1

IN THE UNITED STATES DISTRICT COURT FOR THE

NORTHERN DISTRICT OF ILLINOIS

Kimberly Jean Brown,

Plaintiff,

v.

Michelle Montgomery, et al. 

Defendants.

No. 20 CV 04893

Honorable Nancy L. Maldonado

MEMORANDUM OPINION AND ORDER

Plaintiff Kimberly Jean Brown brings this suit asserting several common law tort claims 

against Defendants Lila Goldston, Michelle Montgomery, Erika Williams, the law firm James D. 

Montgomery & Associates, Ltd. (the “Firm”), and JPMorgan Chase Bank, N.A (“JPMorgan”).

1

Defendants previously brought three separate motions to dismiss Brown’s First Amended 

Complaint (“FAC”) for failure to state a claim under Federal Rule of Civil Procedure 12(b)(6).

The Court granted Defendants’ motions without prejudice and granted Brown leave to file a 

Second Amended Complaint (“SAC”), which she did on April 18, 2022. (Dkts. 73, 74.)2

Defendants have, again, filed three motions to dismiss pursuant to Rule 12(b)(6) seeking dismissal 

of the SAC in its entirety. (Dkts. 78-80.) For the reasons stated in this opinion, Defendants’ motions 

are granted, and the case is dismissed with prejudice.

1 While the Second Amended Complaint names JP Morgan Chase Co. as a Defendant, JPMorgan contends that 

the proper Defendant is JPMorgan Chase Bank, N.A.

2

In citations to the docket, page numbers are taken from the CM/ECF header.

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 1 of 33 PageID #:857
2

Background3

The Court laid out the factual background of this case in detail in its prior order dismissing 

the FAC. See (Dkt. 73); Brown v. Montgomery, et al, No. 20-CV-04893, 2022 WL 767254, at *1-

4 (N.D. Ill. Mar. 14, 2022). The Court will repeat that background here from the allegations in the 

SAC, which supersedes all prior complaints and generally must be evaluated on its own terms 

without reference to any prior pleadings. See Dunn v. Oak Lawn Police Dept., No. 18 C 1460, 

2018 WL 11308709, at *2 (N.D. Ill. Apr. 27, 2018) (citations omitted).

Brown is a licensed attorney in Illinois whose practice was focused on estate planning for 

middle- and low-income clients. (Dkt 76 ¶ 4.) During her years focusing on estate planning, many 

of Brown’s clients were referred to her by employees of a Chicago branch of JPMorgan, including

by Defendant Erika Williams, a (now former) JPMorgan financial advisor. Id. ¶ 7. Williams 

introduced Brown to Dr. Charles Hamilton, a prominent political scientist and civil rights leader 

who was Williams’s client. Id. ¶ 9. After Brown completed some estate-planning work for 

Hamilton, he took Brown on as a mentee and the two became close friends. Id. ¶¶ 10-11.

Prior to meeting Hamilton, Brown had begun developing a business plan to create a 

software program to make estate and trust planning resources more accessible and affordable for 

middle- and lower-income individuals. Id. ¶ 14. By February 2015, it became evident to Brown

that she needed to raise additional capital to finish the project. Id. ¶ 16. Hamilton learned of 

Brown’s efforts to raise capital and offered to donate $25,000, which was the full amount Brown

was seeking as a gift. Id. ¶ 17. Brown declined the offer due to her concerns about doing business 

with a former client and because of Hamilton’s advanced age. Id 

3 The Court takes the factual background from the allegations in the SAC, (Dkt. 76), and assumes the allegations 

to be true for the purposes of the instant motion. See Lewert v. P.F. Chang's China Bistro, Inc., 819 F.3d 963, 966 

(7th Cir. 2016).

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 2 of 33 PageID #:858
3

Hamilton asked Brown to discuss her project with Defendant Lila Goldston, whom 

Hamilton introduced as his business manager. Id. ¶ 18. Although Brown was still reluctant to 

receive a large gift from a former client, she made a formal presentation to Goldston about her 

business plan as Hamilton requested. Id. ¶ 19. During the presentation, Goldston provided 

substantive feedback including recommending that Brown scrap the current software code she had 

begun developing and utilize a software developer in the United States. Id. ¶ 20. Goldston also 

requested that Brown prepare a new budget that reflected these changes. Id. After the presentation, 

Brown determined that she would need $125,000 in capital to implement Goldston’s 

recommendations. Id. ¶ 21.

Brown gave an additional presentation, after which Goldston stated that Hamilton wished 

to invest the entire $125,000 needed for the venture. Id. ¶ 22. Goldston proposed that Brown create 

a new business entity for her venture in which Hamilton would have a 25% ownership share. Id. 

Goldston further insisted that Brown agree not to seek additional investors without first obtaining 

Hamilton’s approval. Id.

