Founding GTM Engineer

What You'll Do

Build and scale the GTM engine

• Design and deploy AI agents and automated workflows that power outbound prospecting, lead enrichment, and seller production across the full sales cycle
• Build intelligent outbound sequences that use intent signals, account context, and AI-generated personalization to drive pipeline at scale
• Orchestrate integrations across Salesforce, Gong, HubSpot, Chili Piper, our Enrichment Platform, n8n, and Intercom — connecting systems so data and actions work as one
• Continuously evaluate and deploy new AI tooling and automation patterns to keep Playground's GTM motion at the forefront of internal operations

'10x' our sales organization

• Identify manual, repetitive processes across the sales org and replace them with automated workflows
• Work with team leaders to identify and execute on sales strategies and scale repeatable processes
• Leverage Gong call data and CRM activity to surface insights, automate follow-ups, and improve coaching loops
• Build and maintain integrations that keep data flowing cleanly between systems without rep intervention

Improve inbound performance

• Design and operationalize enrichment pipelines that score, route, and contextualize inbound leads before they hit a rep's queue
• Build messaging frameworks and personalized automated nurture logic that improve conversion from lead to opportunity
• Partner with Marketing to ensure lead handoff is clean and seamless

Measure, learn, and ship fast

• Build real-time dashboards and automated alerts that surface what's working across outbound, inbound, and seller activity
• Instrument every AI agent and automation with clear metrics: conversion lift, time saved, pipeline generated
• Use data from Gong, Salesforce, and enrichment tools to identify new automation opportunities and feed insights back into the system

You Might Work On

• Building an enrichment waterfall that auto-populates account intelligence before a sales-person touches a lead
• Wiring Gong call outcomes into Salesforce to trigger automated next-step workflows
• Designing lead routing logic in Chili Piper that dynamically assigns based on territory, segment, and capacity
• Automating inbound/outbound personalization using AI prompts fed by account and contact enrichment data
• Building a dashboard that tracks enrichment coverage, outbound conversion, and rep efficiency in one view

Who You Are

• 3-6+ years of experience in GTM Engineering, Revenue Operations, Sales Operations, Growth Ops, or a technical GTM role
• You've built workflows and automations end-to-end
• Comfortable working with APIs, webhooks, CRM architecture, and data integrations. Bonus if you've written Python or JavaScript to solve GTM problems
• Understand the sales funnel deeply — not just the data model, but why stages exist and what moves deals forward
• A systems thinker who designs durable, production-ready solutions
• Scrappy, proactive, and unafraid to get into the weeds
• Communicate clearly with both sellers and leadership

Bonus

• Experience with Salesforce, Gong, Clay (or similar), HubSpot, or n8n
• Experience with AI-driven enrichment or outbound automation

Compensation & Benefits

• Annual salary range: $160,000 - $210,000
• Competitive salary + equity
• 3 weeks of PTO
• Health, vision, and dental benefits
• $1200/year education stipend
• 401(k)
• Free lunch daily
• New MacBook and any equipment you need