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Hotel Asset Management Associate
Hotel Asset Management AssociateWitness Investment • Chicago, IL, United States
Hotel Asset Management Associate

Hotel Asset Management Associate

Witness Investment • Chicago, IL, United States
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About the Company

Witness Investment is an award winning multigenerational real estate investment firm specializing in hospitality investment and development. Since 1985, we’ve built a reputation for operational excellence and value creation, with a growing portfolio of premium-branded hotel assets across the Midwest. Our team is the strategic engine behind asset performance and portfolio-level execution.

About the Role

The Associate will report directly to the Vice President of Asset Management and play a key role in the tactical execution of business plans across Witness Investment’s hospitality portfolio. This role is ideal for those with a background in hotel asset management, operations, revenue strategy, or hospitality consulting looking to transition into or grow within hotel real estate who thrives in a fast-paced, team-oriented environment. The Associate will support property-level oversight, financial modeling, data infrastructure, reporting, and operator engagement to help drive revenue growth, improve profitability, and execute strategic initiatives.

Responsibilities

Portfolio Monitoring & Analysis

  • Support weekly STR reviews and R28 topline commentary across the portfolio
  • Track forecast, budget, and underwriting performance across all assets
  • Prepare Weekly Flash Reports, Monthly Asset Management Evaluation, and Quarterly Performance decks
  • Monitor RevPAR index trends, GOP flow-through, and cost efficiency metrics

Operator Oversight & Revenue Strategy

  • Join recurring revenue management and sales calls for critical assets
  • Participate in segmentation and pricing strategy reviews
  • Provide analytical support for channel mix analysis and top account tracking
  • Help implement action plans around green shoots and detractors

    • Capital & Compliance Support

  • Track CapEx budgets and project progress in coordination with internal stakeholders
  • Help maintain compliance tracking for insurance, liquor licenses, and brand standards
  • Assist in preparing documentation and coordination for PIP execution

    • Financial Reporting & Investor Support

  • Build and maintain asset-level financial models for ongoing performance tracking
  • Assist in preparing investor update briefs and quarterly reporting materials
  • Support annual budgeting and 5-year planning processes with data input and model outputs

    • Technology, Dashboards & Data Governance

  • Input and QA data across Airtable, STR, HotStats, Kalibri, and internal trackers
  • Contribute to development and refinement of BI dashboards and market performance tools
  • Work cross-functionally to centralize data and drive operational insights

    • Site Visits & Property Evaluations

  • Support VP and AM team during formal site visits and operational walk-throughs
  • Capture follow-ups, meeting recaps, and operator commitments
  • Assist in identifying opportunities for cost reduction and guest experience improvement

    • Qualifications

    Education

  • Bachelor’s degree in Hospitality, Real Estate, Finance or a related field

    • Experience

  • 2-5 years of experience in hotel asset management, consulting, revenue management, or real estate operations
  • Exposure to P&L review, forecasting, and operational analytics preferred

    • Skills

  • Exceptional analytical and problem-solving skills
  • Strong Excel and PowerPoint proficiency
  • Excellent analytical, organizational, and communication skills
  • Ability to synthesize data into actionable insights

    • Personal Attributes

  • Detail-oriented and highly accountable
  • Proactive and solution driven
  • Comfortable managing multiple priorities in a fast-paced environment
  • Passion for real estate and hospitality industries

    • Why Join Us?

    At Witness Investment, you will have the opportunity to contribute to a legacy of excellence while shaping the future of a dynamic and growing portfolio. We value relationships, innovation, collaboration, and a commitment to achieving exceptional results.

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    Associate Asset Management • Chicago, IL, United States