Assistant Controller

Assistant Controller

Oakland, California, United States

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.

With a talented team of 750+ Roofsters, our collaborative, can-do culture is what fuels our growth. In 2022, we closed on our Series E, raising $240 million, and have offices in the Bay Area and New York City. Our growth includes recent acquisitions of Stessa (financial and asset management software), RentPrep (tenant screening and placement service for landlords), and Mynd (property management platform for both Retail and Institutional investors). In 2025, Roofstock took an ownership stake in Casago (short-term rental management services), expanding our platform to support both long-term and short-term rental investment services.

Corporate accounting's mission is to create value to the Company through integrity, leadership and business partnership. Our primary responsibility is to prepare and report the consolidated financial statements to senior management and to enhance the Company in making informative business decisions.

About the Role

We are seeking a hands-on Assistant Controller to lead our corporate accounting, ERP strategy, and financial reporting. You will be instrumental in our transition to an AI-first accounting organization, implementing AI-driven agents to automate journal entries and reconciliations, making our month-end close faster and more accurate.

Responsibilities

• Lead the month-end close process to ensure timely and accurate financial reporting. This involves overseeing the entire cycle from pre-close preparation and journal entry management to balance sheet reconciliations and flux analysis.
• Champion our AI-first approach by integrating AI agents to streamline and automate journal entries, reconciliations, and variance reporting, ensuring that month-end is not just a deadline, but an efficient, insight-driven process.
• Manage complex technical accounting areas, including stock-based compensation (ASC 718), lease accounting (ASC 842), capitalized software costs (ASC 350-40), and M&A purchase accounting (ASC 805)
• Lead the monthly financial consolidation process for a complex structure of multiple legal entities, ensuring accurate intercompany eliminations and strict compliance with GAAP standards.
• Drive the velocity and precision of monthly, quarterly, and annual reporting cycles. Produce our monthly financials including the cash flow statement. Transform variance analysis into proactive insights that guide executive decision-making.
• Design and implement an ERP strategy to optimize our financial platforms.
• Lead the annual financial statement audit, acting as the primary liaison for external auditors. Oversee the preparation and review of complex financial statement footnotes to ensure full GAAP compliance. Proactively manage the audit lifecycle, including detailed schedules and the coordination of PBC (Prepared by Client) lists, to drive a seamless, timely, and efficient audit process.
• Design and deploy robust internal control frameworks that scale with organizational growth, and champion a culture of compliance by authoring and enforcing sophisticated accounting policies.
• Oversee end-to-end procurement, accounts payable and T&E processes. Implement AI Agents within our procurement tools to improve efficiency and maintain strict financial controls.
• Lead treasury operations, including corporate bank account administration, cash positioning, and debt facility management. Develop AI-enabled cash forecasting models to optimize liquidity and provide proactive insights on cash flow trends. Maintain strict internal controls over wire and ACH disbursements, ensuring accurate monthly cash flow reporting and covenant compliance.
• Lead and mentor a team of five accountants, fostering a culture of high performance, continuous improvement, and professional development. This is a player-manager role; you will be expected to actively participate in complex accounting workflows and "roll up your sleeves" alongside the team to deliver results.

Qualifications

• Bachelor's degree in Accounting or Finance; CPA required.
• 10+ years of accounting and financial management experience, including 5+ years in a supervisory/leadership role.
• Experience in Big 4 or large regional public accounting firms.
• Deep expertise in GAAP and technical accounting (especially ASC 718, 842, 350-40, 805).
• Proven proficiency in accounting ERP systems (NetSuite or equivalent) and advanced Excel modeling.
• Demonstrated commitment to modernizing accounting operations; experience (or strong aptitude) for implementing automation tools or AI agents to streamline workflows.
• Strong executive presence with the ability to communicate complex data clearly, paired with a "player-manager" approach to mentoring and hands-on operational support.
• Ability to thrive in a fast-paced environment and manage competing priorities with precision.

This is a 2 day hybrid role in the Bay Area office, effective October 2026.

$175,000 - $200,000 annual base salary. The compensation range may be adjusted based on experience and location.

Our compensation reflects several US geographic markets. The base pay for this position represents the expected salary for this position. Ultimately, in determining your pay it will be based on several factors including location, job-related knowledge, skills, experience and other job related factors. Roofstock is a total compensation company; the base salary is only a part of our total compensation package.

• Generous PTO Policy
• 12 Paid Holidays
• Volunteer Time Off
• Paid Parental Leave
• 401k Program
• Wellness and home office/cell phone subsidies
• Robust health, dental, vision insurance, and more

Must be authorized to work in the U.S. is a precondition of employment and we are unable to sponsor H1-B Visas at this time.

Any offer of employment is conditioned upon the successful completion of a background investigation.

Roofstock is an equal opportunity employer. In keeping with the values of Roofstock, we make all employment decisions including hiring, evaluation, termination, promotional and training opportunities, without regard to race, religion, color, sex, age, national origin, ancestry, sexual orientation, physical handicap, mental disability, medical condition, disability, gender or identity or expression, pregnancy or pregnancy-related condition, marital status, height and/or weight.