
GTM Engineer
Outsiders Fund
New York City, NY (Remote)
San Francisco, CA (On-site)
Posted 2 months ago
The other 99% submit and hope. You're about to do something different.
We're hiring our first GTM Engineer — a foundational role at the intersection of revenue strategy, systems architecture, and data infrastructure.
You'll own the systems, workflows, and data pipelines that power how we find, win, and retain customers. That means end-to-end responsibility for our CRM architecture (Salesforce, HubSpot), automated workflows, and the data infrastructure that helps Sales, Marketing, and SDR teams move faster and prioritize better.
This isn't a traditional sales ops role. You'll think like an engineer and operate like a revenue leader. You’ll connect pipeline activity to forecast accuracy, SDR prioritization to signal data, and GTM tooling to business outcomes.
You'll be building from the ground up: defining standards, making architectural decisions, and creating leverage across the entire revenue org. If you thrive in ambiguity, care deeply about data quality, and get satisfaction from turning messy GTM processes into clean, scalable systems - this role was built for you.
Note: This is role is held on-site Monday-Friday in our San Francisco office.
You’re an AI-pilled systems thinker who delights in building things for the first time. You apply best practices and proven patterns to new terrain. You want to seek and destroy repetitive, manual work. You're comfortable sitting in a GTM strategy conversation, understanding the bottlenecks, and then coming back with specs and solutions. You love a tool, but you know how to evaluate it thoroughly. You’re curious about people, can get into the mind of an ICP, and use that insight to ID pipeline signals that drive sales cycles.
GTM Automation & Workflow Engineering: Build automated workflows for lead routing, nurture, lifecycle transitions, and SDR prioritization queues - operationalizing intent signals, product usage, and buying activity into actionable outreach.
Revenue Systems Ownership: Own and govern Salesforce and HubSpot as the systems of record — managing architecture, field schema, hygiene standards, and reporting infrastructure across both platforms.
Pipeline & Forecast Infrastructure: Maintain pipeline reporting (conversion rates, velocity, coverage, aging) and support revenue forecasting with clean data pipelines, structured models, and dashboards for sales leadership and finance.
SDR Tooling & Performance Instrumentation: Instrument rep activity and build tooling that prioritizes SDR work by signal strength and account fit - including sequence performance reporting to surface what's working.
Sales Operations & Deal Desk: Support territory design, compensation tracking, deal desk workflows, and post-sales health monitoring — enforcing process adherence through SFDC validation rules and guardrails.
Data Infrastructure & GTM Intelligence: Design and maintain data pipelines connecting SFDC, HubSpot, and the data warehouse — enriching account records with third-party signals and building the data layer that powers unit economics analysis.
3+ years of experience in GTM engineering, sales/revenue ops, or a technical ops role at a high-growth B2B company
Deep hands-on experience with Salesforce and/or HubSpot; you've built and maintained CRM architecture, not just used it
Technical fluency with APIs, webhooks, and data integrations
Experience integrating GTM tools (enrichment, sequencing, intent data, BI) into a cohesive, reliable stack
A track record of turning ambiguous business problems into clean, scalable systems
Comfort working across Sales, Marketing, SDR, and Finance to translate between business needs into technical solutions
Ability to operate autonomously and make good architectural decisions without a lot of oversight
Competitive Salary and Equity
Comprehensive Medical, Vision, and Dental care
Flexible PTO Policy
Wellness Benefit
Maven Family Planning Benefits
Mental Health Services
401(k) Retirement Plan
Company-wide Retreats
We are committed to creating a diverse and inclusive workplace. Squint is an equal opportunity employer, welcoming applicants from all backgrounds without regard to race, gender, age, or any other protected characteristic. We encourage you to apply even if you're not quite sure you fit all the requirements for the role!
Ready to redefine the future? Join us at Squint and be a part of something revolutionary!
Squint is a Manufacturing Intelligence Platform that the world's leading manufacturers use to capture expert knowledge, unlock operator performance, and analyze production insights. Operators love Squint because it uniquely combines spatial computing, LLMs, and human expertise into a magical experience.Our story starts with manufacturing, a $7T industry that is the foundation of the world as we know it. Faced with a generational inflection point, the industry is in need of a new wave of technology that bridges the knowledge gap between the retiring and incoming workforce.Squint’s mission is to accelerate human potential by bringing digital knowledge into the real world.

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