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Urgent Enforcement Added Final

Wyoming Insurance Warns of Unauthorized Sales by Kevin Kolenda

Favicon for doi.wyo.gov WY Insurance Press Releases
Filed April 4th, 2024
Detected March 19th, 2026
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Summary

The Wyoming Department of Insurance issued a warning regarding Kevin Kolenda, owner of Hole in Won, for allegedly selling unauthorized insurance. A federal grand jury indicted Kolenda on six counts of wire fraud for defrauding organizations and individuals out of nearly $1 million.

What changed

The Wyoming Department of Insurance has issued a warning concerning Kevin Kolenda, owner of Hole in Won, for allegedly selling unauthorized and unlicensed insurance products in Wyoming. These products were marketed to cover prize money awards for fundraisers, such as fishing tournaments. A complaint detailed an instance where a "policy" was purchased, but when a claim was made after a prize fish was caught, Kolenda failed to pay the award and ceased communication.

On or about April 4, 2024, a Federal Grand Jury indicted Kevin Kolenda on six counts of wire fraud, alleging he defrauded multiple parties of nearly $1 million, including approximately $850,000 in insurance premiums and over $100,000 in unpaid prize awards. While Kolenda has not been convicted, his trial is scheduled for August 2025. The Department urges insurance professionals to be diligent in verifying that insurers are properly licensed in Wyoming to protect citizens from insurance fraud.

What to do next

  1. Verify insurer licensing status with the Wyoming Department of Insurance.
  2. Exercise diligence when selecting insurance coverage for clients, even when referred by a trusted source.

Penalties

Indicted on six counts of wire fraud, with allegations of defrauding parties out of nearly $1 million.

Source document (simplified)

Page 1 of 1

THE STATE OF WYOMING

Mark Gordon Department of Insurance

Jeffrey P. Rude

Governor Commissioner

106 E. 6

th Ave. ▪ Cheyenne, Wyoming 82002

**FOR IMMEDIATE RELEASE**

Hole in Won; Kevin Kolenda

The Department is aware that an individual named Kevin Kolenda, owner of a business called Hole in Won, was selling or

attempting to sell unauthorized/unlicensed insurance in the state of Wyoming. The “insurance” being marketed or sold

by Mr. Kolenda was to cover prize money awards for various types of fundraisers including fishing tournaments. A

complaint received by the Department regarding Mr. Kolenda’s activities alleged that a “policy” was purchased from Mr.

Kolenda to cover the prize money award for a fishing tournament. When a contestant caught a prize fish and a claim was

made on the “policy,” Mr. Kolenda did not pay the prize award pursuant to the contract provisions, and eventually

stopped communicating regarding the matter.

On or about April 4, 2024, a Federal Grand Jury returned an indictment against Mr. Kevin Kolenda for six counts of wire

fraud. The indictment alleges Mr. Kolenda defrauded multiple organizations and individuals out of nearly $1 million,

including about $850,000 in insurance premiums and over $100,000 in prize awards that were never paid. Mr. Kolenda

has not been convicted of the crimes alleged in the indictment at this time. The court proceedings regarding Mr. Kolenda

are currently scheduled for trial in August 2025.

The insurance professionals in Wyoming are the first line of defense to protect our Wyoming citizens from becoming

victims of insurance fraud. The Department encourages all insurance professionals to be diligent when selecting

insurance coverage for their clients to ensure that the insurer is properly licensed in this state. Diligence is necessary

even when receiving a referral from a trusted source. If there is ever any question regarding whether an insurer is

licensed in this state, or if you have other concerns regarding possible fraudulent insurance operations, please contact

the Wyoming Department of Insurance at (307) 777-7401.

Administration (307) 777-7401 ▪ Fax (307) 777-2446 ▪ https://doi.wyo.gov/ ▪ Licensing (307) 777-7319 ▪ Consumer Affairs (307) 777-7402

Source

Analysis generated by AI. Source diff and links are from the original.

Classification

Agency
State DOI
Filed
April 4th, 2024
Instrument
Enforcement
Legal weight
Non-binding
Stage
Final
Change scope
Substantive

Who this affects

Applies to
Consumers Insurance professionals
Industry sector
5241 Insurance
Activity scope
Unauthorized Insurance Sales Insurance Fraud
Geographic scope
State (Wyoming) State (Wyoming)

Taxonomy

Primary area
Insurance
Operational domain
Compliance
Topics
Insurance Fraud Consumer Protection

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