John R. Nelson v. County of Milwaukee

Court of Appeals of Wisconsin·Decided August 18, 2026·No. 2024AP001458·Unpublished

Opinion

COURT OF APPEALS DECISION NOTICE DATED AND FILED This opinion is subject to further editing. If published, the official version will appear in the bound volume of the Official Reports.

August 18, 2026

A party may file with the Supreme Court a Samuel A. Christensen petition to review an adverse decision by the Clerk of Court of Appeals Court of Appeals. See WIS. STAT. § 808.10 and RULE 809.62.

Appeal No. 2024AP1458 Cir. Ct. No. 2022CV2605

STATE OF WISCONSIN IN COURT OF APPEALS DISTRICT I

JOHN R. NELSON,

PLAINTIFF-APPELLANT,

V.

COUNTY OF MILWAUKEE,

DEFENDANT-RESPONDENT.

APPEAL from an order of the circuit court for Milwaukee County:

GLENN H. YAMAHIRO, Judge. Reversed and cause remanded with directions.

Before Donald, C.J., Geenen, and Petrashek, JJ.

¶1 DONALD, C.J. John R. Nelson appeals an order that dismissed his claims against Milwaukee County. Nelson sued the County claiming a vested contractual right to County-paid retiree health insurance premiums under the 2009-2012 collective bargaining agreement (CBA) between the County and the

Milwaukee Deputy Sheriff’s Association (MDSA). The circuit court concluded that Nelson did not have a vested right under the CBA or under a related section of the Milwaukee County General Ordinances (MCGO). Therefore, the circuit court denied Nelson’s motion for summary judgment and granted summary judgment in favor of the County, dismissing Nelson’s breach of contract and declaratory relief claims. For the reasons discussed below, we reverse and remand for the circuit court to enter summary judgment in Nelson’s favor.

BACKGROUND

¶2 The MDSA is a labor organization, or union, that represents the interests of its members in collective bargaining negotiations with the County on wages, hours, and working conditions, which may include retiree benefits. Nelson was first hired by the County on October 17, 1994, as a non-represented corrections officer. On April 14, 1995, Nelson was hired by the Milwaukee County Sheriff’s Office as a deputy sheriff and became a member of the MDSA. The agreement at issue, entered into between the County and the MDSA, was effective between January 1, 2009 and December 31, 2012. CBA § 3.11(6) provides that:

Employees hired prior to July 1, 1995, upon retirement shall be allowed to continue in the County Group Health Benefit Program and the County shall pay the full monthly cost of providing such coverage, in accordance with Chapter 17 of the General Ordinances of the County of Milwaukee, § 17.14 and any other applicable ordinance or section. To be eligible for this benefit, an employee must have fifteen (15) years or more of creditable service as a County employee. Employees hired on and after July 1, 1995 may upon retirement opt to continue their membership in the County Group Health Benefit Program upon payment of the full monthly cost.

While covered by the CBA, Nelson completed fifteen years of service with the County. On January 31, 2010, Nelson accepted a promotion to the rank of lieutenant and was no longer represented by the MDSA. On March 9, 2012, Nelson transferred to a non-represented position with the Milwaukee County Parks Department.

¶3 In 2020, while working for the Parks Department, Nelson contacted the County’s Human Resources Benefits Division, about his eligibility for retiree health benefits. The Benefits Division did not review CBA § 3.11(6) to determine Nelson’s eligibility and, instead, applied the eligibility criteria set forth in the thencurrent version of MCGO § 17.14(7)(l), which provided that the County will pay:

the full monthly cost of providing county group health coverage under section 17.14 to the following individuals:

(1) Upon retirement, employees who were non-represented as of December 31, 2011 … and who were hired prior to January 1, 1994, and who have fifteen (15) years or more of creditable pension service as a county employee[.]

The Benefits Division determined that Nelson was non-represented as of December 31, 2011, and had completed fifteen years of creditable service, but was not hired prior to January 1, 1994, and therefore was not eligible for premium-paid health insurance upon retirement.

¶4 After being informed that he would not be eligible for premium-paid health insurance in retirement, Nelson sued the County for breach of contract and also sought a declaratory judgment.1 He alleged that, upon completing fifteen

1 Nelson’s complaint also included claims for breach of implied duty of good faith and fair dealing, promissory estoppel, negligent misrepresentation, and injunctive relief. However, Nelson voluntarily dismissed those claims.

years of employment with the County, his contractual right to premium-paid health insurance under CBA § 3.11(6) became fully vested. Nelson and the County filed cross motions for summary judgment. In support of his motion, Nelson argued that the language of the CBA unambiguously vested his right to premium-paid retiree health insurance upon reaching fifteen years of County employment. Nelson further argued that, pursuant to CBA § 6.01, in the case of any conflicts between the CBA and MCGO § 17.14, the terms of the CBA control. Therefore, the conflicting dates of hire set forth in CBA § 3.11(6) and MCGO § 17.14(7)(l) were resolved in favor of the date in the CBA: prior to July 1, 1995.

¶5 Nelson also asserted that even if the circuit court found the CBA language ambiguous, the extrinsic evidence in the record supported his interpretation of the CBA, thus entitling him to summary judgment. Nelson submitted an affidavit from former MDSA President Roy M. Felber, who averred that he was involved in negotiating the CBA, and that the MDSA and the County intended CBA § 3.11(6) to fully vest “premium-free retirement health insurance benefits” to employees hired before July 1, 1995 once they have fifteen years of “creditable service as a County employee.”

¶6 Nelson also submitted a 2018 memorandum (the “2018 Memo”)

from attorneys at the Milwaukee County Office of Corporation Counsel to a captain in the Internal Affairs Division of the Sheriff’s Office, the Benefits Manager in the Human Resources Department, and the Interim Director of Retirement Plan Services. In the 2018 Memo, the Office of Corporation Counsel opined that retiree eligibility for premium-free health insurance is governed by MCGO § 17.14(7)(1), and that an employee who “was non-represented on December 31, 2011; originally hired as an MDSA member after January 1, 1994 but before July 1, 1995; and earned at least the required minimum 15 years of

service credit as an MDSA member before becoming non-represented” has earned a “‘vested’ right to County-paid retiree health insurance.” Since Nelson meets the eligibility criteria in the memo, he argued the County has admitted that he is entitled to the benefits he seeks.

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