Keyway is building the AI infrastructure powering the future of real estate. Our multi-agent platform automates high-impact workflows—from comp analysis and underwriting to document abstraction and investment scoring. We’re trusted by leading investors like Starwood Capital and Two Sigma and backed by top venture firms.
We’re looking for a Legal Specialist to embed transaction, lending, and leasing expertise directly into our products. If you’re ready to turn your legal know-how into software that helps the entire industry close deals in record time, we’d love to meet you.
What You’ll Do
- Translate practice into product: break down purchase, loan, and lease clauses so engineers can model them in code.
- Map end-to-end workflows for acquisitions, financings, and NNN leases—flagging every approval, filing, and deadline.
- Build and maintain clause libraries, logic trees, and playbooks that power document automation.
- Stress-test prototypes with real-world scenarios; surface gaps before launch.
- Track regulatory changes (state landlord-tenant law, UCC filings, lending regs) and propose product tweaks.
- Own knowledge management: create wikis, checklists, and glossaries for internal teams.
- Join customer calls to gather feedback and validate pain points.
About you
- Ideally 4+ years in commercial-real-estate transactions (paralegal, legal analyst, or similar).
- Stellar written and verbal communication in english and Spanish—you can explain an escrow waterfall without legalese.
- Insatiable curiosity about technology; you constantly ask, “Could this be automated?”
- Experience structuring information—spreadsheets, flowcharts, or any tool that tames complexity.
- Bonus: exposure to CLM or document-automation tools (Ironclad, Juro, etc.), data-room administration, or M&A diligence tracking.
Personal Qualifications We Value at Keyway.
- Entrepreneurial: driven to test ideas with stakeholders, validate assumptions quickly, and iterate.
- Results-oriented: high motor, laser-focused on details, able to own projects from planning through delivery with minimal oversight.
- Analytical: data-driven mindset and superior attention to detail.
- Low ego, high ownership: willing to admit mistakes, learn fast, and step up wherever needed.
- Adaptable: comfortable reprioritizing on the fly in a fast-moving startup environment.
At Keyway, we celebrate diversity and recognize the value it brings to our customers and employees. We are proud to be an equal opportunity workplace.
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What We Do
Keyway is the AI-powered real estate investment manager.
We are a team of experienced real estate professionals, operators, engineers and data scientists who leverage our real estate expertise and innovative technology to unlock value and drive financial returns.
Data-driven: Keyway leverages AI, machine learning and data science to make better real estate investment decisions and achieve superior outcomes.
Efficient: We use technology at every stage of the real estate lifecycle – sourcing, underwriting, transacting, managing and selling – to achieve smoother, faster and lower-cost deals.
Transparent: Our proprietary technology aggregates highly-fragmented data into a centralized platform, providing increased transparency in a traditionally non-transparent asset class.
Our current commercial real estate strategies focus on Multifamily and Net Lease investments. For Multifamily, we are focused primarily on small-scale Class B properties in the Sun Belt due to its population and job growth. As values-based investors, we believe in making housing more affordable and accessible, while also improving the health, safety and wellness of our residents through ESG integration and other resident-first upgrades.
In addition to Multifamily investing, we partner with small businesses, particularly in the medical sector, to optimize the value of their underlying real estate portfolio. Our goal is to scale up the acquisition of net lease properties by becoming long-term capital providers and expansion partners to business owners, operators and investors.
Why Work With Us
We are a team of experienced real estate professionals, operators, engineers and data scientists who leverage our real estate expertise and innovative technology to unlock value and drive financial returns.
We are changing the future of real estate and using AI, machine learning and data science to change the landscape.
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