Gregory Brandon v. Caregan Transport, Inc.

Indiana Court of Appeals·Decided July 29, 2026·No. 25A-PL-02294·Published·Judge DeBoer

Opinion

IN THE

Court of Appeals of Indiana FILED

Gregory Brandon, Jul 29 2026, 9:24 am

CLERK

Appellant-Plaintiff Indiana Supreme Court Court of Appeals

and Tax Court

v.

Caregan Transport Inc.,

Appellee-Defendant

July 29, 2026

Court of Appeals Case No.

25A-PL-2294

Appeal from the Wayne Superior Court The Honorable Gregory Horn, Judge Trial Court Cause No.

89D02-2107-PL-37

Opinion by Judge DeBoer

Judges Mathias and Kenworthy concur.

DeBoer, Judge.

Case Summary [1] Gregory Brandon worked as a truck driver for Caregan Transport Inc.

(Caregan) from January 2020 until he voluntarily terminated his employment in May of that same year. In July 2021, Brandon sued Caregan to recover unpaid wages under Indiana Code chapter 22-2-5, which is commonly referred to as the Wage Payment Statute. When Brandon later moved for summary judgment, the trial court not only denied his motion but sua sponte ruled it “no longer ha[d] jurisdiction” to reach the merits of his wage payment claim. Appellant’s Appendix Vol. 2 at 14. Brandon appeals, arguing the court erred in several respects.

[2] We first hold that the trial court erred in concluding it no longer had jurisdiction. Second, we find the court should have stricken the materials submitted by Caregan in opposition to summary judgment because they were not timely filed by the response deadline. Furthermore, we conclude that Brandon is entitled to judgment in his favor as a matter of law for $5,535.06 in actual unpaid wages. However, the court did not err insofar as it denied summary judgment on Brandon’s request for liquidated damages, as he did not meet his burden on summary judgment to negate Caregan’s claim that it acted in good faith. We thus affirm in part, reverse in part, and remand for further proceedings.

Facts and Procedural History [3] Caregan operates a trucking company based out of Richmond. In January

2020, it hired Brandon as a driver and agreed to pay him forty cents per mile driven. Caregan also agreed to pay $175.00 per night if Brandon had any out- of-state layovers. Brandon was paid weekly, though his pay varied from pay period to pay period depending on how many miles he drove each week. And if Brandon elected to take the week off from driving for Caregan, he would not receive a paycheck for that pay period. Brandon voluntarily terminated his employment with Caregan on May 11, 2020. After that, Caregan failed to pay him for miles driven during the weeks of April 19, April 26, May 3, and May 10.

[4] On July 14, 2021, Brandon sued Caregan under the Wage Payment Statute. He alleged Caregan failed to pay his last four paychecks, did not compensate him for layovers he had during his employment, and had “illegally deducted monies from [his] wages . . . .” Id. at 27. In its answer, Caregan admitted that Brandon was a former employee, and it had agreed to pay him pursuant to the terms outlined above. It also admitted it “failed to pay [Brandon] multiple paychecks during and following his separation of employment[,]” blaming Brandon for “fail[ing] to tender Bills of Lading to [Caregan] subsequent to delivering cargo . . . .” Id. at 27, 30. However, Caregan denied that it had not compensated Brandon for layovers, made unauthorized deductions from his wages, or failed to pay him his correct wages before he terminated his employment.

[5] Brandon moved for summary judgment on June 13, 2024. In support of that motion, he designated his complaint, Caregan’s answer, an excerpt of Caregan’s interrogatory answers, his own affidavit, and an affidavit from his attorney. In his summary judgment memorandum, Brandon raised three main contentions. First, he claimed that Caregan had made various unauthorized deductions from his paychecks. To support this claim, Brandon relied on payroll information attached as exhibits to his affidavit, as well as his own declaration that he “did not sign a document permitting Caregan to take money out of [his] wages for advances, fines, or fees.” Id. at 137.

[6] Second, Brandon contended that Caregan had failed to pay $5,535.06 in wages earned. To calculate this number, he relied on assertions in his affidavit that Caregan owed him compensation for eleven nights spent on out-of-state layovers, totaling $1,925.00 in unpaid layover pay. 1 To calculate his unpaid mileage, Brandon cited his attorney’s affidavit, attached to which was a document Brandon’s attorney claimed to have personally created “to calculate the miles driven by” Brandon. Id. at 147. Based on that document, Brandon asserted Caregan owed him $2,279.72 in unpaid mileage. That, together with the unpaid layover pay, $1,055.34 in certain bonuses and other credits Brandon

1 Brandon’s affidavit recounted that he “had ten (10) out-of-state layovers while working for Caregan.” Appellant’s App. Vol. 2 at 139. However, assertions made earlier in the affidavit recount eleven dates he was on layover: January 14-15, 21; February 6, 12, 26-27; and March 3-4, 12, 19, 2020. See id. at 138-39. Brandon’s summary judgment memorandum relied on these eleven dates to calculate $1,925.00 in unpaid layover pay (i.e., 11 * $175.00). See id. at 44.

Court of Appeals of Indiana | Opinion 25A-PL-2294 | July 29, 2026 Page 4 of 31 claimed he earned but never received, and $275.00 in unauthorized deductions,2 equaled $5,535.06 in unpaid wages.

[7] Third, Brandon claimed that under the Wage Payment Statute, he was entitled to recover his unpaid wages, costs, attorney’s fees, and liquidated damages equal to twice his actual unpaid wages. 3 In total, Brandon asserted that, as a matter of law, he was entitled to judgment against Caregan “in the amount of $5,535.06 in actual wages, $11,070.12 in liquidated damages, pre-judgment interest of $1,846.42 plus $1.21 per day from June 13, 2024 to the date Judgment is entered, [and] $13,058.66 in statutory attorney fees and costs[.]” Id. at 50.

[8] On June 26, 2024, the trial court issued a summary judgment briefing schedule which gave Caregan until July 13 to respond. Before that deadline expired, Caregan requested an extension of time, which the trial court granted in an order extending the response deadline to July 19. On July 19, Caregan attempted to electronically file materials in opposition to summary judgment, but they were rejected by the Indiana Electronic Filing System (IEFS) because

2 Brandon provided no explanation for the significant discrepancy between this value and his earlier assertion that Caregan made $2,281.00 in unauthorized deductions. 3 The Wage Payment Statute provides that if an employee brings a successful wage payment claim,

[t]he court shall order as costs in the case a reasonable fee for the plaintiff’s attorney and court costs. In addition, if the court in any such suit determines that the person, firm, corporation, limited liability company, or association that failed to pay the employee . . . was not acting in good faith, the court shall order, as liquidated damages for the failure to pay wages, that the employee be paid an amount equal to two (2) times the amount of wages due the employee.

Ind. Code § 22-2-5-2 (2015).

Court of Appeals of Indiana | Opinion 25A-PL-2294 | July 29, 2026 Page 5 of 31 one of Caregan’s exhibits “contain[ed] formatting that . . . prevent[ed] the system from submitting [the] envelope.” Id. at 158. As Caregan’s attorney would later recount,

4. On July 19, 2024, at 11:08 a.m., [Caregan] electronically filed [several documents opposing summary judgment.]

....

5. For reasons imperceptible to [Caregan’s] counsel, [IEFS]

issued a “submission failure” reflecting that [one of Caregan’s exhibits] received an “[u]nrecoverable system error[.]”

6. As a result of the above system error, [IEFS] indicated that the issue “will prevent the system from submitting your envelope.”

7. Counsel left his office shortly after the above-referenced materials were electronically filed to begin a vacation.

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