Oakhouse Partners

Edward Glassman serves as Founder and Managing Partner and is the sole decision-maker on investments. Glassman sources, diligences, and approves every position personally — a structure that is unusual among venture firms of its portfolio caliber. He previously spent four years on the deal team at Andreessen Horowitz, where he worked on enterprise and consumer technology investments.

Oakhouse recruits roughly one new portfolio company per quarter, producing a concentrated portfolio rather than a high-volume seed index. The firm's known investments include Notion, Airtable, and Applied Intuition — three of the most valuable private software companies of the last decade. By avoiding portfolio sprawl, Glassman structures the firm as a partnership entity investing on a deal-by-deal basis rather than through blind-pool fund vehicles.

The geographic decision is deliberate. By operating away from Sand Hill Road's echo chamber, Glassman reduces decision-making noise and signals to founders that the relationship is anchored in trust rather than convenience. In practice, Glassman travels frequently and relies on a personal referral network built across his Andreessen Horowitz tenure, direct founder relationships, and co-investor networks — with confirmed rounds alongside Benchmark, Thrive Capital, and Coatue.

Oakhouse participates in direct equity rounds rather than investing as a fund-of-funds. The firm has co-invested alongside Benchmark, Thrive Capital, Coatue, and other top-tier venture firms in Series A and B rounds. When Oakhouse leads a round, Glassman typically takes a board observer or advisory role rather than a full board seat — a practice that reflects the firm's lightweight operational model.

Oakhouse invests across pre-seed, seed, and Series A, with an emphasis on the earliest institutional check a company receives. Check sizes range from $1 million to $5 million. The firm occasionally follows on in later rounds for its strongest performers, but its primary posture is as a first-check or early-institutional lead. Later-stage follow-ons are disclosed on a deal-specific basis only.

Oakhouse Partners is structured as a venture capital partnership, not a family office. While Glassman initially used personal capital to seed the firm's early investments, Oakhouse now operates as an asset manager raising outside capital. The firm's partnership structure and deal-by-deal investment model are designed for external LP alignment, and its portfolio includes companies backed by top-tier institutional VCs.

Glassman's role as the sole investment committee member produces unusually fast turnaround times — the firm has been known to close a round within a week of meeting a founder. The trade-off is concentration risk: all sourcing, diligence, and portfolio decisions flow through one person, which limits the firm's capacity to scale headcount or fund size. LPs willing to accept this structure gain access to a portfolio that has historically included high-conviction bets on category-defining companies.