Venture Capital

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Harbor Street Ventures

Harbor Street Ventures is a Chicago-based Angel firm that invests in seed stage technology start-ups.

Harbor Street Ventures logo

Harbor Street Ventures

Harbor Street Ventures is a Chicago-based Angel firm that invests in seed stage technology start-ups. The firm focuses on game-changing devices, new materials, and novel AI applications. Harbor Street Ventures has made 7 investments, including a Seed VC investment in Enzee on September 13, 2022.

General information

Firm type

Venture Capital

Year founded

AUM

Undisclosed

Location

Region

North America

Country

United States

City

Chicago

Corporate office

Chicago, IL, United States

Principals

Steve Komie

Managing Director and Co-Founder

David Shulman

Co-Founder

Sector focus

Enterprise SoftwareAI/MLReal Estate

Frequently asked questions

Who runs investment decisions at Harbor Street Ventures?

Co-founders Steve Komie and David Shulman run all investment decisions. Komie brings a legal and trading background, having served on the Board of Governors of the Illinois State Bar Association and chaired subsections at the Chicago Bar Association. Shulman's expertise is in artificial intelligence and algorithmic trading systems. The two-person leadership structure means no investment committee layers sit between the partners and a term sheet—decisions are made by the people who source the deals.

How does Harbor Street Ventures source its deals?

The firm sources through a blend of professional legal networks and a standing co-investment relationship with M25, a Chicago-based venture firm. Steve Komie's multi-decade involvement with the Illinois State Bar Association, Chicago Bar Association, and Decalogue Society of Lawyers provides access to founder-lawyers and corporate attorneys who structure early-stage companies across the Midwest. This is supplemented by M25's broader deal flow across the region's seed-stage ecosystem, creating a pipeline that blends warm legal referrals with institutional co-investor introductions.

Is Harbor Street Ventures a single family office or a venture firm?

Harbor Street operates as an asset manager with multi-family office characteristics, blending venture capital and direct real estate investment from a single balance sheet rather than through committed fund vehicles. The firm does not publicly raise blind-pool funds with limited partners, which gives it permanent capital flexibility—it can hold venture positions longer than a typical 10-year fund life and own real estate indefinitely without redemption pressure. This hybrid structure blurs the line between a family office and a traditional venture firm, sitting closer to the former in operational incentives.

Does Harbor Street participate in fund commitments or only direct deals?

Harbor Street primarily executes direct deals, both in early-stage companies and in real property. Its co-investment activity with M25 indicates it can enter deals alongside other venture firms, but there is no public record of the firm making fund-of-fund commitments or allocating capital to external managers. The firm appears to prioritize control and direct ownership—a posture consistent with the permanent capital structure and the founders' own operating backgrounds in algorithmic trading, where model control was a competitive advantage.

What investment stages does Harbor Street target for venture?

The firm explicitly targets the earliest stages: seed and start-up rounds, primarily in Midwest-based companies. There is no evidence of Series B or growth-stage activity. This stage focus aligns with M25's own positioning as a seed-stage specialist and suggests Harbor Street is deploying initial institutional capital into companies that may not yet have viable options from coastal funds—a classic early-stage arbitrage that works best when the investor can provide meaningful operational and network support.

What is Harbor Street's relationship to M25?

M25, a Chicago-based venture firm, appears as a frequent co-investment partner for Harbor Street Ventures. M25 focuses on Midwestern early-stage technology companies and runs one of the region's most active seed portfolios. The relationship is not one of parent-subsidiary or GP-LP—Harbor Street co-invests alongside M25 on specific deals, suggesting a partnership model where the two firms share deal flow and diligence capacity across overlapping Midwest mandates. No public documents indicate shared ownership or management between the entities.

Where does the underlying capital come from?

The wealth origin for Harbor Street's capital base is not publicly disclosed. Steve Komie's career includes law practice, algorithmic trading, and Illinois bar leadership, while David Shulman's background is in artificial intelligence and quantitative trading. Their collective experience in automated trading systems suggests capital accumulation through financial markets, but the firm has not published the specific wealth-generation event—sale of a trading firm, fund, or technology platform—that seeded its current book.

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