Director of Accounting

Oscar Health; New York (NY); On-site; USD 180,000 - 240,000; Full time

Job summary

Oscar Health seeks a Director of Accounting to lead the integration of newly acquired businesses and platform operations into Oscar’s financial framework. You will own the monthly close, reconciliations, journal entries, and control documentation across the acquired entities.

The role collaborates with FP&A, Tax, Legal, and external auditors to design data mappings, reporting outputs, and robust processes for ongoing integration and future M&A activity, ensuring compliance and scalable policies.

Qualifications

• 2+ years of experience preparing or reviewing flux and variance analysis.
• 10+ years of relevant accounting experience.
• Bachelor’s degree in Accounting, Finance, or related field.
• 2+ years of experience with accounting systems, subledgers, AR/AP accounting, revenue or receivables accounting, financial operations integrations, or data/process design.
• 2+ years of experience leading accounting close processes, reconciliations, journal entries, or financial reporting for a business line, subsidiary, platform, or acquired business.
• Experience with M&A accounting, purchase accounting support, acquired-company integration, or post-close finance operations integration.
• 4+ years of experience with US-based insurance companies or insurance-adjacent businesses.
• Experience designing or managing insurance AMS, ERP, billing, receivables, payables, or subledger accounting processes.

Responsibilities

• The Director, Accounting will be the accounting lead for Oscar’s recently acquired businesses and related platform operations, guiding their integration into Oscar’s accounting and financial operations environment
• You will oversee close processes, accounting and FinOps integrations, subledger activity, AR/AP commission accounting, and variance analytics in partnership with the business and FP&A
• You will also help lead accounting integration for future M&A activity, including systems, data, controls, and reporting design
• This role will report to the Deputy Controller
• Direct end-to-end accounting for recently acquired businesses and related platform operations, including monthly and quarterly close, reconciliations, journal entries, supporting schedules, accounting conclusions, and control documentation
• Manage accounting and financial operations integrations for acquired businesses, including process design, systems and data mapping, subledger flows, cross-functional handoffs, and transition readiness
• Lead accounting operations for insurance-adjacent acquired businesses, including AR/AP accounting, insurance AMS accounting structure, data design, subledger journals, and reporting outputs needed by the business and FP&A
• Provide accounting leadership for SaaS and technology-enabled insurance platforms, including revenue, receivables, partner activity, and related platform accounting processes
• Prepare and review flux and variance analytics for acquired businesses, platform operations, and related integration activity; communicate key drivers and risks to Finance leadership and business stakeholders
• Support accounting for future M&A activity, including diligence input, close-readiness, policy and control alignment, systems and data integration, and post-close accounting operations
• Develop scalable policies, close calendars, reconciliations, controls, and process documentation; partner with Finance Operations, FP&A, Product/Engineering, Legal, Tax, and external auditors as needed
• Compliance with all applicable laws and regulations
• Other duties as assigned

Skills

Accounting leadership

US GAAP

M&A integration

Close processes

Cross-functional collaboration

Subledger accounting

Education

Bachelor’s degree in Accounting, Finance, or related field

CPA

Tools

ERP systems

Data mapping tools

Job description

• The Director, Accounting will be the accounting lead for Oscar’s recently acquired businesses and related platform operations, guiding their integration into Oscar’s accounting and financial operations environment
• You will oversee close processes, accounting and FinOps integrations, subledger activity, AR/AP commission accounting, and variance analytics in partnership with the business and FP&A
• You will also help lead accounting integration for future M&A activity, including systems, data, controls, and reporting design
• This role will report to the Deputy Controller
• Direct end-to-end accounting for recently acquired businesses and related platform operations, including monthly and quarterly close, reconciliations, journal entries, supporting schedules, accounting conclusions, and control documentation
• Manage accounting and financial operations integrations for acquired businesses, including process design, systems and data mapping, subledger flows, cross-functional handoffs, and transition readiness
• Lead accounting operations for insurance-adjacent acquired businesses, including AR/AP accounting, insurance AMS accounting structure, data design, subledger journals, and reporting outputs needed by the business and FP&A
• Provide accounting leadership for SaaS and technology-enabled insurance platforms, including revenue, receivables, partner activity, and related platform accounting processes
• Prepare and review flux and variance analytics for acquired businesses, platform operations, and related integration activity; communicate key drivers and risks to Finance leadership and business stakeholders
• Support accounting for future M&A activity, including diligence input, close-readiness, policy and control alignment, systems and data integration, and post-close accounting operations
• Develop scalable policies, close calendars, reconciliations, controls, and process documentation; partner with Finance Operations, FP&A, Product/Engineering, Legal, Tax, and external auditors as needed
• Compliance with all applicable laws and regulations
• Other duties as assigned

2+ years of experience preparing or reviewing flux and variance analysis10+ years of relevant accounting experienceBachelor’s degree in Accounting, Finance, or related field2+ years of experience with accounting systems, subledgers, AR/AP accounting, revenue or receivables accounting, financial operations integrations, or data/process design2+ years of experience leading accounting close processes, reconciliations, journal entries, or financial reporting for a business line, subsidiary, platform, or acquired businessExperience leading people and working collaboratively across accounting, finance, technology, and business teamsExperience with M&A accounting, purchase accounting support, acquired-company integration, or post-close finance operations integration4+ years of experience with US-based insurance companies or insurance-adjacent businessesExperience designing or managing insurance AMS, ERP, billing, receivables, payables, or subledger accounting processesExperience in a similar accounting leadership role at a health insurance, Insurtech, SaaS, or platform business