Comparing Short-Term Rental Insurance? 5 Questions That Reveal What You’re Actually Looking At
A screwdriver, a hammer, a saw, and a wrench come from the same toolbox but are for different jobs. You wouldn’t grab one at random and expect it to do…
Insurance
Saying “Rental” Doesn’t Make It Short-Term Rental Insurance: The Fine Print Between Landlord and STR Insurance Policies
This article is presented by Proper Insurance. You bought a short-term rental, told your insurance agent what you were doing at the property, and they sold you a policy. You…
New Law Carries Implications For Roofing and Insurance—Here’s What Investors Need to Know
As if homeowner’s insurance weren’t expensive enough, a new federal rule has quietly moved the responsibility to pay for roof damage claims off the insurers’ shoulders and onto property owners.…
Your Pool Is an Asset—It’s Also a Lawsuit Waiting to Happen
Summer contains the best three months of the year in short-term rental investing: occupancy and rates climb, guests book further out, and your calendar looks like the one you dreamed…
The 3 Insurance Mistakes That Cost Landlords the Most (According to a Guy Who’s Seen Thousands of Claims)
A conversation with Darren Nix, founder and CEO of Steadily Most real estate investors think about insurance exactly twice: when they close on a property and when something breaks. The…
Extreme Weather This Summer Could Make These 8 States “Uninvestable”
If you thought El Niño was bad, it just got supersized, and the resulting extreme weather patterns could wreak havoc for investors who own or plan to own property in…
The Insurance Non-Renewal Shakeout: What to Do When Your Carrier Drops You in 2026
So you open the mail, and there it is: a letter from your insurance company, letting you know it won’t be renewing your landlord policy. There’s been no claims, missed…
Insurance Coverage for Waterfront Properties: What Every Investor Needs to Know in 2026
This article is presented by Proper Insurance. Waterfront short-term rental properties rarely struggle with demand. Whether it is a lakefront cabin, beach house, or riverfront retreat, these homes command premium…
The Due Diligence Item That Makes or Breaks Cash Flow After Closing
This article is presented by Steadily. You analyzed the deal on the new rental property, ran the numbers, negotiated hard, got it under contract, and closed. You took a long…
What Landlord Insurance Policies Don’t Cover When it Comes to Short-Term Rentals
This article is presented by Proper Insurance. As a real estate investor, you likely already know quite a bit about the importance of landlord insurance for your rental properties. You…
Airbnb Services Have Pushed the Limits on Hosting—But Your Insurance May Not Be Ready For It
This article is presented by Proper Insurance. Airbnb has become more than a place to earn a bit of cash from strangers crashing in your spare room. In the last…
The 5 Most Overlooked Due Diligence Items When Buying a Rental Property
This article is presented by Steadily. When most real estate investors analyze a potential rental property, they start with the obvious metrics, including rent comps, neighborhood ratings, and a quick…
8 Things to Check Before Signing Your Landlord Insurance Policy
This article is presented by Steadily. If you’re like most landlords, you probably assume that once you pick a policy and pay your premium, you’re covered. Simple, right? Unfortunately, that…
