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 assetsParticipate in segmentation and pricing strategy reviewsProvide analytical support for channel mix analysis and top account trackingHelp implement action plans around green shoots and detractorsCapital & Compliance Support
Track CapEx budgets and project progress in coordination with internal stakeholdersHelp maintain compliance tracking for insurance, liquor licenses, and brand standardsAssist in preparing documentation and coordination for PIP executionFinancial Reporting & Investor Support
Build and maintain asset-level financial models for ongoing performance trackingAssist in preparing investor update briefs and quarterly reporting materialsSupport annual budgeting and 5-year planning processes with data input and model outputsTechnology, Dashboards & Data Governance
Input and QA data across Airtable, STR, HotStats, Kalibri, and internal trackersContribute to development and refinement of BI dashboards and market performance toolsWork cross-functionally to centralize data and drive operational insightsSite Visits & Property Evaluations
Support VP and AM team during formal site visits and operational walk-throughsCapture follow-ups, meeting recaps, and operator commitmentsAssist in identifying opportunities for cost reduction and guest experience improvementQualifications
Education
Bachelor’s degree in Hospitality, Real Estate, Finance or a related fieldExperience
2-5 years of experience in hotel asset management, consulting, revenue management, or real estate operationsExposure to P&L review, forecasting, and operational analytics preferredSkills
Exceptional analytical and problem-solving skillsStrong Excel and PowerPoint proficiencyExcellent analytical, organizational, and communication skillsAbility to synthesize data into actionable insightsPersonal Attributes
Detail-oriented and highly accountableProactive and solution drivenComfortable managing multiple priorities in a fast-paced environmentPassion for real estate and hospitality industriesWhy 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.