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“The adjuster spent 20 minutes on my roof, took a few photos, and said $8,200. I didn’t know what to question or how to push back. I just… accepted it.”
— Actual quote from a Colorado Springs property owner, 2025

Sound familiar?

Why Most People Accept Less Than Their Damage Is Worth

Here’s what most people don’t realize until it’s too late: Your adjuster’s estimate isn’t gospel. It’s a starting point.

The first settlement offer almost always falls short. Not because adjusters are trying to cheat you, but because:

  • Standard inspections take 20-30 minutes. A thorough assessment takes 2-3 hours.
  • Adjusters use software that defaults to “repair” when replacement might be the only viable option.
  • They’re trained to document obvious damage. Secondary damage? You have to know to ask.
  • Regional pricing databases undervalue Colorado Springs labor rates and Class 4 shingle costs.
  • Without your own documentation, it becomes your word against theirs—and they have the photos.

The average underpayment on initial hail damage settlements in Colorado Springs:


$4,200

Based on analysis of 150+ supplemental claims in El Paso County, 2022-2024

The result? You accept an $8,200 settlement for damage that actually costs $12,400 to repair properly. Then you’re stuck choosing between cutting corners or paying the difference out of pocket.

The Complete Hail Damage Documentation Kit

This isn’t about gaming the system or inflating your claim. It’s about documenting your damage as thoroughly as the professionals do—so nothing gets overlooked, and nothing gets undervalued.

Think of it this way: Your adjuster has a checklist. This guide gives you the same checklist, plus the documentation that backs up every item on it.

What’s Inside the Free Guide

Before the Adjuster Arrives

The damage is already done. Now you need proof.

  • The 27-point photo sequence that captures every angle (the same sequence professional restoration contractors use)
  • How to safely document ground-level damage without getting on your roof
  • The “baseline photos” that protect you if damage worsens while you wait for repairs
  • What to photograph inside your attic (water stains, ventilation damage, light penetration)
  • How to document collateral damage to gutters, downspouts, siding, and windows

Choose your During the Adjuster’s Inspection Level

This is your one shot to get it right.

  • The 5 questions that prompt adjusters to check areas they typically skip
  • What to say (and what NOT to say) that keeps your claim on track
  • How to request a ladder inspection vs. drone inspection (and why it matters)
  • When it’s appropriate to ask for a second opinion or supplement inspection
  • The paperwork you should request before the adjuster leaves

Reading Your Settlement Letter

The estimate isn’t written in plain English. Here’s how to decode it.

  • How to read line items and spot common calculation errors
  • Understanding depreciation (ACV vs. RCV) and which charges you can challenge
  • The “scope of loss” section and why it’s the most important part
  • Red flags that indicate your estimate is incomplete
  • Market value adjustments and how they affect your payout

After You Receive the Settlement

Your claim isn’t closed until the work is done and paid for.

  • When and how to request a re-inspection (supplement claim)
  • How to document additional damage discovered during repairs
  • Working with contractors: getting estimates that match your settlement
  • The recoverable depreciation process (getting your full RCV payout)
  • What to do if your claim gets denied or underpaid

Get Your Free Documentation Kit Now

Everything you need to photograph, measure, and document roof damage like a professional.

Join 2,800+ Colorado Springs property owners. Instant PDF. No spam.


Real Results from Real Claims

These aren’t hypothetical. These are actual settlements from property owners who used this documentation system.
“I used the photo checklist before the adjuster came out. When he arrived, I mentioned I’d documented damage to the ridge vents and deteriorated flashing. He said, ‘Let me take another look up there.’ That second look added $4,800 to my claim.”
Sean A.,
Northgate area | Residential property | 2024 hailstorm
“I manage 6 rental properties. The guide explained depreciation in a way that actually made sense. I realized the adjuster was calculating it incorrectly for the roof age on one of my properties. One email to my adjuster corrected it and added $3,200.”
Mike R.,
Property manager | Multi-family units | 2023 claim
“As a realtor, I recommended this guide to a client whose home had hail damage right before closing. The documentation helped them get a fair settlement quickly, and we didn’t have to delay closing. Worth its weight in gold.”
Nicole, S.,
Real estate agent | Client’s listing | 2024
“I didn’t get some massive increase, but I got $1,900 more than the initial offer. More importantly, I felt confident the settlement actually covered the repairs I needed. That peace of mind was worth it alone.”
David L.,
Old North End | Commercial building owner | 2023

