Fellows Directory

Maria Karaivanova

WhyLabs Inc.

Maria is an operator turned venture investor backing exceptional entrepreneurs looking to disrupt industries and build products that customers love. As a Principal at Madrona Venture Group, she focuses on cloud infrastructure, SaaS & intelligent applications, security, ML/AI and voice.

Prior to Madrona, Maria was the CxO and Head of Strategic Partnerships at Cloudflare where she joined as one of the company's first 20 employees. During her tenure at Cloudflare, the company scaled from 20 to 500+ employees and grew annual revenue from $0 to over $100M securing $182M of funding and becoming a unicorn. Before that, Maria worked at Intel Capital investing in consumer internet and enterprise software. She also served in various roles at Boeing supporting helicopter (Chinook, Apache) and fighter jet programs (F-18, F- 15), and also worked at Expedia and Citigroup.

Education, Personal, and Fellowship

Maria holds an MBA from Harvard Business School and a BSBA in Finance with high honors from Saint Louis University.

She co-founded and serves on the board of sea.citi, a non-profit organization providing a platform for tech workers to engage with their local communities. She is a passionate supporter and mentor of female founders and investors through the Female Founders Alliance and other organizations. Maria is a frequent speaker at technology conferences and an occasional angel investor.

Maria lives in Seattle with her husband and son.

Maria is a member of Class 24 and is serving her fellowship at Madrona Venture Group.