Executive Vice President of Operations

4 days ago

Boston, Massachusetts, United States Glaser Property Management Inc Full time $120,000 - $180,000 per year

About Heirloom

Heirloom exists to connect people to places and to each other. We design, build, and operate beautiful spaces that redefine what it feels like to travel as a group. With roots in New Orleans and a growing presence in more than a dozen destinations nationwide, Heirloom blends the warmth of hospitality with the power of technology to create unforgettable group travel experiences.
Our focus on providing world-class accommodations in premier destinations, combined with a data-driven and tech-enabled operational strategy, has allowed Heirloom to carve out a distinctive position within the luxury short-term rental and property management space.


Position Overview

The Executive Vice President (EVP) of Operations serves as a core member of Heirloom's executive leadership team, responsible for shaping and executing operational strategy across all business divisions, including property level operations, GPM company operations, new property installations, and procurement. This role demands a process-driven leader who can architect scalable systems, optimize efficiency, and deliver measurable P&L improvements across a growing national footprint, all while preserving Heirloom's guest experience standards and brand integrity. The EVP will oversee a diverse portfolio of regional and functional leaders, drive operational excellence across the PropCo and OpCo entities, and lead initiatives that improve speed-to-market, cost control, and overall profitability.

Requirements

Requisites
  • 10+ years in operations leadership, with at least 5 years in multi-market hospitality, property management, or real estate operations at a senior or executive level.
  • Bachelor's degree required; MBA or equivalent operational leadership training preferred.
  • Proven ability to design and implement operational systems that drive profitability and efficiency across distributed markets.
  • Strong command of P&L management, budget development, and cost control.
  • Experience leading centralized purchasing or supply chain functions across diverse vendors and markets.
  • Demonstrated success in leading large, multi-disciplinary teams; coaching senior managers; and building scalable infrastructure.
  • Exceptional interpersonal and written communication skills, with the ability to influence at all levels of the organization.
  • Willingness to travel up to 25–30% of the time to key markets and properties nationwide.
     

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