Gary Caruana

Republican · Candidate for Winnebago County Sheriff · November 3, 2026

In office now

Gary Caruana is the Sheriff. Gary Caruana's page: the office they hold, how to reach it and where they stand.

About this race

The county's chief law-enforcement officer. Runs the sheriff's office and usually the county jail, patrols areas outside city police departments, and serves court papers.

2 candidates ran for Winnebago County Sheriff in the general election on Tuesday, November 3, 2026.

Immigration enforcement (ICE 287(g))

ICE's list of 287(g) participating agencies shows no agreement for Winnebago County's sheriff's office.

Under 287(g), ICE trains and authorizes local officers to carry out some federal immigration duties. From ICE's list of participating agencies, as of October 28, 2026. Whether to keep, change or end an agreement is up to the sheriff.

Where they stand

Slightly right, from the giving patterns of their campaign donors (DIME campaign-finance score, Stanford). Based on the 140 donors to their 2016 campaign for sheriff. DIME doesn't name donors: it places each one by everyone they give to, then places the candidate by their donors.

Source: data · how scores are linked to one scale.

Funding

$239K raised, $2,200 from small donors.

Largest donorsAmount
PRO Restoration, Llc$22K
Trickie Enterprises$15K
Plumbers & Pipefitters UA Local 23 PAC$14K
Scandroli Construction$8,750
Laborers' Local 32 P.a.c.$8,250
815 Entertainment, Llc$7,500
Ringland Johnson Construction$6,100
Illinois Republican Party$5,525

Source: Illinois State Board of Elections, reports through 2026-10-21.

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Quick answers

What party is Gary Caruana?
Gary Caruana is running as a Republican.
What does the Winnebago County Sheriff seat do?
The county's chief law-enforcement officer. Runs the sheriff's office and usually the county jail, patrols areas outside city police departments, and serves court papers.
Who is Gary Caruana running against?
Dominick Barcellona, for Winnebago County Sheriff.
How much money has Gary Caruana raised?
$239K as of the latest state campaign-finance filings.
Is Gary Caruana liberal or conservative?
On SpectrumVote's left–right scale, Gary Caruana is slightly right, from the giving patterns of their campaign donors (DIME campaign-finance score, Stanford). This comes from published research, not our opinion.
Should I vote for Gary Caruana?
SpectrumVote doesn't endorse anyone or tell you how to vote. Compare Gary Caruana's record, funding and endorsements with the other candidates in this race and decide based on what matters to you.
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