Job Description

Job Description

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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