Participated · Series A · Aug 2025

OLarry is an AI-powered tax advisory firm that provides flat-fee, year‑round personalized tax planning to high-net-worth individuals, businesses, trusts, and estates. The company automates client onboarding, document preparation, and data extraction with proprietary AI to enable CPAs to focus on proactive tax strategy. Since its 2024 inception, OLarry has pursued a roll-up strategy, having acquired Branton, de Jong & Associates and Byrne, Seligman & Co., and now serves more than 2,000 clients and 700+ businesses across the United States. OLarry is developing tax data classification and extraction models, predictive scenario-planning tools, and an agentic AI client experience to streamline complex financial data ingestion and real-time tax optimization. The company cites market tailwinds including a 17% decline in accountants entering the job market and projected retirements of 75% of partner-level CPAs within 10–15 years. OLarry is pursuing further CPA firm acquisitions and recruiting top-tier CPAs to scale its advisory practice.

Participated · Seed · May 2025

Stackpack provides an AI-native platform built to manage the accelerating costs, risks, and complexity of third-party vendors, AI tools, and contractors. The platform gives finance and IT teams a single source of truth to control spend, manage renewals, and reduce compliance risk across the entire vendor lifecycle. Stackpack positions itself as an intelligent vendor stack management solution to help companies regain control over growing vendor networks. Just months after launch it is managing over 10,500 vendors and $510M in spend across more than 50 customers, including Every Man Jack, Rho, Density, HouseRx, Fexa, and ZeroEyes. Founded in 2023 by Sara Wyman, the company plans to use new funding to expand operations and its development efforts. The business has raised capital to support growth while scaling its customer base and spend-under-management.

Led · Equity · Nov 2023

Fire Aside is a computer-based platform that records, tracks and helps remediate hazards tied to wildfires, earthquakes, floods and other disasters via a custom field app and an evaluation program with photos and graphics. The software has logged 32,000 properties in 90 communities across four states and contains thousands of community-specific recommendations for home hardening and vegetation management. The effort was prompted by the Woodward Fire of August 2020 and traces to a Marin County prototype; co-founders are CEO Jason Brooks and CTO Don Moore. Local emergency management and fire agencies, including the Santa Rosa Fire Department and the Marin Wildfire Prevention Authority, use the platform for property inspections and risk assessment. Santa Rosa is developing a Triage model to gauge infrastructure risk beyond fires (earthquakes, floods and storms), with a drill scheduled next month and estimated readiness by spring. Last month Fire Aside received a $350,000 venture-capital infusion from Marin Sonoma Impact Ventures and is expanding use among North Bay agencies.