About Nick Massey

With more than seven years with Proper Insurance, and more than a decade in the specialty insurance industry, Nick Massey brings a wealth of expertise to his role as Director of Sales. Nick specializes in educating and consulting with short-term rental owners and property managers, demystifying the complexities of insuring vacation rental properties. His extensive background has enabled him to build an exceptional team of agents at Proper Insurance focused on providing clarity and seamless service. Nick loves engaging with clients, listening to their short-term rental business stories, and offering his insider knowledge to help them protect their properties and succeed in the industry.

A family enjoys dinner outside an Airbnb home

Do I Need to Change Insurance if I Short-Term Rent My Home?

As a property owner, choosing to venture into the short-term rental business can be exciting. It can also be overwhelming as it introduces a new set of considerations for your property, specifically in terms of insurance coverage. One of the first questions that people entering the short-term rental industry should have is, “Do I need …

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November 07th, 2023
Man sits on a couch looking at a laptop in a modern living space.

A Guide to Mid-Term Rentals for Short-Term Rental Owners

Mid-term rentals are emerging as another revenue stream for the modern property investor.  Medium term rentals fill the gap between short-term vacation rentals and long-term residential leases. They attract a diverse tenant base, have lower maintenance costs, provide steady income, and require less administrative/management work.  As the demand for flexible housing options continues to surge, …

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September 01st, 2023
Two people are working on computers while staying in an apartment loft in the city. One person sits on the couch while another has a desk with a large monitor. They could be airbnb guests or tenants of the home as it's not easy to tell.

Understanding When a Guest Becomes a Tenant

As a property owner or host, it’s important to know when a ‘guest’ becomes a ‘tenant’. It’s not just about what we call them – it’s about different expectations, responsibilities, and laws.  Whether you’re renting your place for a quick weekend getaway, for a few months to a remote worker, or for years at a …

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August 31st, 2023
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