Vice President, Portfolio Operations & Transformation

Proper Hospitality builds and operates a growing collection of luxury lifestyle hotels, restaurants and residences defined by design, culture, wellness and a strong sense of place, across Proper Hotels, By Proper and The Collective.

The Role
We’re seeking an experienced hotel operations leader to serve as Vice President, Portfolio Operations & Transformation, reporting to our Chief Operating Officer.

The role has two responsibilities: directly leading the operating performance of The Collective hotels, and improving how our broader portfolio operates. That means simplifying workflows, improving labor productivity, removing friction, and helping property teams adopt new technology and better ways of working.

We’re looking for an operator with strong commercial judgment, high standards and the ability to lead people through change. You should be equally comfortable working with a struggling GM, challenging an operating budget, and improving how the whole organization runs.

The VP works closely with our Corporate Director, Enterprise Operations, who oversees operating standards, labor models, systems and execution processes. The VP is accountable for translating those capabilities into measurable operating improvements and stronger property performance.

This is a hands-on operating leadership role, not a corporate strategy or project management position.

Areas of Responsibility
Time will vary with business needs, but the role is expected to focus approximately on:

• The Collective, Direct Operating Leadership: 40 to 50%
• Portfolio Performance and Operating Leadership: 20 to 30%
• Operating Improvement and Transformation: 25 to 35%

Key Responsibilities

The Collective: Direct Operating Leadership

• Directly manage, coach and develop The Collective General Managers
• Own hotel-level financial performance, including revenue, profitability, labor productivity, expenses and margin
• Hold GMs accountable for financial results, guest experience, team engagement and brand standards
• Serve as the primary operating contact for Collective owners, maintaining their confidence in Proper’s management
• Lead recovery plans for underperforming hotels, and support transitions, repositionings and openings
• Partner with HR and the COO on GM performance, leadership gaps and personnel changes
• Spend regular time at the properties

Portfolio Performance & Operating Leadership

• Partner with the COO and existing operating leaders to improve performance across Proper, By Proper and The Collective
• Identify recurring performance issues and inefficiencies that don’t show up in individual property reporting
• Work with existing operating leaders to establish consistent expectations for financial performance, service quality, labor management and accountability
• Support the COO on complex operating challenges, including underperformance, leadership issues and significant owner concerns
• Provide additional operating leadership during openings, transitions and major disruptions
• With the COO’s support, lead portfolio-wide operating improvements across all brands, working through the appropriate operating and functional leaders to ensure changes are implemented and sustained

The VP has direct operating accountability for The Collective. Across Proper and By Proper, the role works through existing operating leadership, with additional authority delegated by the COO when appropriate.

Operating Improvement & Transformation

• Develop and manage a focused portfolio operating improvement agenda, working with the COO to prioritize initiatives with the greatest impact on productivity, profitability and operating effectiveness
• Identify opportunities to simplify operating processes, eliminate duplicated work and improve productivity across the portfolio
• Evaluate staffing models, labor deployment and management structures to identify opportunities to improve productivity without compromising service
• Partner closely with the Corporate Director, Enterprise Operations to translate improvement opportunities into scalable operating standards, labor models, workflows and performance measurement
• Serve as the operating business owner for prioritized AI and automation initiatives in hotel operations, identifying which property workflows should change, defining requirements with functional leaders, and driving property-level adoption. Technology and data teams remain responsible for development and technical implementation
• Work with Enterprise Operations and functional leaders to implement operating practices that scale as the portfolio grows while preserving the individuality of each hotel

The VP is accountable for identifying operating improvement opportunities, establishing business objectives and delivering measurable results through the appropriate leaders. Enterprise Operations owns the supporting standards, frameworks, operating processes and execution governance.

The role does not own software development, technology infrastructure or enterprise systems architecture.

GM Leadership & Talent

• Build a strong bench of General Managers and property leaders, with succession plans for critical roles
• Coach GMs to become strong commercial leaders, not just effective property managers
• Partner with HR on GM recruitment, development, performance management and retention
• Build an operating culture that balances financial discipline with hospitality, creativity and engagement

Cross-Functional Partnership & Brand Execution

• Partner with Finance, Commercial, Brand, HR, Culinary and the corporate F&B leadership team so operating plans are realistic and executable
• Partner with the corporate F&B leadership team and hotel leadership to strengthen property-level F&B execution, profitability and integration with the broader hotel experience
• Work closely with Enterprise Operations to ensure operating improvements are reflected in appropriate standards, labor models and property-level execution practices
• Make sure operating practices reinforce Proper’s commitment to design, culture, wellness and distinctive hospitality

What This Role Is Not

• A second COO. The COO retains overall responsibility for company operations and final authority on significant operating decisions.
• A corporate project manager. The VP is expected to improve actual operating performance, not simply coordinate initiatives or track progress.
• A technology executive. The role determines what changes in hotel operations and makes those changes stick, but does not own technology development or infrastructure.
• The owner of enterprise operating infrastructure. Enterprise Operations owns SOP frameworks, labor models, operating standards, scorecards and operating cadences. The VP partners closely with this function but remains focused on operating performance and business outcomes.
• The owner of every operating process. Improvements are implemented through accountable operating and functional leaders, not a new centralized layer.

