GTM Automation Engineer
Wing AssistantWing Assistant

GTM Automation Engineer

About Wing

Wing is one of the world’s largest virtual talent companies, venture-backed and based in San Francisco. Leveraging our global scale, millions of applicants, and deep operational expertise, we’re now building next-generation AI and automation products. Across both sides of our business, we help companies automate workflows, scale revenue, and unlock world-class global talent.

As part of this evolution, we are building a high-scale outbound engine to reach SMBs and mid-market companies at scale. This requires a new kind of role - one that blends engineering, automation, experiment velocity, and GTM execution.

About the Role

We are hiring a full-time GTM Automation Engineer to architect, automate, and optimize our outbound growth systems. This is a hybrid role combining Clay automation expertise, light engineering, outbound infrastructure, experimentation, and crisp copywriting.

You will build and maintain the machine behind our outbound engine: Clay workflows, enrichment pipelines, domain infrastructure, multi-tool integrations, personalization systems, and data dashboards. You will run high-velocity experiments, write conversion-focused outbound copy, troubleshoot deliverability, and scale sending volume across hundreds of thousands of leads.

You will work closely with our marketing, product, and sales teams - but you will own your domain with a high degree of autonomy. The systems you build will directly drive pipeline, revenue, and go-to-market strategy. This is a highly technical, high-leverage role that sits at the intersection of engineering and growth. The impact you make here will be massive.

Responsibilities

You will own the entire outbound automation machine, including:

1. Clay Workflows & Lead Infrastructure

- Build advanced Clay workflows for scraping, enrichment, verification, scoring, routing, and personalization

- Use APIs, webhooks, and custom code steps to automate data pipelines

- Create ICP logic, trigger systems, and multi-step lead flows

2. Multi-Domain Email Infrastructure, Deliverability, Verification

- Set up hundreds, up to thousands of domains, warming, DNS, DMARC, DKIM, SPF

- Build scalable campaign systems in Instantly using Apollo data

- Know the ins and outs of email verification: LeadMagic, BounceBan, and more

- Maintain deliverability and sending health across all domains

- Implement verification, cleansing, and bounce prevention

3. Experiments & Optimization

- Ship several outbound experiments per week, measure results

- Test variations of copy, subject lines, offers, personas

- Build dashboards to track open → reply → meeting → revenue

- Identify bottlenecks and improve system performance continuously

4. Copywriting & Messaging

- Write clear outbound emails and short-form sequences

- Use Clay’s AI rewriting + dynamic variables for deep personalization

- Create persona-based messaging frameworks

5. Data & Engineering Tasks

- Write small scripts (Python, JavaScript) when needed

- Integrate tools through API calls and workflows

- Clean, transform, and normalize data

- Maintain accurate metrics and reporting

Outcomes You Will Be Accountable For

Scaling outbound sending volume from 5k → 50k → 250k+ emails/month

Improving reply rates and meeting-booked rates through experimentation

Reducing cost per qualified meeting

Building a predictable outbound funnel that feeds Sales every day

Ensuring strong deliverability across all domains and systems

Automating manual steps so the outbound engine becomes self-sustaining

Requirements

Must-Have

- Expert-level Clay experience (advanced formulas, automations, integrations)

- Strong experience with Apollo and Instantly

- Ability to write clean, concise outbound copy in English

- Experience setting up email domains, DNS, verification, warming

- Ability to write scripts with Python/JS

- Strong data skills (normalization, dedupe, cleansing, schema design)

- Experience running large-scale outbound campaigns

- Strong analytical and experimentation mindset

- Portfolio/GitHub/work samples showing past automation work

Nice-to-Have

- Experience with CRMs (HubSpot, Pipedrive, Salesforce)

- Experience in B2B SaaS outbound

- Built outbound systems sending 100k–1M+ emails/month

- Experience with dashboards (Looker Studio, Retool, Metabase)

- Familiarity with web scraping tools and unofficial APIs

Who You Are

- You think in systems and flows

- You get excited about automating something that used to take hours

- You are comfortable working in a high-velocity environment

- You enjoy solving messy data problems

- You can write copy and write scripts

- You like shipping experiments, not sitting in meetings

- You want ownership - not micromanagement

Why Work With Us

- Work directly with the CEO (fast decisions, zero bureaucracy)

- Build one of the most advanced outbound engines in the world

- Competitive salary for top talent

- Remote-first team

- High autonomy, high speed

- Massive growth opportunity

USD 3,500 - 6,500 per-month-salary