Go-to-Market (GTM) Engineer

HopSkipDrive

82d • $145,000 - $165,000

About The Position

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.

Requirements

• Hands-on scripting, coding, and prototyping skills (Python, JavaScript) for integrations and automations.
• Experience with APIs, webhooks, and automation platforms (Workato, Zapier, n8n).
• Technical expertise with Prospecting, Lead Management, Sales Engagement, and Sales Enablement and Deal Management platform integrations (e.g., Outreach, Seismic, HubSpot, ZoomInfo).
• Applied AI knowledge: Designing AI-driven scoring models that combine CRM, product usage, and external data to prioritize accounts.
• Familiarity with various AI tool and platform implementations (LLMs, conversational AI, RevOps AI tools such as Gong, Fireflies, Intercom, Drift, or LangChain).
• Familiarity with custom Competitive Intelligence tools and integrations.
• Proficiency with data analysis and BI tools (SQL, Snowflake, Tableau, or equivalent).
• Strong understanding of GTM and Revenue Operations principles and best practices.
• Effective communicator with the ability to translate complex needs into actionable solutions.

Nice To Haves

• Applying machine learning forecasting models (e.g., Vertex AI) to predict pipeline health and revenue outcomes.

Responsibilities

• Configure and optimize Salesforce and connected GTM tools (CPQ, marketing automation, customer success platforms, etc.) to ensure seamless data flow and operational efficiency.
• Apply AI-powered tools for forecasting, intelligent prospecting, and automated outreach.
• Integrate applications via APIs and automation platforms to ensure seamless data flow.
• Design and implement automations to eliminate manual work and improve GTM efficiency.
• Partner with Sales Ops, Marketing Ops, and Customer Success to identify bottlenecks and design scalable processes.
• Develop reporting, dashboards, and analytics to measure pipeline, revenue, and team performance.
• Gather requirements from GTM stakeholders, translate them into technical designs, and deliver scalable solutions.
• Document processes, systems, and configurations; deliver user training and best practices.
• Build workflows that capture, score, and route leads from web traffic, signups, and campaigns.
• Work cross-functionally with Sales, Marketing, Product, Finance, and IT to align on GTM initiatives.

Benefits

• Equity for every full-time employee.
• Flexible vacation.
• Medical, dental, vision, and life insurance.
• 401(k).
• FSA.
• Opportunity to work for a uniquely positioned, VC-backed company.

What This Job Offers

• Job Type: Full-time
• Number of Employees: 251-500 employees