Engagement Manager

Ghost AI; Chicago (IL); On-site; USD 180,000 - 260,000; Full time

Job summary

Ghost AI is building an enterprise AI platform for the commercial real estate industry and seeks a commercially minded strategy leader. You will own 2–3 strategic enterprise engagements, advising senior executives at leading CRE firms and shaping the delivery model with cross-functional teams.

You will translate complex business problems into actionable tech specs, define client engagement methodologies, and create repeatable delivery processes that scale as the company grows, with meaningful

Qualifications

• 5+ years of top-tier strategy consulting or equivalent.
• Direct CRE experience in investment, lending, asset management, development or operations.
• Experience at Engagement Manager / Associate Partner level or equivalent.
• Ability to confidently manage CEOs, C-suite and senior leaders.
• Strong commercial judgement and ability to navigate ambiguity.

Responsibilities

• Own 2–3 strategic enterprise engagements with major CRE firms.
• Lead discovery and identify high-value AI opportunities.
• Translate business problems into actionable technical specs for engineers.
• Define and refine the client engagement methodology and delivery playbooks.
• Grow existing accounts by identifying new opportunities and expansion potential.

Skills

Strategy consulting

CRE experience

Executive stakeholder management

Engagement leadership

Business development

Job description

Help shape how an $8–9 trillion industry adopts AI. Build something from the ground up. Work directly with some of the biggest names in commercial real estate.

Ghost AI is partnering with a well-funded, (palantir-like) seed-stage AI company building an enterprise AI platform for the commercial real estate industry.

With $7.5M raised, backing from Fifth Wall, Base10, Bloomberg Beta and Sandwith Ventures, and early relationships with leading institutional real estate firms, the company is tackling a huge opportunity: transforming how CRE investors, owners and operators access information, make decisions and run their businesses.

Its platform turns complex real estate documents and data into an intelligent knowledge layer that AI agents can use to automate workflows and deliver answers grounded in source material.

• Exceptional backing: Incubated by Fifth Wall, the largest venture fund focused on real estate, with additional backing from Base10, Bloomberg Beta and Sandwith Ventures.
• A massive untapped market: Help bring AI into an $8–9 trillion industry that is still early in its adoption.
• Work with an exceptional leadership team: Learn directly from a CEO who helped take a real estate technology company public and a CRO with nine years of real estate ownership, operations and fund management experience.
• Real ownership: Join as one of the first client leaders, shape the delivery model and build the playbooks that define how the company serves its customers.
• Strategy meets execution: Own the client relationship and roadmap while working alongside forward-deployed engineers who turn your recommendations into working solutions — often within weeks.
• Early-stage upside: Meaningful equity, direct founder access and the opportunity to build a new industry vertical from scratch.

The opportunity

This isn't a traditional Customer Success or Account Management role.

You'll own 2–3 strategic enterprise engagements, acting as the primary advisor to senior executives at major commercial real estate firms.

You'll lead discovery, identify high-value AI opportunities, translate complex business problems into actionable technical specifications, and work with engineering teams to take solutions from concept through deployment and expansion.

You'll also help define the company's client engagement methodology, build repeatable delivery processes and identify opportunities to grow existing accounts.

What we're looking for

• 5+ years of experience in top-tier strategy consulting (McKinsey, Bain, BCG or equivalent), private equity, or senior client-facing strategy roles.
• Direct commercial real estate experience is essential — either working within a real estate investment, lending, asset management, development or operating business, or advising CRE clients directly.
• Experience operating at Engagement Manager / Associate Partner level or equivalent.
• Confidence managing CEOs, C-suite executives and senior leadership teams at large enterprises.
• Strong commercial judgement and the ability to navigate ambiguity, challenge assumptions and reset expectations when needed.
• A track record of expanding client relationships and identifying opportunities beyond the initial engagement.
• Willingness to travel approximately 40% for client engagements.

Bonus: Experience leading or buying AI initiatives within a real estate business, or working at a Series A–C startup.

A rare opportunity for a commercially minded strategy leader with deep CRE experience to move beyond advising businesses and actually build the AI solutions transforming the industry