James Reynolds – Startup Investor Profile

James Reynolds is the founder, chairman, and CEO of Loop Capital, a full-service investment bank based in Chicago. Loop Capital specializes in corporate and public finance, financial advisory services, equity research, and security sales and trading. James Reynolds is known for his commitment to diversity and inclusive workplace practices. The investment check size of Loop Capital ranges significantly depending on the deals and transactions, as the firm has handled about $350 billion in financings since its inception. In terms of partnership and collaboration styles, Loop Capital emphasizes multi-dimensional alpha sources, high conviction, and strict relative value discipline, showcasing a commitment to partnering with clients.

Location: Chicago, Illinois, United States

Country: United States of America

Investment Regions:

Investment Stages: pre-seed, seed

Website:

AI Reasoning: Loop Capital (James Reynolds) shows deal activity in 2024-2025 (e.g., co-manager on large bond offerings and other transactions). The most recent publicly noted investment/deal tied to Loop Capital is within the past 12 months but more than 6 months ago relative to the given reference date, placing the last known activity between 6 and 12 months ago. Example: Loop Capital acted as co-manager on a two-tranche $2 billion offering for Deere & Company in January 2025 (Loop Capital news). Time since that deal is between 6-12 months, so classify as active.

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.