engineering
Posted Apr 29Founding GTM Engineer
at Playground
New York City, United StatesOn-site
Requirements
- We recently raised millions of dollars from top investors and are scaling our go-to-market engine to match.
- ABOUT THE ROLE Playground is hiring our First GTM Engineer to own the technical systems that power our revenue engine.
- You'll architect outbound workflows, build AI-driven enrichment pipelines, design lead routing logic, and automate the manual work that slows our GTM motion down.
- This role is AI-first, working directly with our founders and operations leaders to build systems for the future of sales.
- 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
- experience in GTM Engineering, Revenue Operations, Sales Operations, Growth Ops, or a technical GTM role - You've built workflows and automations end-to-end - You're comfortable working with APIs, webhooks, CRM architecture, and data integrations.
Benefits
- Playground has built best-in-class software that helps child care providers manage their entire business — billing, enrollment, communication, attendance, payroll, and more — all in one platform trusted by thousands of providers across the country.
- You'll work directly with our team of 20+ sellers and partner with RevOps, Sales, and Marketing to build the automation, enrichment, and infrastructure that makes every activity more effective and help serve child care providers better.
- Bonus if you've written Python or JavaScript to solve GTM problems - You understand the sales funnel deeply — not just the data model, but why stages exist and what moves deals forward - You're a systems thinker who designs durable, production-ready solutions - You're scrappy, proactive, and unafraid to get into the weeds.
- You don't wait for permission to fix broken processes - You communicate clearly with both sellers and leadership — you can explain what you built and why it matters - Bonus: You've worked with Salesforce, Gong, Clay (or similar), HubSpot, or n8n.
- Experience with AI-driven enrichment or outbound automation is a big plus COMPENSATION: - The annual salary range for this position is $160,000 - $210,000, subject to standard withholding and applicable taxes - Job level and actual compensation will be decided on factors including, but not limited to, individual
- WHY JOIN PLAYGROUND - 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 - Collaborative and supportive work culture with a high level of autonomy and room for growth - Help accelerate our mission to make excellent child care accessible to all! How to Apply: If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now.
Contact
- Check out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.
Additional details
- ABOUT PLAYGROUND Playground is working to make excellent child care accessible to all.
- Playground is at an inflection point — and poised to grow extremely fast.
- We are a team of owners, unafraid to dive into large, complex projects.
- If you're excited about solving real problems, moving fast, and building something that matters — keep reading.
- This isn't a "manage the CRM" or traditional admin role.
- You'll write the logic that turns raw signals into pipeline and you'll measure what works.
- If you like building systems that directly drive revenue, this is for you.
- qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location.
- The listed range is a guideline, and the range for this role may be modified.
- WHAT MAKES A GREAT FIT If you're a hustler who's excited to join a mission-driven, early-stage company with ownership, craft, and empathy at its core — we want to hear from you.