Senior Legal Operations Manager

What we do and why we do it 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. 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. Roofstock is looking to hire an organized, systems-minded, and experienced Senior Legal Operations Manager to join our Legal team. This individual will own how legal work moves through the business: how it comes in, how it gets tracked, how it gets executed, and how it gets approved and paid. The Senior Legal Operations Manager will build durable workflows in place of institutional memory, keep contract turnaround predictable, maintain clean and complete records, support claims and litigation management in-house, and help manage outside counsel spend against budget. This is a hands-on individual contributor role with broad visibility, partnering closely with Finance, People Operations, Compliance, and the business teams that depend on Legal to move quickly. Legal Operations & Contract Management Contract Lifecycle Management: Own end-to-end contract intake, routing, workflow optimization, and status tracking using Zip. Process & Self-Service Optimization: Build and maintain contract templates, playbooks, and self-service tools to empower business teams and eliminate attorney bottlenecks on routine agreements. Repository & Record Management: Google Drive structure) and manage post-execution filing and signature routing so critical legal records remain organized, current, and accessible. Financial Management & Outside Counsel Operations Spend Management & Billing: Oversee law firm billing guidelines, manage outside counsel engagements, and perform initial invoice reviews. Track legal spend against department budgets and collaborate directly with Accounting and Finance on monthly accruals, reporting, and operational friction points. Support rate negotiations with outside counsel and evaluate third-party legal vendors. Corporate Governance, Transactions & Claims (Paralegal Support) Entity Management & Cap Table: Manage corporate governance, state filings, annual reports, and registered agent coordination across multiple entities and jurisdictions. Transaction Support: Coordinate document collection, diligence request tracking, and virtual data room administration (e.g., Litigation & Claims Support: Support in-house claims and litigation intake, issue litigation holds, corporate insurance, coordinate document collection, track deadlines, and liaise with outside litigation counsel. Legal Technology & Department Analytics System Administration: Directly administer legal tooling, including Zip (CLM), Carta, e-signature tools, and billing software. Build and maintain operational dashboards that track legal work volume, spend trends, and process bottlenecks for leadership. 5+ years of total experience in legal operations, contract management, or paralegal roles, with a strong core background (3+ years) in corporate paralegal responsibilities.

• Experience in a high-growth, late-stage private company (Series B/C/E) or proptech/fintech/real estate environment preferred (public company experience is not required).
• Solid working understanding of key contract terms (indemnification, liability, boilerplate provisions), corporate entity management across multiple jurisdictions, and litigation hold procedures.
• Practical experience with litigation and claims management, including handling matter intake, issuing litigation holds, managing discovery/document collection, tracking critical deadlines, and coordinating with outside litigation counsel.
• Proven ability to partner across business functions, particularly Finance, Accounting, and Human Resources to streamline operational pain points.
• Adaptable "jack-of-all-trades" mindset and self-starter with strong ownership, high discretion, and a natural instinct to systematize and document processes.
• Bachelor's degree or equivalent experience required
• Advanced proficiency in Google Workspace and Microsoft Excel
• Preferred practical exposure to Zip (CLM), Carta (cap table/entity management), DataSite (VDR), Serengeti/Tracker, or Ironclad
• Compensation may be adjusted based on experience, skills, and interview performance.

Generous PTO Policy

• 12 Paid Holidays
• Wellness and home office/cell phone subsidies
• Robust health, dental, vision insurance, and more
• Wellness and home office/cell phone subsidies

S. is a precondition of employment and we are unable to sponsor H1-B Visas at this time. 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.