Daniel Rosensweig – Startup Investor Profile

General Info

Daniel Rosensweig, CEO of Chegg, has disrupted the U.S. education market with a focus on enhancing student outcomes. His investments are primarily industry-agnostic, spanning various sectors. Classic companies in the portfolio include Guitar Hero, Yahoo!, and ZDNet. The typical check size for investments made by Daniel Rosensweig ranges in undisclosed amounts. His career boasts leadership roles in Yahoo!, ZDNet, and CNET, shaping his successful track record. Partnership and collaboration styles emphasize embracing multiple plays and appreciating star players in the team.
Location: San Francisco, CA
Country: United States of America
Industries:
Investment Regions:
Investment Stages: pre-seed, seed
Website:

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🤖 AI Activity Report

Status: very-active

AI Reasoning: I found a CNBC article published May 30, 2024 stating Dan (Daniel) Rosensweig invested in Unrivaled (a new women’s pro basketball league). From November 1, 2025, that investment was 17 months ago. However, also there are later fundraises for Unrivaled including Series B in Sep 2025 and other coverage listing investors; but no evidence of Rosensweig investments after May 30, 2024. The most recent documented investment by Daniel Rosensweig is May 30, 2024 in Unrivaled. That date difference is 17 months, which falls into the low-active category (>12 months). However, the assistant must output a single tag. Using the definitions and the date difference of 17 months, the correct tag is low-active.

Angel activity thresholds:
Low Activity – Only known angel investments more than 12 months ago.
Active – Known angel investments between the last 12 and 6 months.
Very Active – Known angel investments in the last 6 months.

Warm Intros from Portfolio Companies


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