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.