Thursday, December 4, 2025
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Jeremiah Gall

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Jeremiah Gall is a serial entrepreneur and vacation rental market veteran with a history of delivering great products to rental managers over the past twelve years. In 2006, Jeremy co-founded FlipKey.com and developed marketing tools and the first verified guest review platform for professional rental managers. He continued to manage FlipKey’s global professional services group, working with more than three thousand property manager clients. Before leaving in 2013 and after the acquisition by TripAdvisor, Jeremy grew FlipKey into one of the largest vacation rental businesses in the world. Jeremy is the founder and CEO of Breezeway. Breezeway’s mobile app and solutions give rental managers the tools they need for optimized turn days, efficient operations, and excellent property care programs. Jeremy has shared in-depth analyses of the vacation rental market at national travel shows and in industry publications and is a regular presenter at VRMA conferences, MIT, and Boston College. He is an avid vacation rental fan and enjoys splitting time between Boston and South Carolina.

The Importance of the Guest Experience within Vacation Rental Operations: From the Back of the House to the Front

The concept of vacation rental property operations has evolved tremendously over the past few decades, developing from a collection of loosely defined tasks into...

Jeremy Gall Discusses Challenges & Opportunities: Where Is Vacation Rental Management Heading?

When we started Breezeway in 2016, few companies in the vacation rental ecosystem were talking about property care and operations. Managers were focused on...

Operations Technology is Critical for Vacation Rental Managers in 2021 by Jeremy Gall

As we enter 2021, it has become clear that vacation rentals are the preferred lodging for those looking to spend time away from home....

Professionalizing Rental Operations in Travel’s New Landscape

Roughly six months ago, I wrote for VRM Intel from quarantine in Pawleys Island, South Carolina. The article offered predictions on how the pandemic...

Property Managers or Hospitality Providers?

With the convergence of lodging types in the minds of consumers, traditional property managers are transitioning into hospitality providers. The role of vacation rental property...

Homeowner Communications: Delivering and Communicating Deep Service Value to Homeowners

Vacation rental managers have two distinct customers: guests and homeowners. The identity of a manager continues to evolve into that of a hospitality provider,...

Delivering and Communicating Deep Service Value to Homeowners

The past decade in hospitality has been a whirlwind, and short-term rentals have (and are still having) an incredible run. Every aspect of the...
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Riding the Next Wave of Vacation Rental Consolidation

As the industry hits its third wave of maturity, there’s a renewed focus on consolidation. Vacasa continues acquiring vacation rental managers at a rapid...

Rethinking Communication for Smoother Operations and a Better Guest Experience

With the push for quality and rising expectations of property owners and guests, vacation rental managers are working harder than ever. The job requires...

The Push for Quality: How Hotel Convergence is Affecting Vacation Rentals 

A dozen years ago, before HomeAway acquired VRBO and before vacation rentals had any presence with major online travel agencies (OTAs), rental managers were...

Preventive Maintenance for Vacation Rental Homes

The reactive maintenance approach, or “If it ain’t broke, don’t fix it,” is expensive and inefficient. Vacation rental property managers wind up spending more...

The Rise of the Instant Satisfaction Guest and How It Is Transforming Operations

Remember when providing linens or cleaning the property post-stay entailed additional charges to the customer? And renting linens didn’t mean the beds would be made...

Time to Overshare Your Property Care 

We all have that friend—everyone has one or two—who loves to overshare. You know the type. Maybe they post too many Facebook updates or include too many details in that story...

Great Expectations Require Efficient Operations

Vacation rental management is a complicated business. Managers need to excel across a wide range of skills and initiatives: hospitality provider, social marketer, asset...
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