Senior Legal Operations Manager, Roofstock
$115-135k
More information about location
Single-family real estate investment platform
Be an early applicant
Single-family real estate investment platform
201-500 employees
Be an early applicant
$115-135k
More information about location
201-500 employees
Company mission
To make ownership and management of single-family real estate radically accessible, cost-effective, and simple..
Role
Who you are
- 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
- High degree of ownership, attention to detail, and bias toward action
- Curiosity and willingness to use AI, automation, and emerging technologies to improve efficiency while maintaining proper validation and judgment
- Real estate, proptech, fintech, or other regulated-industry experience preferred
What the job involves
- 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
- Contract Lifecycle Management: Own end-to-end contract intake, routing, workflow optimization, and status tracking using Zip
- First-Line Agreement Review: Perform initial triage and review of incoming third-party agreements in Zip, evaluating red flags, indemnification terms, and standard boilerplate before escalating complex issues to attorneys
- 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: Establish repository standards (e.g., Google Drive structure) and manage post-execution filing and signature routing so critical legal records remain organized, current, and accessible
- Spend Management & Billing: Oversee law firm billing guidelines, manage outside counsel engagements, and perform initial invoice reviews
- Finance & Accounting Alignment: Track legal spend against department budgets and collaborate directly with Accounting and Finance on monthly accruals, reporting, and operational friction points
- Vendor Negotiations: Support rate negotiations with outside counsel and evaluate third-party legal vendors
- Entity Management & Cap Table: Manage corporate governance, state filings, annual reports, and registered agent coordination across multiple entities and jurisdictions. Maintain cap table and corporate records in Carta
- Transaction Support: Coordinate document collection, diligence request tracking, and virtual data room administration (e.g., DataSite) for corporate transactions and financings
- 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
- System Administration: Directly administer legal tooling, including Zip (CLM), Carta, e-signature tools, and billing software
- Reporting & Metrics: Build and maintain operational dashboards that track legal work volume, spend trends, and process bottlenecks for leadership
- AI & Automation: Identify and implement emerging AI tools and automation to reduce manual workflows while maintaining appropriate review protocols
Our take
Everyone knows that buying a house is a massive ordeal, but what if it didn’t have to be? That’s Rootstock’s vision, with its platform designed to make buying and selling single-family investment properties as easy as it can be for everyone.
The main selling point of its platform is the dual approach of human real estate expertise with AI software. The company's tech unifies over 1 billion data points so that users can get a full picture before making important decisions surrounding underwriting, valuation or the building of their portfolio.
Roofstock soared to a valuation of $1.9 billion in 2022, but hit choppier waters in the following years due to the general economic downturn. After cuts to its workforce and a realignment of its capital, it appears to have weathered this storm. In 2024, the company merged with its contemporary Mynd, creating a verifiable powerhouse in the sector.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
-29% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Mar 2022
$240m
SERIES E
Jan 2020
$50m
SERIES D
Total funding: $371.6m
Company benefits
- Medical, Vision & Dental for you and your dependents
- Flexible vacation policy
- Discount to 24 Hour Fitness
- Equity incentives to give you a stake in the company's future
- Fully stocked kitchen
- Team outings and events
- Ping-pong
Company HQ
Downtown, Oakland, CA
Leadership
Gary Beasley
(Executive Chair & Co-Founder)Previously CEO of Starwood Waypoint Residential Trust, Waypoint Homes and Greenpoints, and CFO of ZipRealty.
Gregor Watson
(Chair & Co-Founder)CEO and Co-Founder at Chisel Industries. Formerly a Partner at McKinley Partners, and founder of 643 Capital Management. Has also co-founded Creative Juice, Zibo, Lessen and 1Sharpe Capital.
Rich Ford
(Strategic Advisor & Co-Founder)CSO and President of Cash Offer Marketplace at Offerpad. Former Associate at Lehman Brothers, and Managing Director at both Jefferies and Bank of America Merrill Lynch. They are also Co-Founder at Vesta Ventures.
Doug Brien
(President & CEO)Former professional athlete turned entrepreneur. Is also CEO and Co-Founder of Mynd. Previously co-founded and was MD at Waypoint Real Estate Group.
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