Vice President, Finance

Casechek is on a mission to innovate the implant supply chain and bring greater transparency to the cost of patient care. From Procurement to Payment, Casechek automates workflows for vendor supported surgical procedures. Our Bill-Only Solution provides a comprehensive system of record for Hospitals and Health Systems to manage the complexity of surgical cases with implantable medical devices, expose hidden expenses and surface revenue opportunities.

We are seeking a hands-on VP Finance to lead the company’s day-to-day financial operations and build the foundation for scale as we continue to grow. This role will report to the COO and partner closely with leadership across the organization. The VP Finance will own budgeting, forecasting, accounting oversight, and financial reporting while supporting strategic decisions with data-driven analysis.

This is a highly visible role  requiring both strategic thinking and willingness to roll up your sleeves. The VP Finance will regularly partner directly with the CEO and COO, Casechek’s board, investors, and leadership team, providing critical insights to guide company strategy, growth initiatives, and capital allocation decisions.

Casechek is a highly collaborative environment, but our team is also self-motivated and works independently. We strongly believe that great ideas are not created in isolation! Our team interacts with our healthcare customers to understand their needs and ultimately deliver the best user experience as possible.

About Us

• Casechek is based out of Chicago’s Fulton Market, but we’re a hybrid, remote and in-person team.
• We are highly motivated and passionate about solving healthcare’s messiest problems with new technologies.
• We value diversity, curiosity, and a passion for learning. The team has a lot of advanced degrees and even a few professional musicians.
• Innovating the implant supply chain is a marathon and not a sprint – we support each other in long-term growth and value developing transferrable skills.

The Perks

• Competitive salary and commission plan
• LTI
• 401k match
• Work from home flexibility
• Full medical and dental benefits
• Annual educational budget

About You

• Curious & Analytical: Naturally digs into numbers and asks "why" behind trends.
• Executive Presence: Confident reporting to leadership and the board. Credible. Highly collaborative across teams.
• High ownership/hands-on: Comfortable rolling up sleeves to do AR/AP or build models.
• Strategic Thinker: Can connect day-to-day finance operations to broader business strategy.
• Structured & Process-Oriented: Can create systems to scale as Casechek grows.

Responsibilities

• Financial Planning & Analysis (FP&A)
• Accounting & Compliance Oversight
• Cash Management
• Systems & Processes
• Strategic Support
• Build and maintain the company’s operating model, forecasts, and budgets.
• Partner with COO/CEO to analyze SaaS KPIs (ARR, CAC, LTV, gross margin, churn.
• Provide regular variance analysis and actionable insights for leadership.
• Support pricing strategy, scenario planning, and capital allocation decisions.
• Oversee monthly close, GAAP compliance, and revenue recognition (ASC 606).
• Ensure timely AR collections and AP processing.
• Coordinate annual tax filings, audits, and any compliance requirements with external accounting firm.
• Manage cash forecasting and runway reporting.
• Develop banking and investor relationships and ensure strong controls.
• Support working capital optimization.
• Implement and improve financial systems (ERP, billing, expense management).
• Develop internal controls and scalable processes to support growth.
• Drive automation to reduce manual effort in accounting and reporting.
• Prepare and present financial materials for board and investors.
• Partner with COO/CEO on fundraising, M&A, and investor due diligence.
• Support cross-functional planning (headcount, pricing, go-to-market investments, product roadmap resourcing).

Requirements

• 7–10+ years of finance/accounting experience, ideally in SaaS or recurring-revenue businesses.
• Ability to work in a fast-paced, start-up environment.
• Exceptional communicator with the ability to work cross-functionally and present to leadership.
• Experience managing AR/AP and general accounting functions.
• Hands-on FP&A and modeling experience; comfortable owning budgets and forecasts.
• Strong understanding of SaaS metrics, revenue recognition, software capitalization, and GAAP.
• Track record of implementing finance systems and scaling processes.
• Bachelor's Degree required; CPA, CFA and/or MBA preferred.