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Property Risk Analytics Powered by Artificial Intelligence
Controller
Location
Illinois
Posted
73 days ago
Salary
0
Seniority
Lead
Job Description
Controller
ZestyAI
• Lead the monthly, quarterly, and annual multi-entity close process; produce accurate consolidated GAAP financial statements (P&L, Balance Sheet, Cash Flow) • Managing outsourced bookkeeping • Develop accounting policies, SOPs, and internal controls • Manage/oversee AP, AR, payroll accounting, reconciliations • Maintain reconciliations, schedules, and documentation at audit-ready standards • Own revenue recognition policy and execution (including complex data licensing and multi-element contracts) • Partner with Go-To-Market and Legal to ensure contract structures align with accounting treatment • Maintain deferred revenue schedules and ensure billing, collections, and reporting are clean and reconciled • Design and implement scalable internal controls • Prepare the company for financial audits and future diligence • Partner cross-functionally to ensure control maturity aligns with growth • Build documentation and workflows that support compliance and enterprise customer requirements • Lead the accounting systems roadmap (ERP, close tools, bill pay, spend management) • Leverage automation to reduce manual journal entries and reconciliation work • Identify and implement AI agents or workflows to assist with: • Reconciliations • Contract review • Close checklists • Policy drafting • Variance analysis • Establish an 'automation-first' mindset across the finance function • Manage outsourced bookkeeping, tax, payroll, and other accounting support • Establish clear service standards and quality expectations • Ensure outsourced workflows integrate seamlessly with internal systems • Oversee AP/AR workflows and improve billing and collections rigor • Strengthen working capital management • Support cash forecasting accuracy through clean accounting data
Job Requirements
- 7+ years of progressive accounting experience
- Strong US GAAP foundation including CPA and audit experience (either auditor-side or company-side)
- Experience in high growth recurring revenue software startup
- Experience managing revenue with enterprise contracts
- Familiarity with enterprise sales commission plans
- Proven experience operating in a lean or growth-stage environment
- Experience managing audits and building documentation discipline
- Demonstrated ability to improve processes and implement systems
- Bonus Points For:
- Experience in Insurtech, fintech, data platforms, or AI-driven companies
- ERP implementation experience
- Hands-on experimentation with AI tools in accounting workflows
- Clear examples of automation initiatives you have personally driven
Benefits
- Join a recognized AI and Insurtech leader reshaping risk analytics
- Work directly with executive leadership in a high-impact role
- Build a modern accounting function designed for scale
- Operate in a flat team with significant ownership
- Be at the forefront of AI adoption in finance operations
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