The One-Two Punch of Hurricanes Helene and Milton Are policyholders on the ropes — or finally seeing light at the end of the tunnel?

The One-Two Punch of Hurricanes Helene and Milton Are policyholders on the ropes — or finally seeing light at the end of the tunnel?

As I’ve often said, surviving the storm is rarely the hardest part. The real fight begins in the aftermath — navigating the complex, red-tape-filled insurance claim process that too often leaves policyholders dazed in their most vulnerable moments of need. For those seeking practical insights and guidance after Hurricane Helene or Milton, I encourage you to watch “Hurricane Milton: Resolving Claim Disputes” webinar hosted on September 17, 2025. It was an honor to join this discussion and share the virtual stage with an exceptional group of professionals deeply committed to helping Floridians rebuild stronger.


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Hurricane Season 2025: Uncensored Tips for Florida Policyholders

Hurricane Season 2025: Uncensored Tips for Florida Policyholders
Hurricane Season 2025 is officially here. For us in Florida, the "above-average" forecasts from CSU and NOAA come as no surprise. The real relentless force, however, is the non-stop media coverage. While warnings are crucial as we hit June 1st, the constant hype often feels like overkill. Many neighbors, still recovering from Hurricanes Helene and Milton, tell me this media frenzy is overwhelming, even re-triggering symptoms of PTSD. To those individuals, we see you, we hear you, and we understand your struggle all too well.
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Tutwiler Receives Readers Choice Award from FLCAJ

Tutwiler Receives Readers Choice Award from FLCAJ
We’re honored to be recognized with the Readers’ Choice Award from Florida Community Association Journal! 🎉
A heartfelt thank you to our clients, community association leaders, and industry peers for your trust and support. Your confidence in our team drives us to keep putting #PolicyHoldersFirst every day!
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The Complications of Florida Condominium Hurricane Milton Insurance Claims

The Complications of Florida Condominium Hurricane Milton Insurance Claims
Not surprising are the calls we get from property owners living in condos, who are looking for help following property damage to their building that affected their unit. This often takes the form of damage to the unit owner’s property which often includes their personal property, i.e., contents, as well as items such as carpet, other types of floor covering, trim items such as door frames, baseboards, cabinets, and the list goes on depending on the type and severity of the damage and the wording in their condominium documents. When a covered casualty event occurs, whether it’s water, fire, the dreaded “mold” word or some other peril, the finger pointing starts and the unit owner is caught in the middle.
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What happens to your Hurricane Milton claim once the adjuster leaves?

What happens to your Hurricane Milton claim once the adjuster leaves?
Many people might be surprised that having an adjuster look at your damage after a storm like Hurricane Milton is only the beginning of the insurance claim process. The field adjuster that inspected your property may not be an employee of the insurance company. They are typically independent adjusters on contract and typically are paid a set fee or percentage for each claim they handle. This is especially true during disaster situations when there are so many claims to adjust, there is a shortage of qualified adjusters, and they are hard pressed to get to as many claims as possible. Ask what firm they are with when they come to inspect your property and note how thorough they are recording your damage and if they are “listening” to you.
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Hurricane Milton Insurance Claims - Make Sure They Get on the Roof

Hurricane Milton Insurance Claims - Make Sure They Get on the Roof

Due to the widespread and extensive wind damage caused by Hurricane Milton, insurance company adjusters and many inexperienced contractors, in their rush to assess claims, may eyeball roof damage and recommend partial repairs based on simple visual inspection. And I don’t want to even address those trying to inspect roofs with drones. This is going to cause terrible problems in the future as flying debris can damage the membrane of roofs and set people up for severe water damage in the future. Adjusters simply don’t spend enough time assessing policyholders damage or consider the increased cost of materials and repairs given the state of conditions. 


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Homeowners Hit by Helene Are In for an Insurance Claim Shock

Homeowners Hit by Helene Are In for an Insurance Claim Shock

Harsher policy terms mean damages might not be covered Honored to have been asked to contribute to this article.

Jean Eaglesham is a topnotch reporter and very knowledgeable at all levels of the insurance industry. I suggest you follow her on the WSJ.

https://www.wsj.com/finance/homeowners-hit-by-helene-are-in-for-an-insurance-claim-shock-60ae5519?st=fpHroy&reflink=desktopwebshare_permalink


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Florida’s One-Two Punch Looming: Milton and Post-Helene. What’s Next for Insurance Claims?

Florida’s One-Two Punch Looming: Milton and Post-Helene. What’s Next for Insurance Claims?
As recovery efforts continue in the wake of Hurricane Helene, Tropical Storm Milton has now formed and is projected to bring heavy rainfall and potential flooding to parts of Florida in the coming days. We’ve already received calls from clients in Jacksonville, and we anticipate more to come. Many of my neighbors here on the coast of Clearwater, still dealing with Helene's aftermath, are planning to evacuate as early as Monday in preparation for Milton’s potential impact.
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More Hurricane Helene Flood Claim Strategies from a Public Adjuster’s View

More Hurricane Helene Flood Claim Strategies from a Public Adjuster’s View

Since Hurricane Helene impacted Florida’s Gulf Coast, our public adjusters have been besieged with questions about flood claims. Therefore, I thought it would be helpful and hopefully educational to explain the distinction between a flood event and a water loss since these terms are often misused by policyholders filing a claim. In addition, for those who do have flood insurance, we want to share some knowledge and information in the form of tips from my firm’s extensive experience with these losses. While it is human nature to want to quickly repair and restore your property, please make sure you are taking the proper steps to comply and meet the requirements as a policyholder. Furthermore, take a moment to carefully review the NFIP flood claim guidelines, as they have undergone numerous updates.


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Hurricane Helene Recovery from a Public Adjuster’s Perspective

Hurricane Helene Recovery from a Public Adjuster’s Perspective
Hurricane Helene has dealt a devastating blow up and down Florida’s Gulf Coast. Businesses and homeowners need to stay patient and protect their claim. While you wait for the insurance company to send out an adjuster, insurance companies will be requesting the following documentation from owners or their representatives:
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"On Property" Insurance Claim Tips Blog

Tips and advice about how to properly file and protect your property damage insurance claim and get a fair settlement. We invite all readers to ask questions about their claim so our public adjusters can post answers for others to benefit. Insurance claim expert guest bloggers welcome to submit posts via our contact form.

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Tutwiler & Associates Public Adjusters, Inc.
Licensed Public Insurance Adjusters & Loss Consultants
Offices: Tampa, Orlando, Palm City, Florida; Dallas, TX; Pittsburgh, PA

Executive Office
4300 W. Cypress St.
Suite 780
Tampa, FL 33607
Phone: 813.287.8090
Toll Free: 800.321.4488

Licensed in Florida # W840088 &
Texas #1399706 plus 16 other states
and the Virgin Islands