Investor - AI Infrastructure and Software at Headline

Headline.com is a global venture capital firm with ~$4B in assets under management, backing category leaders like Mistral AI, Segment, and Sonos through highly data-driven investment strategies and proprietary technology.

About the role

Headline.com is seeking a technical investor for its San Francisco team to focus on early-stage AI infrastructure and developer tools. This unique role combines traditional venture capital sourcing and diligence with hands-on engineering. You will build proprietary data pipelines and AI-powered tools while engaging directly with world-class founders to identify the next generation of category-leading software.

Why this role is remarkable

• Direct exposure to a ~$4B AUM global fund’s investment decisions and partners, bypassing the traditional multi-year sourcing grind often found at larger firms.
• Access to proprietary sourcing and evaluation technology like EVA and ATHENA, providing a distinct data-driven edge over traditional venture capital competitors.
• The unique opportunity to remain a builder by developing internal AI tools and automations while simultaneously shaping the future of global AI infrastructure.

Responsibilities

• Source and engage over 15 founders weekly across AI infrastructure, developer tools, and agentic systems to identify breakout investment opportunities early.
• Conduct rigorous technical deep-dives and founder calls, synthesizing complex architectures into sharp, actionable investment theses for the firm's partner team.
• Develop and deploy custom AI automations, data pipelines, and market maps to improve the firm’s proprietary sourcing systems and internal deal flow.

Requirements

• 1–3 years of experience in high-output environments like early-stage AI startups, technical product roles, or high-velocity early-career venture capital.
• Technical degree in Computer Science, Engineering, or Math and the demonstrated ability to build and ship real-world software products.
• AI-native, regularly building with LLMs and modern dev workflows to evaluate model serving, vector databases, and complex orchestration frameworks effectively.

Location

San Francisco, USA