Jessica Flagler v. Courtney Hill and Bailey Ingersoll

CourtDelaware Court of Common Pleas
DecidedNovember 13, 2025
DocketCPU4-25-001289
StatusPublished

This text of Jessica Flagler v. Courtney Hill and Bailey Ingersoll (Jessica Flagler v. Courtney Hill and Bailey Ingersoll) is published on Counsel Stack Legal Research, covering Delaware Court of Common Pleas primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Jessica Flagler v. Courtney Hill and Bailey Ingersoll, (Del. Super. Ct. 2025).

Opinion

IN THE COURT OF COMMON PLEAS FOR THE STATE OF DELAWARE IN AND FOR NEW CASTLE COUNTY

JESSICA FLAGLER, ) )

Defendant-Below / Appellant, )

)

v. ) C.A. No.: CPU4-25-001289

COURTNEY HILL and, ) BAILEY INGERSOLL ) )

Plaintiffs-Below / Appellees.

Submitted: October 28, 2025 Decided: November 13, 2025

DECISION AFTER TRIAL

Jessica Flagler, Self-Represented Appellant.

Courtney Hill and Bailey Ingersoll, Self/-Represented Appellees.

Manning, J. This is an appeal from a Justice of the Peace Court decision dated February 26, 2025.' The dispute in this matter concerns a security deposit, paid to Defendant- Below/Appellant Jessica Flagler? (“Landlord”) by Plaintiffs-Below/Appellees, Courtney Hill and Bailey Ingersoll, (“Tenants”) as part of their tenancy in Landlord’s property at 312 Olga Road, Wilmington, DE 19805 (the “Property”). Tenants allege that Landlord wrongfully retained their $970 security deposit at the conclusion of their tenancy. Not surprisingly, Landlord disagrees; she alleges that the security deposit was properly withheld in accordance with the Delaware Landlord Tenant Code.

On October 28, 2025, this Court held a trial de novo on the matter. The evidence consisted of testimony from Landlord; Landlord’s husband, Timothy Flagler; Tenants; and hardwood floor expert, Jim Kramer. Further, both parties submitted exhibits for the Court’s consideration. This is the Court’s decision after

trial.

RELEVANT PROCEDURAL HISTORY

Landlord initiated this appeal on March 7, 2025, by filing a Notice of Appeal

in this Court. Landlord improperly attached to the Notice of Appeal a complaint in

'10 Del. C. § 9571.

2 Although the case originally included both Landlord and her husband, Timothy Flagler, the Court dismissed Timothy Flagler from the case at trial because, during the relevant period, Mr. Flagler was not married to Landlord, was not on the Property’s deed and, by Tenants own account, did not otherwise act in a landlord capacity. which she demanded an award of $970 for the amount of Tenants’ security deposit, plus an additional $830 for “repair costs.” However, as the Court explained at trial, this complaint was legally ineffective as CCP Civil Rule 72.3(b) and (f)—which govern appeals from the Justice of the Peace Court brought pursuant to 10 Del. C. § 9571—the same issues must be raised on appeal as were asserted below by the plaintiff-below filing the complaint on appeal. In this case, Tenants were the plaintiffs below, thus Landlord’s complaint was of no legal effect.>_ Tenants’ valid Complaint on Appeal was filed On April 2, 2025.

On August 25, 2025, Tenants filed an Amended Complaint, which restated their initial complaint’s assertions and sought additional damages for parking, certified mail, wage garnishment fees, subpoena fees, and lost wages for both Tenants, totaling $729.25. However, as Landlord had already filed an Answer, CCP Civ. R. 15 requires Tenants to seek leave of court prior to filing any amended complaint, and they failed to do so. As such, the additional claims raised in Tenants’ Amended Complaint did not proceed to trial.

FACTS The parties entered an oral agreement whereby Tenants rented the Property

from Landlord commencing March 2022. Pursuant to the oral agreement, Tenants

3To be effective, Landlord’s request for additional damages should have been filed as a counterclaim once the Complaint on Appeal was filed.

3 furnished a security deposit of $970. At the conclusion of the tenancy on April 28, 2024, Tenants were disappointed to learn that Landlord would not return their security deposit because she believed that damage to the hardwood floor in the entryway exceeded normal wear and tear. At this point, the once-pleasant relationship between the parties soured; by the day of trial, the acrimony between the parties was palpable. While both parties testified to a litany of perceived slights committed by the other, this Court’s decision is limited only to the evidence pertaining to the sole issue at hand: if the damage to the hardwood floors exceeded normal wear and tear.

It is undisputed that the entryway flooring bore no damage when Tenants assumed possession. It is also undisputed that, when Tenants vacated the Property, visible markings on the entryway flooring were left in their wake. To establish whether that damage exceeded normal wear and tear, both parties relied on the testimony of hardwood flooring expert Jim Kramer.‘

Mr. Kramer defined “normal wear and tear,” as “not typically anything that gouges the wood or puts in deep scratches.” Referring to photographs of the post-

tenancy Property flooring, he described the damage as “not normal wear and tear,”

4 Mr. Kramer is the owner of Delaware Valley Hardwoods and has been in the wood flooring business for 30 years. He had been a member of the National Wood Flooring Association for 18 years as a Certified Advanced Master Craftsman as well as an Inspector. He explained that his wife—not himself—evaluated the floor and provided the estimate, and that he had never personally seen The Property’s floors in person. However, when analyzing photographs provided to him at the witness stand, Mr. Kramer was able to testify regarding the condition of the floor.

4 but rather “damage” to the floor. According to Mr. Kramer, exotic woods—like the one in The Property—are “typically very dense woods and it takes a lot of wear in one area for [damage] like this to happen.” He speculated that the damage likely originated from wetness in the floor which caused the wood to “swell,” thus making it more susceptible to damage in high traffic areas.°

Mr. Kramer also testified as to the necessary repairs and associated costs to remedy the floor. Specifically, he testified that the wood in the entryway is “an

exotic species,” possibly “Brazilian Walnut or something similar.” He explained that with this type of exotic wood floor, it would be impossible to fix the damage without refinishing the entire floor, because “once you touch one board . . . the color will be drastically different, so the whole floor has to be refinished together for an acceptable appearance.”° He explained that the minimum estimated cost for his

company, Delaware Valley Hardwoods, to refinish floors was $1,800.

DISCUSSION

It is clear from the evidence adduced at trial that the flooring bore little to no noticeable damage when Tenants moved in, and damage to the entryway flooring

was visible upon Tenants’ departure. Thus, the issue before the Court is whether

> Mr. Kramer also noted damage from something known in the flooring industry as “wind shake” which presents in wood that experienced bending while still a tree. This bending causes “delamination in the grain” within the tree, which can make the floor more susceptible to swelling if exposed to moisture. He identified one instance of “wind shake” in the flooring, and he did not describe that piece of damage as beyond normal wear and tear.

6 Td. At 10:44 am. Tenants caused damage to the Property which exceeded normal wear and tear and, if so, whether the cost to repair such damage meets or exceeds the security deposit.

Free access — add to your briefcase to read the full text and ask questions with AI

Related

Brown v. Robyn Realty Co.
367 A.2d 183 (Superior Court of Delaware, 1976)
J. J. White, Inc. v. Metropolitan Merchandise Mart, Inc.
107 A.2d 892 (Superior Court of Delaware, 1954)

Cite This Page — Counsel Stack

Bluebook (online)
Jessica Flagler v. Courtney Hill and Bailey Ingersoll, Counsel Stack Legal Research, https://law.counselstack.com/opinion/jessica-flagler-v-courtney-hill-and-bailey-ingersoll-delctcompl-2025.