Director of Revenue Operations & Billings, Roofstock

• The successful candidate should be skilled at automating highly manual processes that currently rely on complex spreadsheets
• Bachelor’s degree in Accounting or Finance required
• Industry Expertise: Minimum of 8+ years in a senior revenue operations and billing role
• 5+ years of experience managing a team
• Automation Track Record: Proven success in transforming highly manual, volume-heavy processes into automated, system-driven workflows
• Technical Tool Mastery: Expert-level Excel skills and proficiency in financial reporting tools (e.g. VLOOKUP, Pivot Tables, Macros, etc). Comfortable owning, auditing, and manipulating large data sets
• Operational Mindset: Strong process orientation with a focus on efficiency, control, and standardization
• GAAP Knowledge: Solid understanding of GAAP revenue recognition principles (ASC 606), with a focus on the operationalization of billing policies
• Communication: Excellent communication skills, with the ability to clearly articulate complex operational and data issues to both staff and executive leadership

Desirable

• As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to reinvent the rental housing ecosystem for the benefit of all. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it
• The Director of Revenue Operations & Billings is a critical, hands-on leadership role responsible for owning the company’s revenue cycle and related billing operations for our multiple business units
• This individual will serve as a player-coach, leading a team of four while personally driving complex spreadsheet calculations, journal entries, and flux analysis
• Lead Process Automation: Champion the transformation of manual, spreadsheet-based workflows into automated, system-driven processes. Successfully identify, evaluate, and implement system enhancements, automation tools, and AI solutions to scale the department and eliminate heavy manual effort
• Billing and Revenue Cycle Ownership: Fully own the end-to-end billing and revenue cycle across the organization, ensuring accurate and timely billing operations that align with revenue recognition policies
• Assist in the monthly financial close process, ensuring all deadlines are met and financial statements are accurate and compliant with US GAAP
• Own and drive accounting projects such as system implementations, process improvements, policy updates, accounting memos, and internal control enhancements
• Data & Calculation Mastery: Serve as the final authority on the accuracy of large data sets used for revenue calculation, personally reviewing and validating spreadsheets and related analysis
• Financial Reporting & Analysis: Lead monthly revenue variance analysis, providing detailed, operational insights into revenue trends and drivers for the CFO and FP&A
• Team Leadership: Act as a hands-on player-coach to the revenue team (4 total staff, 2 direct reports), providing technical guidance, mentoring, and support to ensure work quality and professional development
• Audit Liaison: Support our external audit process on revenue and billing matters, providing robust documentation and clear explanations to ensure audit readiness
• Cross-Functional Partnership: Act as a key liaison across Finance, Sales, Legal, and IT to drive alignment on contract terms, billing systems, data accuracy, and system requirements