AI GTM Systems Lead

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AI GTM Systems Lead

AILY LABS

Software Engineering, Data Science

New York, NY, USA

Posted on Jun 11, 2026

AI GTM Systems Lead

US (New York)

Full-time

Permanent employee

Mission

As our AI GTM Systems Lead, you will own the AI-powered operating system at the heart of our commercial organisation. You’ll design, build, and run the systems and agentic workflows that power how we generate pipeline, forecast revenue, and make high-impact GTM decisions.

You’ll sit at the center of the business—partnering closely with Sales, Marketing, Product, Finance, and senior leadership—to ensure our data, tooling, and AI agents work together seamlessly as we scale. This is a hands-on, high-ownership role with direct influence on how we grow and serve a global F500 enterprise customer base.

If you’re excited by building AI-native GTM systems in a fast-growing SaaS environment—and want your work to have visible, commercial impact—this role is for you.

We build decision intelligence software that helps the world's biggest companies make better decisions with AI, replacing spreadsheets and slide decks with a mobile-first app that pushes actionable insights directly to decision-makers.

Your profile

What You’ll Do

• Own and scale our GTM technology stack, acting as the primary architect and operator for CRM, revenue tooling, and data infrastructure.
• Design and deploy agentic AI workflows that autonomously support forecasting, pipeline management, deal inspection, and GTM decision-making.
• Build systems and data models that underpin revenue forecasting, performance management, and planningacross complex enterprise sales motions.
• Create reporting, insights, and AI-driven recommendations that help GTM leaders move faster and make better decisions.
• Partner cross-functionally with Sales, Marketing, Product, Engineering, and Finance to align data flows and ensure a single source of truth across the business.
• Act as a trusted delivery partner to commercial leadership, translating strategy into scalable, production-grade systems.
  
  

About You

• You’ve owned and scaled CRM and GTM systems in a high-growth B2B SaaS environment, ideally supporting enterprise or complex sales motions.
• You have a proven track record of designing and deploying AI / LLM-powered systems or agent workflows that materially changed how revenue teams operate.
• You’re both strategic and hands-on—comfortable setting direction with senior stakeholders and building the systems yourself.
• You’re analytical and data-driven, with experience building end-to-end automation pipelines, data models, and operational workflows.
• You enjoy working in ambiguous environments and are motivated by problems that sit directly on the path to revenue.
• You care deeply about quality, scalability, and real-world impact—not demos or experiments that never ship.
  
  

Why This Role

• Build AI-native GTM systems for a rapidly scaling SaaS company serving global F500 enterprise customers.
• Sit at the center of the commercial organisation, with visibility, ownership, and influence over how we grow.
• Work closely with senior leadership in a role that blends technical depth, business impact, and autonomy.
• Hybrid working model: New York–based with 2 days per week in the office for collaboration and momentum.
  
  

Who are we?

We are leveraging the AI revolution to completely rethink what enterprise software can be. We hold ourselves to the standard of the best consumer apps, focusing on insights and decisions rather than complex analytics.

• Founded in 2020, we've grown to c350 people, with backing from tier one investors
• We are an internationally diverse team with more than 30 nationalities working from our offices in New York, Barcelona, Madrid, Munich and Cluj
• We offer a hybrid work mode, with 2 days onsite each week. This role is based in New York
• We're curious about new technologies and encourage experimentation
• We do cool and fun offsites (e.g. Ibiza, Kitzbühel, Miami) and regular casual get-togethers
  
  

About Us

LEARN MORE

See more open positions at AILY LABS

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• The portfolio companies and portfolio company executives presented are examples of portfolio companies that Insight has worked with to assist the company achieve business and capital raising goals and are not intended to be a representative sample of all portfolio companies. The statements by portfolio company executives are intended to highlight their experiences working with Insight as an investor in their companies. The experiences of other portfolio companies and portfolio company executives may differ from the experiences presented. Insight did not provide compensation to the portfolio company executives or portfolio companies in connection with the statements provided by such executives. There is no guarantee that Insight’s work with other portfolio companies will produce similar results to those presented.
  
  

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