This article is presented by Steadily.

I finally decided to quote out my rental property insurance. Between rising premiums, adding new properties to my portfolio, and hearing other landlords talk about how much they saved with Steadily, I knew it was time.

Here’s a look at the exact process, including why I decided to re-shop my policy, what the quoting process entailed, and what I learned comparing Steadily to my traditional insurer. Spoiler alert: Working with Steadily was faster, easier, and gave me better landlord insurance coverage than I expected.

Why I Decided to Re-Shop My Insurance

Before switching my insurance policy, my setup was as traditional as it gets. Every time I needed to make a change or get a quote, I had to email or call my insurance agent and wait for a response. There was no online portal, easy way to view my policy details, or visibility into my coverage across multiple properties.

As my portfolio grew, that lack of organization became a problem. Premiums were creeping up, some coverages didn’t match my current needs, and I couldn’t easily compare policies.

That’s what caught my attention about Steadily. Their online portal lets landlords view all their policies in one place, update coverage, and access documents anytime. It’s designed for investors managing multiple properties, not just a single home.

The Quoting Process, Step by Step

I started the insurance quote process as most people do: I requested quotes from my current broker and filled out requests across a few online portals. This process meant a long email chain with my agent, who would send forms, ask for information, and eventually get back to me when they could. As an investor with lots of things on my plate, waiting on my insurance agent and making sure I follow up if I haven’t heard anything would likely be something that falls through the cracks.

With Steadily, it was a completely different quoting experience. I went to their website, entered the property address I was requesting coverage for, and the system immediately guided me through a short, clear form that asked exactly what was needed to create an accurate landlord quote. Here’s what they asked:

  • Property details such as year built, type of construction, and square footage
  • Rental type (long-term or short-term)
  • Ownership (LLC or personal name)
  • Coverage start date
  • A few personal details (date of birth and contact info)
  • A list of any past claims

I didn’t have to dig through files or go back and forth via email. I just filled out the form online. It took about four minutes total, with one minute of that simply double-checking the year the property was built.

Once I submitted the form, a message popped up saying my quote would arrive shortly. Keep in mind that I did this at 6 a.m.

Within five minutes, I received a text from a Steadily agent letting me know they would call in 15 minutes to confirm my eligibility for every discount available. When we spoke, they asked how long I had owned the property, if it had a mortgage, whether it was one or two stories, if it had a basement, the age and type of roof, and if I lived within 100 miles of the property. That last question helps determine if a property manager might be needed.

In less than 15 minutes, I had a full quote in my inbox. With my old insurer, that same process could take a full day or more, depending on how quickly my agent got back to me.

Breaking Down the Differences in Coverage

Here’s where Steadily really stood out, not just in price, but in what was actually covered.

Premium

My Steadily quote came in at $867 per year for $231,000 in replacement cost coverage with a $1,000 deductible. Included in that premium was:

This was extensive coverage that is essential for landlords of any portfolio size. For example:

  • Loss of rent coverage ensures you are covered if the property becomes uninhabitable and rent can’t be collected.
  • Mold and remediation is a lifesaver for older homes or humid climates.
  • Liability extensions protect you when working with property managers or contractors.

My old policy didn’t include some of these options—and the premium was more! 

Outside the coverage and ease, I also appreciated that Steadily broke down exactly where my discounts came from, not just vague line items.

What I Learned from the Process

After going through the quoting process, a few key lessons stood out:

  • Investors often overlook insurance as part of asset management. Your coverage should grow with your portfolio.
  • Cheapest isn’t always best, but transparency matters. Steadily made it clear what I was paying for and why.
  • Insurance doesn’t have to be hard. The process took less than 15 minutes, and everything was handled online or by text.

I realized how much time I had been wasting going back and forth with traditional agents when a better system already existed.

My Takeaway and Next Steps

I plan to revisit my insurance quotes annually now that I know how quick and easy the process can be. Even if you’re happy with your current provider, there’s a good chance you’re leaving money on the table or missing out on coverage that better protects your assets.

For investors managing multiple rentals, Steadily’s ability to show all your policies in one dashboard alone is worth exploring.

Final Thoughts

Re-shopping my insurance through Steadily completely changed how I view landlord coverage. What used to be a frustrating, drawn-out process is now simple, transparent, and actually designed for investors like me. The platform made it easy to compare coverage, understand my premiums, and connect with an agent quickly, even at 6 a.m. The result was a better policy, more protection, and a faster turnaround time.

If you haven’t reviewed your policies recently, it’s worth getting a quote with Steadily. 



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