OLarry Transforms the Accounting Landscape Using AI and Strategic Acquisitions

OLarry's Innovative Approach to Modernizing Tax Services

In a landscape where many accounting firms are still testing the waters with AI, OLarry has taken decisive action by integrating artificial intelligence into their core tax workflows. This San Mateo, California-based company has swiftly risen to prominence within the professional services sector, closing 2025 with over 3,000 clients and more than 40 employees, signifying a robust growth trajectory.

This remarkable expansion highlights a significant shift within the traditionally resistant tax and accounting industry, which has yet to embrace modernization in a meaningful way. Unlike other firms that are merely scratching the surface, OLarry has already ventured into complex areas such as real estate, private equity, and venture capital, which often suffer from costly tax mistakes and which legacy firms struggle to navigate effectively at scale.

Eric Rachmel, the co-founder and CEO of OLarry, articulated a clear vision: “Private-capital clients want a tax partner who moves quickly, communicates clearly, and understands how decisions today affect outcomes several years down the line.” This understanding of client needs is fundamentally reshaping the modern tax advisory space.

OLarry has further distinguished itself with a proprietary AI system that automates the labor-intensive processes of document ingestion, classification, and data extraction, specifically tailored for tax-related tasks. This unique system allows Certified Public Accountants (CPAs) to minimize the time spent on manual processes and concentrate on providing strategic advice on tax structures and risk management, crucial for high-net-worth clients. This shift not only streamlines operations but also aligns OLarry’s pricing model to be more predictable and transparent, fostering stronger client relationships.

In addition to leveraging AI, OLarry has accelerated its growth through strategic acquisitions. The firm successfully acquired Rossi Co. Accountancy and Pelzner Associates, effectively integrating these practices into its platform. As a result, clients from these firms benefit from an expanded advisory team while maintaining continuity in relationships, thereby enhancing overall service delivery.

Looking to the future, OLarry aims to continue scaling its platform, blending top-tier tax expertise with advanced AI capabilities. Rachmel emphasized that “Tax is too important and too expensive to stay analog,” expressing a commitment to not only transform their own operations but also redefine what clients can expect from tax advisory firms. With ambitions of resembling tech companies more than traditional consultancies, OLarry is paving the way for the next generation of tax services.

About OLarry: OLarry is a cutting-edge, AI-driven tax advisory firm aimed at high-net-worth individuals and complex financial entities, providing year-round, personalized tax planning and support. With a flat-fee structure, OLarry ensures its clients receive continuous and tailored advice, empowering them to navigate the complexities of tax management effectively. To explore more about OLarry's innovative approach, visit OLarry's website.