A buyer's checklist

How do you choose a Cook County property tax appeal service?

Choose the service that makes the evidence, fee, filing responsibility, and next-stage plan clear before you commit. A professional-looking site is not enough, and a low price is not enough. You should be able to tell what work is being done, who files, what happens after a denial, and what you actually receive.

Check your property

Start with your property, not a sales pitch.

See real Cook County comparable evidence before deciding how much help you want.

Free to check first. No credit card required.

Use these eight questions before paying anyone.

1. Can you inspect the evidence?Does the service show or explain the comparable properties, valuation basis, or other evidence behind the recommendation?
2. How are comps selected?Look for a method that values genuine similarity, not simply the lowest assessments nearby.
3. What is the fee structure?Flat fee, upfront charge, contingency, or another model? What exactly triggers payment?
4. Which stages are covered?Assessor only, Board of Review too, or later representation? Do not assume the next stage is included.
5. Who actually files?Are you filing yourself, is an attorney representing you, or is the service only preparing materials?
6. What do you receive?Raw comps, analysis, a requested value, filing-ready materials, submission help, or actual representation?
7. What happens after a denial?Is the Board stage included, separately charged, or outside the service entirely?
8. Are the terms inspectable?Read the guarantee, refund terms, data methodology, engagement terms, and any savings-based fee definition before paying.
Who can represent you at the Board?

Representation rules are a useful legitimacy check.

The Board of Review says individual taxpayers may represent property held in their own names. Its current rules also say corporations, LLCs, condominium associations, and other entities must be represented by an attorney. The Board's homeowner guidance is even more direct: a consultant may not represent a homeowner at the Board.

If a service says it will “handle the Board,” ask exactly who is filing and who, if anyone, will represent you.

Evidence quality matters more than the size of the promised reduction.

The Assessor's 2026 rules say comp-based appeals should use properties similar in size, class, characteristics, and location, and warn against cherry-picking only lower-valued properties. At least three comps are required for a comp-based Assessor appeal; at least five are recommended.

A service should be able to explain why its evidence is comparable—not merely show a dramatic percentage.

See how to evaluate a good comp →

Compare what is actually being sold.

Question DIY alone Simple Tax Appeal Professional
Evidence You research and select it. Software analyzes and ranks the qualifying comps. Provider builds its case according to the engagement.
Requested value You calculate it. Calculated from the supported evidence. Handled according to the provider's methodology.
Filing You file. You file. Confirm whether the provider files and represents you.
Cost Your time. $49 flat. Varies by provider and fee arrangement.
Stages You manage each available stage. Assessor + Board materials included. Confirm the scope in writing.

What Simple Tax Appeal is—and is not.

Simple Tax Appeal is the software-assisted DIY option. It is not a law firm and does not represent you. The software analyzes Cook County records, selects the strongest defensible comparable evidence the data supports, calculates the requested value, and prepares filing materials. You inspect the evidence and submit the case yourself.

Real evidence before purchase $49 flat Assessor + Board materials Keep 100% of any savings Qualifying-appeal guarantee

Red flags are usually missing answers, not one specific business model.

  • The fee cannot be explained clearly before you agree.
  • You cannot tell whether the service is preparation, software, consulting, or legal representation.
  • The provider will not explain what evidence supports the requested reduction.
  • It is unclear what happens after an Assessor denial or whether the Board stage costs more.
  • A guarantee sounds broad but the actual qualifying terms are hard to find.
  • The service claims a result or savings amount without enough property-specific evidence to support it.

None of those automatically proves a company is illegitimate. They are reasons to get the missing answer before paying.

Check your property

If you want to file yourself without doing all the comp research manually, check your property first.

See my comparable evidence

General information only, not legal advice or a recommendation for or against any specific provider.

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