Khosla Ventures
Multistage venture firm; HQ Menlo Park, CA; founded 2004 by Vinod Khosla. ~$15B AUM. Notable portfolio: OpenAI, Square, Affirm, DoorDash, Stripe, Instacart, Impossible Foods.
Two AI-native ITSM bets in 2025: Atomicwork (Jan 2025 Series A co-lead) and Ravenna (Apr 2025 seed participant) — different stages, different deal partners (Kanu Gulati / Adina Tecklu), different ICPs (large-enterprise multimodal vs mid-market Slack-first). Khosla is hedging across both architectural styles.
Atomicwork Relevance
- Co-led Atomicwork’s $25M Series A (Jan 28, 2025) with Z47.
- Deal partner: Kanu Gulati (Partner). Focus: enterprise apps/infra leveraging AI, robotics, autonomous systems. Other Khosla portfolio: PolyAI, FieldAI, Aleph, Kognitos, Waabi. Texas A&M PhD (ECE), HBS MBA. Has 11+ public board seats per her Khosla bio.
- Gulati verbatim quote on Atomicwork: “Atomicwork’s AI agents can autonomously handle everyday IT services, and employees can then focus on actually growing the business. This is the AI innovation that large organizations need to radically transform how they work.”
- Series A board seat: not publicly disclosed; standard inference is Gulati took the board seat ^[inferred].
Ravenna Relevance
- Participating investor in Ravenna’s $15M pre-seed + seed (announced Apr 22–23, 2025) alongside Madrona (lead) and Founders’ Co-op.
- Deal partner: Adina Tecklu (Partner; promoted Jul 2023). Tecklu’s focus: software, AI, future of work, financial services, seed → Series B. Other Tecklu portfolio: Aven, Basis, Stuut, Rain, Singularity, Homebase, Limbic.
- Customer-investor crossover edge: Tecklu also led Khosla’s Homebase deal; Homebase is a Ravenna design-partner customer; Homebase CEO John Waldmann is a Ravenna angel. This is the cleanest single instance of Pattern 1 in the dataset.
- Khosla’s Series A board seat for Ravenna: not publicly disclosed; participating-fund posture suggests observer rights, not director seat. ^[inferred]