Corinne Marie Riley grew up in a small Italian town before studying in Wales and Chicago, giving her an analog to digital worldview that she brings to enterprise software and AI investing at Greylock. She's known for spending significant time interviewing prospective enterprise buyers outside of any specific deal to map their pain points, then using those insights to help founders design MVPs and structure early AI trials.

• Strong focus on the deployment of agentic AI within large enterprises. She frequently highlights how companies move beyond simple code generation to resolving complex workflows, using examples like Resolve AI handling production issues or Glean and Cresta managing large-scale internal deployments.
• Deep interest in vertical-specific AI applications, particularly in the legal sector. She explores technical nuances such as whether startups rely on existing model labs or build their own applied research, noting how Harvey leverages expert data from law firms to build a competitive moat.
• Analysis of how traditional software architecture interacts with modern AI. She discusses the longevity of systems of record in an era dominated by automated agents, referencing conversations with Box CEO Aaron Levie about how software quality directly impacts enterprise productivity when agents are doing the work.
• Attention to the infrastructure layer that powers application-level AI. She emphasizes the critical importance of inference capabilities and hardware capacity, pointing out that having the best open-source model implies a need for reliable, high-scale computing providers like Baseten.
• Commitment to modernizing the venture capital process itself. She shares insights on how VC firms are adopting a service mindset and even hiring engineers to build internal AI tools for investment teams, signaling an appreciation for technical innovation within the deal-making process itself.