Director of AI & Business Automation

Rise Real Estate•Jacksonville, FL

3d•$200,000 - $225,000

About The Position

This position is intended for an experienced technology leader with a demonstrated history of building and deploying enterprise-grade solutions in complex operating environments. RISE is a vertically integrated real estate company across development, construction, property management, and asset management. As the organization continues to grow, RISE is investing heavily in artificial intelligence, automation, enterprise systems, workflow orchestration, and operational intelligence. Our goal is simple: create a more efficient, scalable, and data-driven business that allows our teams to focus on high-value work, improve decision-making, and support long-term growth. We are building the operating platform that will support the next phase of the company's evolution. RISE is seeking an experienced Director of AI to lead the design, development, and deployment of AI-powered systems, enterprise automation initiatives, and digital transformation efforts across the organization. The primary objective of this role is to build our digital twin. They will identify opportunities, build workflows, and deploy solutions that enhance work quality, improve decision-making, increase operational efficiency, and create scalable operating systems across multiple business functions. The initial focus of this role will be identifying and deploying high-impact AI and automation solutions across the organization while establishing Digital Twin initiatives. This is not a traditional IT leadership role. It is not a strategy-only position. It is not a role for someone whose experience begins and ends with AI tools or prompt engineering. We are looking for a builder. Someone who has personally designed, deployed, and maintained production-ready AI systems, applications, automations, workflows, and data architectures that deliver measurable business outcomes. Reporting directly to the COO, this individual will help shape the future operating model of a vertically integrated real estate company operating across development, construction, property management, and asset management.

Requirements

Leading technology, software, automation, enterprise systems, business systems, data, digital transformation, or AI initiatives.
Proven track record designing, deploying, and maintaining production-ready AI systems, automations, applications, or agentic workflows.
Demonstrated success delivering measurable operational improvements through technology.
Experience partnering directly with leadership on enterprise initiatives.
Strong understanding of systems architecture, integrations, workflow automation, enterprise applications, and data infrastructure.
Experience moving solutions from concept through implementation, adoption, and long-term support.
Ability to operate effectively in a fast-paced environment with significant autonomy and accountability.

Nice To Haves

Experience with Large Language Models (LLMs)
Experience with Claude, ChatGPT, and related AI platforms
Experience with AI Agents and Agentic Workflows
Experience with Workflow orchestration platforms
Experience with Model Context Protocol (MCP)
Experience with API integrations
Experience with PostgreSQL
Experience with Vector databases
Experience with Retrieval-Augmented Generation (RAG)
Experience with GitHub
Experience with JavaScript and/or TypeScript
Experience with Microsoft 365
Experience with Power BI
Experience within real estate, construction, property management, or related industries is highly desirable.

Responsibilities

Identify, prioritize, and implement high-impact automation opportunities across the organization.
Design and deploy AI-enabled workflows that reduce manual effort, improve efficiency, and increase consistency.
Partner with department leaders to transform fragmented processes into scalable, technology-driven systems.
Establish standards, governance, and best practices for enterprise AI adoption.
Evaluate emerging technologies and identify practical opportunities to create measurable business value.
Lead the development of RISE's enterprise operational intelligence platform ("Digital Twin").
Create systems that provide real-time visibility into company performance, project execution, staffing, financial metrics, compliance, and operational health.
Develop reporting and intelligence capabilities that improve executive decision-making.
Drive the continued evolution of FORTE, RISE's proprietary operating platform used to support business processes, reporting, operational visibility, and decision-making across the organization.
Define platform architecture, integration strategy, scalability requirements, security standards, and long-term product roadmap.
Ensure FORTE continues to serve as a centralized platform supporting business processes, reporting, operational visibility, and organizational decision-making.
Serve as a strategic partner to executive leadership on operational improvement initiatives.
Establish performance metrics that quantify the impact of automation and AI investments.
Help build and scale the company's long-term AI and automation capabilities.
Work closely with internal stakeholders, external development resources, and technology partners to execute key initiatives.
Help establish the structure, processes, and capabilities necessary to support the company's long-term automation strategy.