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September 1, 2025

“Everyday Living Expenses” – Part III

By Kirk Allen & John Kraft

On August 31, 2025

Coles Co. (ECWd) –

If you missed parts I and II of the “Everyday living expense” articles, you should read them first, linked here and here.

For most of us, we continue to face ever-increasing insurance bills.  With that in mind, let this article sink in.

Kyley Willison, the convicted former Oakland Fire Protection District trustee, managed to deal with his insurance bills simply by having the taxpayers pay for them.

According to the records obtained from the Coles County State’s Attorney detailing Willison’s criminal spending with the Fire Protection District credit card, there were 11 separate payments to Pekin Insurance totaling $4,083.75, 11 to Nationwide totaling $2,394.66, and 5 to Cinfin Life Insurance totaling $1,179.23.

Pekin Insurance:

  • 12/14/2020 – $371.25
  • 1/11/2021 – $371.25
  • 1/19/2021 – $371.25
  • 2/17/2021 – $371.25
  • 1/18/2022 – $371.25
  • 2/16/2022 – $371.25
  • 3/17/2022 – $371.25
  • 4/18/2022 – $371.25
  • 6/17/2022 – $371.25
  • 7/18/2022 – $371.25
  • 8/16/2022  – $371.25

Nationwide: 

  • 9/23/2020 -$135.78
  • 14/14/2020 -$462.37
  • 12/14/2020 – $276.56
  • 12/14/2020 – $273.49
  • 1/11/2021 -$287.67
  • 1/11/2021 – $462.37
  • 2/17/2021 – $ 148.10
  • 3/17/2022 – $70.25
  • 4/18/2022 – $155.75
  • 7/18/2022 $65.00
  • 8/16/2022 – $57.32

Cinfin Life Insurance:

  • 12/14/2020 – $121.95
  • 1/19/2021 – $121.95
  • 1/19/2021 – $257.09
  • 1/19/2021 – $327.05
  • 1/19/2021 – $351.19

Looking at the multiple payments made to Cinfin Life Insurance on 1/19/2021 raises all kinds of questions that we will never get answers to, since he pled guilty to his illegal use of public funds.

Considering Willison was in the Insurance business, we wonder how many of these charges put additional commissions in his pocket.  Another question we will never know because the investigation failed to look beyond the actual credit card charges.

As it stands, Willison has been meeting his restitution obligations and his father, Jerry Willison, also a former Oakland Fire Protection District Trustee charged with multiple felony counts, has his trial coming up in November.  As a trustee, he had a duty to review every financial transaction, and by all indications, he ignored those duties as his son lived large on the backs of the taxpayers.  We note many of the illegal charges benefited Jerry during his ownership of the golf course he and his son owned in Oakland.

Another notable Willison family tie to government finances covered in the Oakland Independent is the voluntary resignation of Shirley Willison as the treasurer for the Oakland School District, where she was being paid $1,600.00 annually.  Shirley is the mother of Kyley and the wife of Jerry Willison.  She is also the Oakland Township Assessor, who, by all indications, allowed her son’s home to go without assessments for years. At the same time, her assessed value dropped regularly over the years, as reported in this article.

We will update the rest of Willison’s “everyday living expense” criminal activity in future articles.

 

 

 

 

 

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