Overview

DIRECTOR, STRATEGY AND EXECUTION – MIDWEST Jobs in Chicago, IL at DEODATE

Title: DIRECTOR, STRATEGY AND EXECUTION – MIDWEST

Company: DEODATE

Location: Chicago, IL

DEODATE CORPORATION I STRATEGY & EXECUTION

Note: This position requires that the candidate be local to the Chicago area with local and regional (Midwest) real estate advisory/consulting expertise and experience. This is an ABSOLUTELY necessity for the position.

JOB TITLE: DIRECTOR, STRATEGY AND EXECUTION – MIDWEST

MAIN FUNCTION: MARKET LEADER, EXECUTION, OPERATONS AND BUSINESS DEVELOPMENT

COMPANY: DEODATE CORPORATION

LOCATION: CHICAGO, IL (DOWNTOWN)

JOB TYPE: IN-OFFICE, FULL-TIME

Company Overview: With 25+ consultants, over $6 billion in advised, transacted, and managed real estate and infrastructure projects since 2013, 1000+ engagements, 120+ global clients, and 30+ public agency relationships across 50+ U.S. and Canadian MSAs — DEODATE has built one of the most credentialed boutique real estate advisory platforms in the country. Its client roster spans four continents and includes BlackRock, Bank of America, Maersk, LACCD, the Port of Los Angeles, Los Angeles World Airports, Grifols, Woodforest National Bank, Parking Company of America, the State of California DGS, the City of Chicago, the State of Illinois, Caltrans, Metro Foothill Gold Line, and dozens of additional corporate, government, and institutional clients.

DEODATE is a fee-only real estate advisory and execution firm operating across five divisions: Valuation, Construction and Project Management, Strategic Advisory, Government and Corporate Real Estate, and Portfolio Optimization. We are not a brokerage — we earn no commissions and have no financial interest in any transaction. We are not a strategy consultant — we don't deliver a report and leave. We are technical experts who advise and execute across the full real estate lifecycle. The person who pitches is the person who works

WHO YOU ARE: This is a highly entrepreneurial leadership role. The Director, Strategy and Execution – Midwest will be responsible for establishing, growing, and operating DEODATE’s Chicago office from the ground up. The successful candidate will function as both a senior practitioner and a market-facing business development leader, accountable for client origination, engagement delivery, and the operational buildout of the Midwest practice.

You will be managing 1-2 DEODATE associates already employed by DEODATE and working on Midwestern clients to help launch the effort.

This position is best suited for a self-directed professional who thrives in ambiguous, high-growth environments and who has the commercial instincts and consulting discipline to build a regional practice with institutional-quality standards. The role requires demonstrated experience in the Chicago commercial real estate and corporate advisory market.

  • Entrepreneurial and Market-Oriented: You are energized by building. You identify opportunities, convert relationships into engagements, and are comfortable operating in an environment where structure must be created, not inherited.
  • Analytically Rigorous: You think precisely, develop defensible solutions to complex challenges, and are deeply fluent in financial modeling, market analysis, and Excel-based quantitative work.
  •  Institutionally Credible: You communicate clearly and authoritatively, in writing and in person, with C-Suite executives, investment committees, public agency leadership, and senior legal and finance teams.
  • Organized and Decisive: You manage multiple client engagements and internal priorities simultaneously without sacrificing accuracy or quality.
  • Self-Starter: You are intellectually curious, goal-oriented, and energized by solving complex problems. You do not require close supervision to produce decision-grade output.
  • Collaborative: You work effectively with DEODATE’s national team, including consultants, marketing, finance, and legal resources, to deliver integrated client solutions.

RESPONSIBILITIES:

Consulting Delivery

  • Lead and execute consulting engagements across DEODATE’s service platform, including real estate strategy, portfolio management, occupier advisory, transaction management, project and construction management, and facilities strategy.
  • Conduct and oversee market research and analysis, including supply, demand, rent, absorption, and vacancy assessment to support underwriting and client advisory.
  • Perform and direct detailed financial modeling and due diligence analysis for transactions, development projects, and portfolio decisions.
  • Develop bespoke client deliverables including strategic analyses, decision memoranda, valuation narratives, and transaction summaries aligned to DEODATE’s institutional-quality standards.
  • Monitor capital spending and ensure project execution remains within budget and schedule parameters.

