We are hiring a
Head of GTM Systems and Engineering in our New York City office.
About the Role:
The Head of GTM Systems & Engineering is the lead architect of our Revenue Operating System. Your goal is to move the organization away from manual, disconnected processes and toward a fully automated, logic-driven GTM machine. You will own the technical plumbing and orchestration layer that connects Marketing, Sales, and Success, ensuring that every lead, account, and opportunity moves through a perfectly engineered lifecycle. Reporting to the SVP, Revenue Operations, this will be a high impact role, helping drive profitable revenue growth.
What You'll Do- Orchestration Layer: Design the high-level architecture that connects our core GTM tech stack. You own the State Machine of our revenue engine, defining exactly how data moves, changes, and triggers actions across our GTM stack.
- Stack Consolidation & Modernization: Evaluate our existing tools through a performance first lens.
- Advanced Lifecycle Orchestration: Architect the technical workflows that govern the entire customer journey. This includes complex round-robin routing, and post sales transition protocols.
- Data Pipeline Ownership: Engineer the flow of GTM data from our CRM and engagement tools into the reporting layer. You ensure that every field required is automatically populated, formatted, and validated.
- LLM-Powered Data Synthesis: Engineer automated pipelines that use LLMs to transform unstructured data (Gong transcripts, email threads, LinkedIn signals) into high-fidelity, structured CRM data. You will move the organization away from manual data entry toward a Zero-Entry CRM environment.
- Agentic Workflow Design: Architect Agentic loops where AI agents perform autonomous GTM tasks such as automated account research, lead qualification based on custom ICP logic, and Next Best Action recommendations.
- AI Stack Integration: Evaluate and implement the next generation of AI-native GTM tools and integrate them into the core GTM architecture.
- Sandbox & Deployment: Implement a rigorous deployment process. No logic goes live without being tested in a sandbox to ensure zero disruption to GTM.
- Systems Documentation: Maintain a technical Schema Map of our entire GTM engine so the organization understands the logic behind every automation.
- Error Handling & Resilience: Treat GTM systems like production software. You will build monitoring and self-healing automations that alert the team when data syncs fail or logic breaks.
Experiences and Capabilities You Bring:
- The Architect Mindset: You don't see tools; you see logic gates, data schemas, and API endpoints. You are a systems thinker who builds for the 10x version of the company.
- CRM Dual-Mastery: Expert-level technical knowledge of both Salesforce (Flow, Architecture) and HubSpot (Advanced Workflows, Custom Objects). You know exactly where the friction points are between these two platforms and how to solve them.
- Expert proficiency in Make, n8n, Zapier, or similar enterprise-grade orchestration platforms.
- Proven experience building workflows that call LLM APIs (OpenAI, Anthropic, or Gemini) to automate complex cognitive tasks.
- Architect and maintain high-performance Data Activation (Reverse ETL) pipelines that bridge the gap between our Data Warehouse and the GTM stack. You will ensure that models built in the warehouse are pushed into CRM as actionable signals, not just static fields.
- Experience: 8+ years in a technical RevOps or GTM Engineering role, preferably within a high-velocity B2B environment.
This is a hybrid role. Work from home on Monday and Friday and in Applecart's New York City office Tuesday through Thursday. Compensation:
Our compensation package consists of three components: (i) a base salary, (ii) bonus / variable compensation and (iii) generous equity compensation.
The base salary range for this role is between $200,000-$230,000, based on the candidate's experience and skills relative to the requirements listed in the "Who You Are" section above. In addition to the base salary, the bonus / variable compensation is based on individual, team and company performance. The salary range provided is exclusive of additional compensation that candidates will receive in the form equity compensation. The salary range provided for this role is specific to candidates located in the New York City area.
