-to-end project workstreams
• Leverage AI-assisted workflows for research and performance monitoring

Marketplace and Launch Operations Manager

Data Analyst

• Proactive, technically-grounded analysis of sales motion and revenue operations.
• Building strong cross-functional relationships to drive alignment on key business objectives.
• Translating business requests into rigorous, reproducible analysis using AI tools to enhance workflow.
• Delivering findings to both technical and non-technical audiences.

Data Analyst – Revenue Ops

• The Regional Account Manager (RAM) is responsible for day-to-day account management and long-term account strategy across a Tier 2 book of business.
• Own retention, expansion, and overall account health while serving as the strategic quarterback for complex districts.
• Set and execute account strategy and provide recommendations to senior staff for required resources.
• Collaborate cross-functionally with Metro Service Managers to drive operational excellence at the account level.
• Identify product-level gaps and strategies for product penetration by account.
• Drive measurable outcomes through strategic account planning, Challenger-led selling, and cross-functional execution.
• Dedicate 2-3 days each week to on-site client visits to foster relationships.
• Lead renewals and expansions, including structured negotiations and closing motions.

Regional Account Manager

• Monitor, analyze, and track legislative and regulatory activity across assigned markets to identify business risks and opportunities.
• Build and maintain working relationships with policymakers, agency staff, legislative aides, and third-party advocates.
• Draft high-impact position papers, testimony, comment letters, and internal policy memos.
• Support the coordination of external lobbyists and advocacy consultants in assigned jurisdictions.
• Partner with cross-functional teams, including Legal and Operations, to translate policy developments into actionable business guidance.
• Represent HopSkipDrive in stakeholder meetings, coalition convenings, and public forums.
• Contribute to internal reporting on legislative status, hearing calendars, and advocacy progress.
• Utilize AI tools to support research, drafting, and workflow efficiency consistent with team standards.