Reuben Gentry v. Tracy's Residential Re-Entry Center, Inc.

Court of Appeals of Kentucky·Decided May 8, 2026·No. 2025-CA-0611·Unpublished

Opinion

RENDERED: MAY 8, 2026; 10:00 A.M.

NOT TO BE PUBLISHED

Commonwealth of Kentucky

Court of Appeals

NO. 2025-CA-0611-MR

REUBEN GENTRY APPELLANT

APPEAL FROM FAYETTE CIRCUIT COURT v. HONORABLE JULIE M. GOODMAN, JUDGE ACTION NO. 25-CI-00153

TRACY’S RESIDENTIAL RE-ENTRY CENTER, INC. APPELLEE

OPINION

AFFIRMING

** ** ** ** **

BEFORE: CALDWELL, MCNEILL, AND MOYNAHAN, JUDGES. MOYNAHAN, JUDGE: Appellant Reuben Gentry (“Gentry”) appeals the Fayette Circuit Court’s Order dismissing his claims against Appellee, Tracy’s Residential Re-entry Center, Inc. (“Tracy’s”). Finding that the legal doctrine of claim preclusion1 applies, we affirm.

1 Claim preclusion is a doctrine that prohibits relitigating claims that were or could have been litigated between the same parties in a prior action. See Miller v. Admin. Off. of Cts., 361 S.W.3d 867, 871 (Ky. 2011). Although often used synonymously with res judicata, that doctrine is broader as it refers to both claim preclusion and issue preclusion – two distinct concepts. Id.

BACKGROUND

In this case, Gentry filed a complaint alleging breach of contract related to a failure to pay rent and for waste (i.e., damages to the real property) allegedly caused by Tracy’s. Tracy’s filed a Motion to Dismiss arguing that Gentry’s lawsuit was barred because a previously litigated lawsuit2 (the “Shields/Lee action” or “the original lawsuit”) between Chiquita Shields and Doyle Lee had settled the exact claims asserted here against Tracy’s. Ultimately, the circuit court granted Tracy’s requested dismissal, relying on claim preclusion reasoning, though not including a written order to that effect.

The Contract/Lease

Because Tracy’s failed to file a brief, we primarily rely on the facts as relayed in Gentry’s brief supplemented by the record below. The claims in the original lawsuit and the underlying action on appeal all center on a contract/lease between Gentry, as landlord, and Shields and Lee, as individuals connected to Tracy’s, who functioned in a tenant capacity. More specifically, on May 17, 2023, Gentry contracted3 with Mr. Doyle Lee, or Tracy’s, to rent with an option to purchase property located at 3636 Bold Bidder Drive, Units A and B, Lexington,

2 Shields, et al. v. Gentry, 23-CI-2807, Fayette Circuit Court, Div. IV.

3 That contract was attached as Appendix A. The first page (page 1 of 13) of the contract listed the landlord names as “REUBEN GENTRY OR TRACY GENTRY” and the tenant name(s) as “DOYLE LEE OR TRACY’S HOUSE[.]”

KY 40517 (hereinafter, “the property”). Page seven of the contract contained a signature section which was signed by Gentry, as landlord, and on the lines for tenant signatures, the contract was signed by Shields and Lee, respectively. The contract contained an “OPTION TO PURCHASE ADDENDUM” that included an option for “Tenant” to purchase the property for the price of $325,000.00. Further, to exercise that option the Tenant was required to pay a $10,000 deposit that would be credited towards the total purchase price.

Under paragraph fourteen (14) of the Addendum, the contract contained terms related to “EXCLUSIVITY OF OPTION[,]” providing that:

This Addendum is exclusive, non-transferrable and nonassignable . The powers contained in this Addendum shall exist exclusively for the Tenant and shall not be conveyed, transferred, or delegated to any such third (3rd) party. In the event of death of the Tenant, this Addendum shall be considered null and void with no rights for any heirs of the Tenant’s estate.

At the end of the addendum, there was another section for signatures. Again, this was signed by Reuben Gentry as landlord, and two of the lines for tenant’s signatures were signed by Chiquita Shields, who also specified on the line below her signature that her name was “Tracy’s House RRC, Chiquita Shields,” and Doyle Lee.

After the signatures at the end of the Addendum, there was a page with several headers styled “Addendum” and “Lease Option Purchase” that

covered remodeling or structural improvements, as well as mechanics liens. This page was signed by Reuben Gentry as landlord. On two different locations with blanks for ‘Tenant Name,’ this additional page was first signed by “Chiquita Shields/Tracy’s House” and in the line directly underneath this entry is listed “Chiquita Shields” again next to a space for “Tenant Name.” Further, Lee signed the form in an area designated for “Tenant Name.”

The Dispute: First Lawsuit Gentry contends that Tracy’s entered the contract/lease with the intention to occupy the property and facilitate the rental of multiple units as a sober-living halfway house for persons in recovery. Gentry further asserts that Shields signed on behalf of Tracy’s, and not in her capacity as an individual. After an initial disagreement, Lee and Shields filed a lawsuit on August 31, 2023 (further amended on February 5, 2024), demanding the return of $12,200 ($10,000 in earnest money and $2,200 in rent). In response, Gentry filed an Answer that included counterclaims against Shields and Lee alleging unreasonable damage to the property. Gentry also claims on appeal that rent has not been paid since the filing of the first lawsuit and that possession was never returned to him.

The Mediation Agreement

On March 13, 2024, the three parties (Gentry, Shields, and Lee)

entered into a Mediation Agreement. The agreement set out terms in which the

3636 Bold Bidder Drive property would be purchased by Shields and Lee for $315,000, with the cost of substantial and material repairs to the property deducted from the purchase price paid to Gentry. Notably, while disputed rent payments were not explicitly mentioned, paragraph (5) of the agreement provided a mutual release for “all claims of any kind, known and unknown, which claims were raised or could have been raised in the Civil Action and which arise out of issues raised in the Civil Action.”4 Additionally, paragraph ten (10) of the Agreement provided, “Upon execution of final settlement and mutual release documents and payment of the Settlement Amount, counsel will enter an agreed order of dismissal, with prejudice.” In an Order entered September 24, 2024, the Circuit Court granted the Plaintiff’s motion to enforce the Agreement. In that Order, the Court found the “Mediation Agreement attached as EXHIBIT A to Plaintiffs’ Motion to Enforce Settlement Agreement [as] binding and enforceable between the parties.” Finally, on April 18, 2025, by an Agreed Order in the Shields/Lee case, the court “resolved all pending legal issues in this proceeding by final and appealable order dated April 8, 2025.” Counsel for both Gentry and Shields/Lee signed the order.

4 We observe that in Gentry’s initial answer to the first lawsuit which resulted in this Agreement, he made a claim for “Rent in Default from July 1, 2023, to May 31, 2026, for a total of 1065 days at $72.30 per day for a Total of $76,999.50.” Thus, the unpaid rent claim now raised again by Gentry in his second lawsuit was known by all parties prior to the March 2024 Mediation Agreement being finalized.

Identity of the Parties

Gentry’s brief with our Court expressly concedes that Shields signed the original purchase contract on behalf of Tracy’s. Gentry’s complaint in the second action also implicitly recognizes that Shields (or, plausibly, Lee) signed the Lease Option on behalf of Tracy’s. In paragraph four (4), the complaint asserts that Tracy’s entered two contracts with Gentry dated May 17, 2023, for the purposes of renting the property and having an Option to purchase the same property. While he does not mention Shields or Lee by name, this paragraph implies that Shields and/or Lee signed the Lease Option on behalf of Tracy’s.

Further Litigation

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