OLarry, an innovative tax firm for high-net-worth individuals and businesses, has raised $10 million in a Series A funding round led by TTV Capital, with support from Walkabout Ventures and Marin Sonoma Impact Ventures. This brings the company’s total funding to $14.5 million.
OLarry bridges the gap between DIY tax preparation and traditional hourly tax advisory services by offering personalized tax strategies for an all-inclusive annual fee. Utilizing AI, OLarry automates client onboarding, document preparation, and data extraction, allowing CPAs to focus on delivering proactive advice for complex financial situations.
With increasing demand for personalized tax services and a decline in the accounting workforce, OLarry is poised for disruption in the industry. Since its launch in 2024, the firm has rapidly expanded through acquisitions, including Branton, de Jong & Associates, and Byrne, Seligman & Co., Inc., while enhancing its AI capabilities.
How the funding will be used: The new funding will be used to further develop OLarry’s tax data processing models and predictive tools for optimizing tax outcomes in real-time. The firm also aims to improve the client experience and recruit top-tier CPAs to bolster its advisory practice.
KEY QUOTES:
“Proactive tax planning has historically been reserved for the ultra-high-net-worth – those who can afford the most elite tax firms in the country. We built OLarry for the next generation of high-net-worth individuals and businesses, who need personalized tax advice but are underserved by TurboTax or their current tax advisor. OLarry uses AI to streamline workflows, freeing up CPAs to focus on what they do best: provide holistic tax advice year-round, not just during tax season. In doing so, we enable our clients to make smarter investment and life decisions because they can understand how it will impact their taxes.”
Eric Rachmel, Co-founder and CEO of OLarry
“We invested in OLarry because of the significant market opportunity: 75% of CPAs at the partner level are expected to retire within the next 10-15 years, and dramatic improvements in AI can streamline tax preparation and filing in a way that wasn’t possible a few years ago. OLarry is building an AI-powered tax advisory business at exactly the right time, in the right way – by improving inefficiencies, eliminating manual work, and taking a proactive approach to tax advisory services. We are proud to support Eric, Becky, Corey, and the entire OLarry team as they continue to onboard new clients and scale the business.”
Lizzie Hartley, Partner at TTV Capital
