Vice President, Finance

Casechek; Chicago (IL); Hybrid; USD 150,000 - 200,000; Full time

Benefits offered by this job

Competitive salary

Annual bonus

LTI

401(k) match

Work-from-Home

Unlimited PTO

Parental leave

Medical and dental benefits

Laptop provided

Education budget

Job summary

Casechek, based in Chicago, seeks a hands-on VP Finance to lead day-to-day financial operations and scale the business. Reporting to the COO, you will own budgeting, forecasting, accounting oversight, and financial reporting, partnering with CEO/board to guide strategy and capital allocation.

The role blends strategic thinking with hands-on execution across FP&A, cash management, and systems, in a hybrid/remote setup with a strong emphasis on cross-functional collaboration.

Qualifications

• 7–10+ years in finance/accounting, SaaS or recurring revenue.
• Experience working in a fast-paced start-up environment.
• Strong cross-functional communication with leadership.
• Hands-on AR/AP and budgeting/forecasting.
• Deep knowledge of SaaS metrics and GAAP.

Responsibilities

• Lead FP&A, budgets, forecasts, and operating model development.
• Oversee monthly close, GAAP compliance, and revenue recognition.
• Manage cash forecasting and relationships with banks/investors.
• Implement and improve financial systems and internal controls.
• Prepare materials for board/investors and support fundraising.

Skills

FP&A

Accounting

AR/AP

Financial modeling

GAAP

SaaS metrics

Revenue recognition

Software capitalization

Finance systems

Education

Bachelor's Degree

CPA

CFA

MBA

Tools

ERP

Billing system

Expense management software

Job description

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 .

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)
  • 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.
• Accounting & Compliance Oversight
  • 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.
• Cash Management
  • Manage cash forecasting and runway reporting.
  • Develop banking and investor relationships and ensure strong controls.
  • Support working capital optimization.
• Systems & Processes
  • 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.
• Strategic Support
  • 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.

Why You'll Love Working Here

• Competitive Salary and Annual Bonus– The salary range for this role is $150,000- $200,000
• Opportunity for Long-Term Incentives (LTI)– Be part of our success with equity or long-term incentive plans that grow with the company.
• 401(k) Match– Invest in your future with our generous matching program to help you build long-term financial security.
• Work-from-Home Flexibility– Enjoy the freedom to work where you're most productive with a supportive hybrid (Chicago) or remote setup (National).
• Flexible Time Off (Unlimited PTO)– Recharge and focus on what matters most with unlimited paid time off tailored to your needs.
• Parental Leave– Take time to bond and care for your growing family with fully paid parental leave options.
• Comprehensive Medical and Dental Benefits– Prioritize your health and well-being with premium plans for you and your family.
• Brand-New Pro-Level Laptop– Equipped with top-tier tools and technology to set you up for success from day one.
• Annual Education Budget– Expand your skills and knowledge with dedicated funding for courses, certifications, and learning resources.