Jay Caplan is a finance and operations executive known for building practical financial infrastructure inside complex, highly regulated businesses. He is the Co-Founder and Principal of Tuross Group, an outsourced accounting and advisory firm that operates as the full finance department for growing companies across the United States.

At Tuross Group, Jay leads a global team of more than 50 professionals who run the day-to-day financial operations for close to 60 companies. The firm provides end-to-end financial management including accounting, payroll, AR/AP, inventory accounting, budgeting, and reporting. A core differentiator of the firm is its systems-driven model that delivers financial data to clients that is consistently no more than 24 hours current, allowing operators and investors to make real-time decisions rather than relying on historical reports.

Jay’s work focuses on designing financial systems that actually function in real operating environments. Rather than traditional bookkeeping or compliance-only accounting, his team installs the financial infrastructure needed for businesses to scale—combining operational accounting, data systems, and analytics to create decision-ready financial visibility.

He has deep experience working with multi-entity companies operating in complex regulatory environments. In the cannabis industry, Jay has advised operators from early licensing through scaled, multi-state operations, helping structure businesses to manage tax exposure, cost accounting, and operational reporting. His work frequently involves designing entity structures, implementing financial controls, and preparing companies for institutional banking and capital markets.

Beyond cannabis, Jay works with family-owned businesses, real estate operators, manufacturers, and retail companies. His approach combines CFO-level strategic thinking with hands-on operational execution—often stepping in to run the full finance function while leadership focuses on growth.

Jay is also active in building data-driven financial systems and integrating artificial intelligence into finance operations. Through Tuross Group’s internal analytics platform, his team aggregates accounting, payroll, inventory, and operational data into unified dashboards that provide operators and investors with real-time financial insight.

Known for a practical, systems-first mindset, Jay focuses on turning finance from a backward-looking reporting function into a forward-looking operating tool. His work centers on giving business leaders the financial clarity, discipline, and infrastructure needed to scale complex organizations.