About
Trolley Ventures is a Richmond-based venture capital firm founded in 2017 to address the funding gap for early-stage companies in Central Virginia. The firm emerged from CVA Angels, a network of angel investors co-founded by Brad Cummings and entrepreneur Will Loving in 2015, evolving into a more structured investment vehicle. Trolley Ventures operates on a membership model designed to benefit both sides of the funding equation: investors receive a turn-key solution allowing them to diversify across multiple companies through a single investment, while early-stage founders gain access to capital through a streamlined application process and single relationship manager rather than navigating fragmented funding sources. The firm typically invests in seed to Series B stage companies, with checks ranging from $1 million to $10 million. Trolley Ventures has made 14 documented investments across a diverse portfolio spanning high tech, EdTech, enterprise applications, and other sectors. Recent notable investments include participation in the $487,000 seed round for ARtGlass alongside CAV Angels, and backing of portfolio company No Limbits. The firm has raised at least $4 million for its investment activities as of reported funding announcements. Based at 1717 East Cary Street in Richmond, Trolley Ventures focuses exclusively on companies with meaningful presence in Central Virginia, providing the region's startup ecosystem with dedicated institutional capital and operational support. The organization positions itself as a differentiated alternative to traditional venture capital processes, emphasizing accessibility for local founders and portfolio construction for regional investors seeking exposure to early-stage growth companies.