Investor - AI Infrastructure and Software at Headline

Role Overview

Headline, a global, data-driven venture capital firm founded in 1998 and headquartered in San Francisco, invests across all stages and sectors, ranging from direct-to-consumer to deep tech and software. Notable investments include companies such as Angie’s List, Farfetch, Bumble, Mistral AI, and AMI Labs.

What You Will Do

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

Who This Is a Fit For

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

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.