Amanda Sima v. Benesch, Friedlander, Coplan & Aronoff LLP

Court of Appeals for the Seventh Circuit·Decided August 28, 2026·No. 25-1729·Published·Maldonado

Opinion

In the

United States Court of Appeals For the Seventh Circuit

No. 25-1729 AMANDA SIMA, Plaintiff-Appellant,

v.

BENESCH, FRIEDLANDER, COPLAN & ARONOFF LLP and JUSTIN BARKER, Defendants-Appellees.

Appeal from the United States District Court for the Northern District of Illinois, Eastern Division. No. 1:23-cv-03566 — John Robert Blakey, Judge.

ARGUED JANUARY 28, 2026 — DECIDED AUGUST 28, 2026

Before HAMILTON, MALDONADO, and TAIBLESON, Circuit Judges.

MALDONADO, Circuit Judge. Amanda Sima, representing herself, sued the law firm Benesch, Friedlander, Coplan & Arono ff LLP and attorney Justin Barker, complaining about the 2 No. 25-1729

legal representation they provided her in a design matter.1 Sima believed a company owned by Novolex Holdings had unlawfully copied and sold a spill-proof cup lid she designed, so she retained Barker to seek a settlement on her behalf. As it turned out, Barker, while representing Sima, had been negotiating a move from Benesch to Nelson Mullins Riley & Scarborough , outside counsel for Novolex. Displeased with this conflict of interest, Sima sought relief in federal court. The district court dismissed Sima’s second amended complaint for failure to state a claim. Sima, now represented by counsel, appeals . Although we are troubled by Barker’s conduct, we af- firm the dismissal because Sima did not adequately plead harm caused by Barker as required to proceed on her legal malpractice claim.

I. Background

A. Factual Allegations In 2013, Sima designed a spill-proof cup lid for children, which she branded “JoJo Cups.” There is no allegation that Sima held any intellectual property protection for her design. But she did pursue contract manufacturing. Starting in November 2017, Sima contacted Waddington North America (among other companies) several times about manufacturing the lids. In early 2019, Sima sought sales representation from T.J. Godlewski of F.M. Turner Company and engaged in a months-long discussion with him, exchanging “confidential, internal materials” in the process. What Sima did not know at

1 Sima named another Benesch attorney, Alyssa Moscarino, in the

complaint but has stipulated on appeal to her dismissal.

No. 25-1729 3

the time is that Godlewski was also representing Waddington “in the same product category.”

On July 26, 2019, Sima learned that Waddington had a product on the market “that was identical to JoJo Cups in terms of utility, and nearly identical in design.” She also noticed that Waddington’s marketing materials were “nearly identical to the internal materials” that she had shared with Godlewski earlier that year. Sima later discovered that Waddington had applied for a design patent of the product “three weeks after she had been in contact with Mr. Godlewski.” And in 2022, Sima learned that Waddington had been granted a utility patent for the product.

After discovering the patent, Sima contacted Novolex, which by then had become the parent company of Waddington , complaining about product theft. Counsel for Novolex responded that they would investigate her claims. A few weeks later, “[a]fter added pressure from” Sima, counsel for Novolex told Sima that the company was open to speaking about a possible settlement and directed her to the company’s outside counsel at Nelson Mullins.

Meanwhile, Sima reached out to several law firms about pursuing “a variety of claims” against Novolex, including “trade secret theft, unfair business practices, unjust enrichment , and breach of contract.” On October 6, 2022, she spoke with three attorneys from Benesch, including Barker and Alyssa Moscarino, whom she later retained for a limited engagement to research and investigate potential claims, draft 4 No. 25-1729

letters, and negotiate on her behalf.2 The representation did not include “drafting or filing a Complaint or otherwise initiating or participating in a lawsuit.” The engagement letter specified that fees would be billed monthly, with an additional $20,000 due upon retention of the firm, to be held to satisfy Benesch’s final invoice.

Sima paid the $20,000 retainer, and the attorneys began working on the case. Soon, however, Moscarino contacted Sima about unpaid monthly legal bills. Sima replied that she thought the $20,000 would cover the initial activities, so Moscarino reiterated that the retainer functioned as “insurance for unpaid fees” and that legal fees would be billed monthly. Sima was unable to pay the monthly fees but was in “constant contact” with Benesch about them.

At some point, Sima discussed litigation funding with the Benesch attorneys. The attorneys discouraged her from seeking funding, but she had already obtained a term sheet from one funder. The attorneys then “insisted they represent her” in any further discussions with funders. But the attorneys’ discussions with the litigation funders were unsuccessful, and Benesch “refuse[d] entertaining litigation” without funding .

Meanwhile, during preparations for settlement discussions with Novolex, the Benesch attorneys told Sima “that she did not have a viable trade secret claim.” Sima discussed the case further with the attorneys, “reiterat[ing] important

2 The defendants attached the engagement letter to their motion to

dismiss. But because the letter is central to Sima’s claims and referred to in her complaint, we may consider it even at the pleading stage. See Mueller v. Apple Leisure Corp., 880 F.3d 890, 895 (7th Cir. 2018).

No. 25-1729 5

details to her case and rais[ing] other viable legal paths,” the details of which are not specified. The attorneys “agreed to pursue this new approach,” and Barker explained to Sima that he had previously “only been looking at this as a trade secret case.” The attorneys later determined that Sima’s “newly devised legal path” presented a “very strong jury case that would yield . . . in excess of $100 million.” The attorneys and Sima then agreed that “a fraction of the projected damages would be fair to ask for in settlement” talks. And in January 2023, the attorneys informed opposing counsel at Nelson Mullins, Ashley Summer, that Sima was seeking “well in excess of $1 million” to settle the dispute.

In February 2023, Summer told Barker and Moscarino that Novolex had a document that disproved Sima’s claims. At her counsel’s urging, Sima agreed for the document to be reviewed under an “attorneys’-eyes-only” arrangement, but she emphasized that the document “would likely be falsified .” Upon reviewing the document, Barker and Moscarino told Sima, without describing the contents, “that the document seemed legitimate” and that, because it was dated before her communications with Godlewski began, it was “enough to drop her case.” Sima pressed for details about the document’s contents. Based on the Benesch attorneys’ description , Sima insisted she “could safely claim the document was falsified.” Sima then “retrieved evidence” showing that one of her exchanges with Waddington (back when she had been inquiring about a possible manufacturing contract) happened the same date as that listed on the document. Barker and Moscarino found the matching dates “interesting” but continued to advise that Sima “did not have a case.”

6 No. 25-1729

At this point, Sima expressed concerns to Barker and Moscarino about their “bias” in favor of opposing counsel, but she declined their offer to discuss these concerns further in a call. Sima also requested to have a third party inspect the document but was told that the arrangement specified that Novolex must consent to any forensic review. Sima then “reached the peak of suspicion” and confronted Moscarino about “the integrity of the representation” and the “multiple months of fruitless engagement,” which had resulted in “over $50,000 in fees.”

On April 26, 2023, the Benesch attorneys terminated representation of Sima “without warning or explanation.” When pressed, Moscarino responded that Sima had not paid the fees that had accrued.

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Amanda Sima v. Benesch, Friedlander, Coplan & Aronoff LLP, (7th Cir. 2026).

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