Qualifications & Experience

Required

• 12+ years of progressive hotel operations experience, including significant multi-property leadership
• A track record of managing GMs and delivering strong financial and operating results across multiple hotels
• Deep hotel P&L experience, including labor management, forecasting and margin improvement
• Strong experience working directly with hotel owners and asset managers
• Proven ability to turn around underperforming hotels and strengthen leadership teams
• A record of improving margin or labor productivity across multiple properties through changes in standards, workflows or systems, not just through individual GM performance
• Experience rolling out new tools or processes at the property level and making adoption stick
• Working knowledge of AI and automation and their practical applications in hotel operations
• Strong leadership skills, with the ability to motivate teams, influence executives and lead change

Strongly Preferred

• Luxury, lifestyle, independent or design-driven hotel experience
• Properties with significant restaurant, bar and ancillary revenue
• Complex ownership structures, mixed-quality portfolios, turnarounds or repositionings
• Multi-brand hotel management company experience
• Genuine appreciation for design, food, culture, wellness and service

How You Work

• Operating Judgment: You know what drives hotel performance, catch issues early, and separate symptoms from root causes.
• Leadership: You set high standards and hold people accountable while keeping their trust.
• Commercial Discipline: You understand the financial implications of operating decisions and balance profitability with guest experience.
• Change Leadership: You challenge established ways of working, build support for new approaches, and make improvements stick.
• Brand Sensibility: You understand that operating efficiency should reinforce the guest experience, not diminish it.
• Collaboration: You exercise authority where appropriate and work effectively through others, particularly across operating, functional and enterprise support teams.

What Success Looks Like in Six to Twelve Months

• The Collective has stronger operating leadership and improved flow-through and GOP margin against budget
• Underperforming hotels have credible recovery plans with measurable progress
• Portfolio-wide improvements deliver measurable gains in departmental labor productivity, operating margins and workflow efficiency, with financial benefits validated by Finance and sustained adoption at the property level
• New operating standards and workflows are adopted at the property level, in partnership with Enterprise Operations, without compromising guest satisfaction or service quality
• GM performance, development and succession planning are more consistent
• The COO has more capacity for broader company leadership and growth
• Owners and corporate leadership have greater confidence in the consistency of Proper’s operations

Reporting & Compensation

• Reports to the Chief Operating Officer. Direct reports include The Collective General Managers
• Base salary: $250,000 to $275,000, plus performance-based bonus

Proper Perks & Benefits

Culture of Growth & Belonging

• Culture of Growth: A collaborative, design-forward environment that values creativity, intelligence, and curiosity — where learning and excellence are a daily practice.
• Guided Skills Development: Access to training, leadership programs, mentorship, and cross-property mobility to encourage achievement and discovery.
• Diversity, Equity, Inclusion & Belonging: We honor individuality while fostering a culture of respect and belonging across all teams.
• Community Engagement: Opportunities to give back through local volunteerism, sustainability, and charitable partnerships.

Health & Wellness

• Comprehensive Health Coverage: Medical, dental, and vision plans through Aetna, designed to fit a range of personal and family needs.
• Wellness Access: Company-subsidized memberships with Equinox and ClassPass, plus wellbeing
• workshops and mental health resources.
• Employee Assistance Program (EAP): Confidential support for emotional wellbeing, financial planning,
• and life management through Unum.

Time Off & Flexibility

• Paid Time Off: Flexible PTO plus 11 paid holidays each year for corporate team members.
• Paid Parental Leave: Paid time off for eligible employees welcoming a new child through birth, adoption, or foster placement.
• Flexible Work Practices: Hybrid schedules for eligible roles and an emphasis on work-life balance.

Financial Wellbeing & Core Protections

• 401(k) Program: Company match of 50% of employee deferrals, up to the first 4% of eligible compensation.
• Employer-Paid Life & Disability Insurance: Core protections with optional additional coverage.
• Financial Education: Access to planning tools and workshops to support long-term stability and growth.

Lifestyle & Travel Perks

• Hotel Stay Benefits: 75% off BAR (floor of $100) across the Proper portfolio.
• Design Hotels Partnership: 50% off participating Marriott Design Hotels.
• Dining Discounts: 75% off food & beverage at all Proper Hospitality outlets.
• Lifestyle Perks: Complimentary or subsidized parking, cell phone reimbursement, and exclusive hospitality and retail discounts.

Why Join Proper Hospitality
At Proper, we build experiences that move people — and that begins with the team behind them. As a best-in-class employer, we’re committed to creating one of the Best Places to Work in hospitality by nurturing a culture where creativity, excellence, and humanity thrive together.

Everything we do is grounded in the belief that hospitality is more than a profession — it’s an opportunity to care for others and make lives better.

Guided by the Pillars of Proper, we show up with warmth and authenticity (Care Proper), strive for excellence in everything we do (Achieve Proper), think creatively and resourcefully (Imagine Proper), and take pride in the style and culture that make us who we are (Present Proper).

We believe our people are our greatest strength, and we invest deeply in their wellbeing, growth, and sense of belonging. From comprehensive benefits to meaningful development programs, Proper is designed to help you build a career, and a life, that feels as inspiring as the experiences we create for our guests.

Our Commitment: Building the Best Place to Work
Our Best Place to Work initiative is a living commitment — a continuous investment in our people, our culture, and our purpose. We listen, learn, and evolve together to create an environment where everyone feels empowered to imagine boldly, achieve confidently, care deeply, and present themselves authentically.

At Proper, joining the team means more than finding a job — it means joining a community that believes in building beautiful experiences together, for our guests and for one another.

Equal Opportunity & Fair Chance Hiring
We provide equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, or any other federal/state protected category.

Proper Hospitality will consider qualified applicants with criminal histories in a manner consistent with local Fair Chance Hiring Ordinances.

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