Josh Krupnick

About Josh Krupnick

Strategic finance and accounting executive with a track record of scaling financial systems, automating workflows, and optimizing cash flow to support high-growth, tech-driven organizations. I bring the agility of a startup builder and the operational expertise of an enterprise CFO, specializing in financial transformation, multi-entity consolidations, and data-driven decision-making.At FreedomCare, I lead financial operations for a fast-scaling, multi-state healthcare and technology company that blends consumer-directed home care, large-scale payroll and billing, and high-volume call center operations. I’ve played a key role in the company’s expansion into multiple new states while implementing financial automation, AI-driven reporting, and spend management solutions that increase efficiency, accountability, and visibility.Some highlights of my impact: Led the transformation from 12 separate QuickBooks entities to Sage Intacct, enabling seamless multi-entity consolidations and financial reporting Built the company’s first FP & A function, implementing DataRails and designing SQL-based KPI reporting for better financial insights Drove automation and accountability in spend management, integrating Ramp, Stampli, and P-card programs, resulting in $328K+ in cashback earnings and improved financial controls Manage company-wide cash flow and banking operations, overseeing $20M+ in P-card transactions,$22M+ in corporate spend, and multi-state payroll for employees Actively implementing FloQast to drive a faster, more automated financial close process, laying the foundation for a future five-day close across 12+ entitiesBeyond the numbers, I thrive in cross-functional collaboration, working alongside executive leadership, engineering, operations, and finance teams to align financial strategy with company growth. I lead a team of 13 accounting professionals, structuring them into FinRep (Financial Reporting) and Accounting Ops (Payroll, A/P, Spend, Financial Risk Management) to scale with the company’s needs.With expertise in financial systems, AI-driven reporting, regulatory compliance, and cash flow management, I help companies operate efficiently, scale effectively, and optimize financial performance. Let’s connect if you’re interested in discussing finance leadership, financial transformation, or scaling operations for high-growth companies!

Experience

1. Vice President of Accounting

   FreedomCare

   Jan 2020 — Present · New York, NY, US

   Leading a high-performing accounting team, driving process improvements, cross-functional collaboration, and professional development. Team consists of five direct reports, including the Controller, with a total accounting organization of 13 professionals. o Rebuilt and strengthened accounting team, hiring a Senior Assistant Controller and driving a culture of accountability. Initiated and led RFP process for financial system transformation, evaluating vendors, conducting interviews, and driving the selection of Sage Intacct ERP to replace 10+ separate QuickBooks files with a unified, multi-entity platform. Led the first phase of implementation, leveraging internal and external resources targeting seamless transition.o Enabled full monthly closings of all entities for the first time, setting the department on the path of eventually reducing the close process from 14 days for a couple of QuickBooks entities to 5 days for all Intacct entities, significantly improving speed and accuracy.o Cut annual audit preparation time in half compared to previous years. Implemented Ramp.com to replace a shared credit card pool with a fully accountable spend management system, ensuring every dollar is now traceable, documented, and allocated. Stood up the Spend department and its processes which has managed over transactions worth $22.4M in charge and reimbursement spend to date. Earned $328K in Ramp cashback making the switch to Ramp positive ROI.o Implemented and integrated the Stampli.com A/P system with Sage Intacct. Co-led negotiations with the CEO to establish a P-card program with 60-day payment. Company was able to use extended payment terms to finance expansion into three new states, allowing marketing ROI to turn cash flow positive before payments were due. Manage company-wide cash flow, ensuring sufficient weekly liquidity, and oversee borrowing/repayment strategy, actively managing bank lines to optimize cash while minimizing interest costs.

Education

• Touro University

  Bachelor’s Degree, Accounting

  1995 — 1997

Skills

• Strategy
• Medicare
• Managed Care
• Healthcare Industry
• Cpa
• Nonprofits
• Marketing
• Auditing
• Insurance
• Real Estate
• Budgets
• Finance
• Gaap
• Microsoft Excel
• Customer Service
• Accounting
• Financial Reporting
• Managerial Finance
• Strategic Planning
• Healthcare
• Sarbanes-Oxley Act
• Financial Analysis