Why Documentation Makes a $4200 Difference

Initial Offer

$8,200

With Proper Documentation

$12,400

The Gap

$4,200

Essential Care

$490

per year

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Advanced Care

$990

per year

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The plan features listed out here

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Commercial Plans

Call our office to speak with our sales team regarding commercial accounts and customized service plans.

(888) 555-5555

Dedicated service technician

Priority appointment booking

Discounts on parts and labor

One year commitment required

This isn’t about inflating claims. It’s about making sure your settlement reflects the actual cost of proper repairs…

Is This Guide Right for You?

This documentation system works for anyone dealing with roof damage in Colorado Springs. That said, some people will benefit more than others.

This Guide Is Perfect If You:

  • Want to handle your own claim but need to know what documentation actually
  • Feel unprepared for the adjuster’s visit and don’t know what questions to ask
  • Received an initial settlement that seems low but don’t know how to respond
  • Manage rental or commercial properties and need a repeatable system
  • Are a real estate professional helping clients navigate damage claims
  • Want to work with a contractor but need to understand the estimate first
  • Are preparing in advance so you’re not scrambling after the next hailstorm

This Guide Probably Isn’t Right If You:

  • Have extremely complex commercial claims requiring legal intervention (this is designed for straightforward hail damage)
  • Are looking for shortcuts to claim damage that doesn’t exist (this is about documentation, not fraud)
  • Prefer to hire a public adjuster to handle everything and don’t want to be involved (though the guide can help you understand their process)
  • Have already settled your claim and signed a release (at that point, documentation won’t help)



About This Guide (And Why I Created It)

I’m Gerald Winik, a Colorado Springs roofing consultant who’s reviewed over 1,200 hail damage claims in El Paso County since 2018.

After watching too many property owners accept settlements that didn’t cover their actual repair costs—not because they were being cheated, but because they didn’t know what to document—I created this system.

It’s based on:

  • Insurance industry standards for damage assessment
  • Best practices from professional restoration contractors I’ve worked with
  • Common gaps in standard adjuster inspections (the things they miss most often)
  • Real questions from hundreds of claims I’ve consulted on over the past 6 years

My Goal Is Simple

Give Colorado Springs property owners the same level of documentation knowledge that my paid consulting clients receive—but in a format anyone can use themselves, for free.

You shouldn’t need to hire someone like me for a straightforward hail damage claim. You just need to know what matters and what doesn’t.

I’m a roofing consultant specializing in hail damage claims in Colorado Springs, with 13 years in the roofing industry. I’m also a member of Colorado Roofing Association (CRA), and National Roofing Contractors Association.

Get Your Free Documentation Kit

Here’s what happens when you download:

  • Instant PDF download — No waiting for emails, no manual approval. Click the button and get immediate access.
  • Monthly Colorado Springs roofing newsletter — Hail forecasts, new building code updates, contractor licensing alerts, and seasonal maintenance tips. (You can unsubscribe with one click anytime.)
  • No sales pressure — This is a free resource. I’m not going to call you, pressure you, or try to upsell you on consulting services.

Your privacy matters. I don’t share your email with anyone. Ever. You can review my [privacy policy] before signing up.


Your Adjuster Found $8,200 in Damage. You Suspect It’s More.

You’re probably right. This free guide shows you how to document what insurance adjusters routinely miss—before they close your claim and leave you thousands short.


✓ Instant PDF download | ✓ No sales calls | ✓ Used by 2,800+ Colorado Springs property owners

Created By Gerald Winik, Colorado Springs Roofing Consultant | 1,200+ claims reviewed since 2018