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Director of Go-to-Market Engineering

TravelPerk - Chicago, IL, United States - Hybrid - posted 2026-09-04

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Perk (formerly TravelPerk) is hiring its first Director of Go-to-Market Engineering to lead the technical infrastructure powering the company's 800-person revenue organization. You will own GTM Engineering end-to-end: architecture decisions, tooling strategy, system design, and delivery of automation that removes manual work from the sales process. You report to the VP of Revenue Operations and lead a small senior team across Europe and North America. This is a player-coach role requiring both hands-on technical execution and team leadership. You will work directly with SDR, Account Executive, and Account Management teams on high-impact quarterly projects. Key responsibilities include: STRATEGY & ARCHITECTURE: Define how Perk's CRM, enrichment, signal stack, sequencing, orchestration, and data layers fit together. Make tooling decisions (adopt, consolidate, retire) and establish engineering standards for version control, documentation, testing, and rollback. HANDS-ON BUILDING: Design and build in Clay (tables, waterfall enrichment, AI columns, webhooks, API integrations). Own the orchestration layer that determines which records enter workflows and when. Build agentic workflows using modern LLM tooling to automate research, qualification, summarization, and data entry. Write production code in Python, SQL, SOQL, or TypeScript. AUTOMATION DELIVERY: Own account prospecting automation globally (TAM sourcing, enrichment, ICP/intent scoring, prioritization). Give AEs their selling time back through CRM autofill, quoting, meeting prep, and opportunity hygiene. Build account intelligence for Account Management (risk signals, whitespace detection). Take projects from prototype to production with proper instrumentation and validation. COMMERCIAL BRIDGE: Translate commercial problems into technical architecture and technical output into measurable revenue impact. Understand Perk's revenue goals and leverage AI to achieve them faster. Quantify outcomes (e.g., reducing non-core work for quota-carrying roles) and communicate results to leadership. TEAM LEADERSHIP: Lead and grow a small senior team across two regions. Set clear ownership and review discipline. Develop team's technical depth and commercial judgment equally. Required experience: Deep background in Revenue Operations, GTM Engineering, Sales Systems, Growth Engineering, or adjacent technical commercial roles in B2B SaaS. Proven track record delivering GTM systems at scale (hundreds of sellers, not pilots). Experience as both builder and leader. Technical requirements: Production Clay expertise (complex tables, enrichment, webhooks, AI logic). Deep Salesforce fluency (data model, integration patterns, constraints). Working proficiency in Python, SQL, SOQL, TypeScript, or equivalent. Architecture instincts for scale, monitoring, and recovery.

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