 

Office Leadership and Operations

  • Oversee the day-to-day operations of the Chicago office, including workflow management, resource allocation, and quality control across active engagements.
  • Build and manage a local team of consultants, analysts, and support staff as the office scales.
  • Serve as the primary point of accountability for client satisfaction, engagement delivery, and DEODATE’s Midwest reputation.

 

Business Development and Market Expansion

  • Lead all business development efforts for the Chicago office, including client origination, pipeline management, proposal development, and engagement conversion.
  • Establish and grow DEODATE’s presence in the Chicago and broader Midwest market through targeted outreach, relationship development, and strategic positioning.
  • Represent DEODATE at industry events, with brokerage and owner communities, and with corporate occupier, developer, and institutional investor audiences.
  • Prepare and deliver institutional-quality marketing materials, pitch decks, capability statements, and engagement proposals.

 

Cross-Functional Collaboration

  • Partner with DEODATE’s national strategy team, including marketing, finance, and legal, to support product development and client acquisition.
  • Coordinate with DEODATE subject matter specialists in land use, permitting, real estate accounting, real estate finance, and market analysis to deliver integrated engagements.
  • Participate in investor and client presentations and assist with investor queries as directed.

REQUIREMENTS:

Education

  • Preferred: Master of Business Administration (MBA) from an accredited university, ideally with concentration in real estate, finance, strategy, or a related discipline.
  • Acceptable: Bachelor’s degree in real estate, finance, business, engineering, or a related field, provided it is balanced by substantial directly relevant professional experience. Applicants without a graduate degree must demonstrate a track record equivalent in depth and rigor to what an MBA program would be expected to develop.

 

Experience

  • Minimum 5–7 years of directly relevant experience in management consulting, corporate real estate advisory, investment real estate, or a related transactional and strategy discipline.
  • Demonstrated experience in the Chicago commercial real estate market is required. Candidates without established Chicago market knowledge will not be considered.
  • Proven track record of business development, including client origination, relationship management, and revenue generation in a consulting or advisory context.
  • Background in consulting – whether at a national firm, boutique advisory practice, or internal corporate strategy function – is strongly preferred and reflects the nature and rigor of DEODATE’s service platform.
  • Experience with industrial, office, retail, or mixed-use real estate product types is advantageous.
  • Exceptional recent MBA graduates from highly reputable MBA programs with less than 7-10 years’ experience will are welcome to apply.

 

Technical Skills

  • Proficiency in Excel (financial modeling), PowerPoint (executive presentation), and Word.
  • Familiarity with real estate data and analytics platforms (e.g., CoStar, LoopNet) and CRM or project management tools is advantageous.
  • Real estate modeling and financial analysis training a plus
  • Familiarity with artificial intelligence geared towards financial analysis and modeling a plus

 

Professional Attributes

  • Highly entrepreneurial orientation with the initiative and resilience required to build a market presence without an established local infrastructure.
  • Institutional-quality written and verbal communication skills, with the ability to engage and influence decision-makers at the C-suite and board level.
  • Strong analytical mindset, attention to detail, and commitment to internally consistent, defensible, assumption-clear deliverables.
  • Results-oriented with a strong work ethic and high standards of personal and professional integrity.

COMPENSATION & BENEFITS:

  • Base Salary: $100,000-$120,000 Annual salary compensation commensurate with applicant experience. 
  • Annual Performance Bonus: Up to 10% of base salary
  • Business Development Incentive: Up to 25%-40% of base salary. Tied directly to net income generated from new engagements sourced and led by employee.
  • Health insurance: Employer sponsored health insurance. Employee contribution required.
  • 401(k) Plan – Details to be discussed upon offer
  • Paid time off: Two weeks
  • Paid holidays: 14 observed holidays
  • Annual learning and continuing education stipend

Note: Compensation and benefit eligibility is subject to applicable plan terms, enrollment periods, and employment status. Specific plan details will be provided during the offer process.

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