Job Title: AI Strategy & Solutions DirectorWe are a private real estate investment and development group with a diverse portfolio across [multifamily, life sciences, retail, hospitality, industrial]. We are committed to leveraging technology to drive smarter decision-making, operational efficiency, and value creation. We are seeking an
AI Strategy & Solutions Director to lead the integration of artificial intelligence across our business functions.
Position SummaryThe AI Strategist will be responsible for identifying, designing, and implementing AI-driven initiatives across investment, asset management, property operations, development, and corporate functions. This role bridges strategy, technology, and real estate expertise to create competitive advantage and position the firm as a forward-thinking industry leader. The role will focus on driving AI across all our asset classes and business lines with a focus on our Hospitality portfolio and our Life & Annuity Reinsurance business.
Key Responsibilities- Strategic AI Roadmap: Develop and execute a comprehensive AI strategy aligned with company objectives in acquisitions, development, asset management, leasing, property management, and corporate support functions.
- Data & Insights: Partner with data teams to structure and leverage internal and external data sources (market data, tenant behavior, construction costs, ESG metrics, etc.) for predictive analytics and decision support.
- Operational Efficiency: Identify opportunities to streamline workflows (lease analysis, underwriting, reporting, valuations, due diligence, etc.) through AI and automation tools.
- Investment & Market Analysis: Implement AI models to improve deal sourcing, market forecasting, risk assessment, and portfolio optimization.
- Vendor & Tool Selection: Evaluate, recommend, and oversee partnerships with AI platforms, technology vendors, and consultants.
- Change Management: Educate and train cross-functional teams on AI capabilities, adoption, and ethical considerations.
- Governance & Compliance: Ensure AI initiatives adhere to industry regulations, data privacy standards, and responsible AI practices.
- Development: Lead the hands-on design, development, and deployment of AI solutions, ensuring the ability to translate high-level strategy into technically sound, practical implementations.
- Relationships: Collaborate closely with cross-functional teams-including Operations, Finance, Investments, Legal, and IT-to deeply understand business needs and identify high-impact AI opportunities. Building strong, trust-based relationships with key stakeholders across the organization to ensure alignment, adoption, and measurable business value from AI initiatives.
Qualifications- Bachelor's degree in Business, Computer Science, Data Science, Real Estate, or related field; advanced degree preferred.
- 7-10+ years of professional experience in strategy, technology, data analytics, or consulting; experience in real estate strongly preferred.
- Proven track record of leading AI or data-driven projects from strategy through implementation.
- Strong understanding of machine learning, natural language processing, and data visualization as applied to business strategy (not necessarily hands-on coding).
- Familiarity with real estate financial modeling, acquisitions, and asset management processes.
- Excellent communication and change management skills; ability to translate technical concepts into business value.
- Entrepreneurial mindset with a passion for innovation and continuous improvement.
Lightstone offers our employees a comprehensive and competitive benefits program inclusive of:- Paid time off for vacation and sick leave
- Health, dental, and vision insurance, and wellness programs
- 401(k) and Roth retirement plans
- Flexible spending accounts (medical & dependent care)
- Life and AD&D insurance with options for supplemental employee, spouse, and child
- Long-term and short-term disability insurance
- Commuter spending accounts (transit and parking)
- Tuition assistance and employee assistance program
- Corporate discount programs
- On-site mother's room
- Office perks such as lunch, fruit, drinks, and snacksOffered salary commensurate with experience, plus bonus 