Brown remained hesitant to partner with Hamilton due to his advanced age and to avoid 

the appearance of impropriety. Id. ¶ 23. Brown discussed her concerns with Goldston and

Hamilton, provided Goldston with a memorandum of understanding outlining her concerns, and 

asked Goldston to discuss those issues with Hamilton privately. Id. ¶ 24. Goldston ultimately 

persuaded Brown to accept Hamilton’s offer, based on assurances that Hamilton’s investment was 

consistent with his history of investing in female-owned businesses. Id. ¶¶ 26-27. To allay Brown’s 

concerns, Hamilton and Brown signed the memorandum of understanding she had provided 

Goldston. The memorandum included a provision stating that Hamilton “has independently sought 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 3 of 33 PageID #:859
4

legal advice” regarding his investment. (Dkt. 76-2.)4 Additionally, Brown insisted that the deal 

include several terms. (Dkt. 76 ¶ 28.) First, Brown would communicate with Goldston rather than 

Hamilton about business matters. Id. Second, Hamilton would be prohibited from hiring Brown as 

an attorney in the future. Id. Third, Hamilton would not invest the $125,000 as a lump sum but 

instead would invest only the amount needed each month, subject to Goldston’s review and 

approval of the company’s monthly expenditures. Fourth, Brown would hold monthly progress 

meetings to update Goldston and Hamilton on the business’s progress. Id

On May 14, 2015, Brown formed a new Nevada limited liability company called Legacy 

Complete (“Legacy”). Id. ¶ 29. Brown chose Nevada because of its favorable LLC laws. Id. 

Hamilton’s trust received a 25% ownership interest in Legacy, with the remaining 75% held by 

Brown’s family’s trust. Id. Goldston and Brown approved the company’s operating budget, which 

provided that Brown would initially receive a $100,000 annual salary, plus bonuses, in return for 

her work as manager of Legacy. Id. ¶ 30. Brown alleges she entered into an employment agreement 

with Legacy that memorialized her $100,000 salary. Id. 

Not long after forming the company, Brown noticed the relationship between Goldston and 

Hamilton changed in a number of ways that concerned Brown. Id. ¶ 35. Specifically, Brown

observed that Goldston began to ignore Hamilton’s wishes, and that it appeared Goldston was 

asserting more control over Hamilton’s finances, healthcare, and with whom he interacted. Id. ¶ 

35. According to Brown, Goldston suggested that she was willing to sacrifice Hamilton’s 

investment in Legacy if it furthered her own purposes. Id. Brown raised her concerns with both 

Goldston and Hamilton and requested that Hamilton protect his interests by retaining an attorney 

4 The memorandum is attached as an exhibit to the complaint, and therefore is incorporated as part of the pleading 

for all purposes. See Fed. R. Civ. P 10(c) (“A copy of a written instrument that is an exhibit to a pleading is a part of 

the pleading for all purposes.”). 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 4 of 33 PageID #:860
5

to work with Goldston. Id. ¶ 36. Brown further asked Hamilton to agree to sell his ownership 

interest in Legacy or convert it into a loan, which would allow Legacy to raise additional capital. 

Id. ¶ 37. Hamilton agreed to work toward converting his investment into a loan. Id. To effectuate 

both of Brown’s requests, Hamilton retained Defendant Michele Montgomery, a partner at the firm 

James D. Montgomery & Associates, Ltd. Id. ¶ 38.

Right away, Montgomery and Brown had a hostile relationship, with Brown claiming that 

Montgomery was antagonistic and accusatory toward her. Id. ¶ 39. Montgomery said that her job 

was, according to Goldston, to “clean up” Brown’s mess. Id. In October 2015, Brown provided a 

draft of loan conversion documents to Montgomery, and Montgomery asked Brown to be a 

guarantor for the note, to which Brown agreed. Id. ¶ 40. However, after Brown reviewed the draft 

guaranty prepared by Montgomery, Brown told her she was unwilling to sign unless certain 

changes were made. Id. ¶ 41. Brown and Montgomery ultimately reached an impasse on the terms 

of guaranty and conversion of Hamilton’s investment into a loan. Id. According to Brown, the 

impasse was because Montgomery insisted on onerous terms to which Brown could not agree. Id. 

In the meantime, Brown continued working with software developers to build the Legacy

application. See id. ¶ 44. Brown initially hired a Chicago-based developer in June 2015, paying a 

deposit of $15,000 with the goal of delivering the Legacy application by November 2015. Id.

However, after several months of technical issues and delays, the developer contacted Brown and 

informed her it would not complete the application and would not return the $30,000 Legacy had 

paid up to that point. See id. ¶¶ 44-55. Brown declined to pursue legal action against the developer 

and instead hired another firm to patch the code for the application that had been developed so that 

it could be released. Id. ¶ 56. The new developer determined, however, that it would need to 

redesign the code from scratch. Id. ¶ 58. Brown advised the new developer that Legacy no longer 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 5 of 33 PageID #:861
6

had the funds to start a redesign project from scratch. Id. According to Brown, the new firm 

indicated that it had an interested investor who they wanted Brown to contact. Id. ¶ 60 The firm 

also indicated it would be willing to enter into a joint venture partnership with Legacy if the 

investor did not materialize. Id.

Around August 2015, Brown began discussing Legacy’s need for additional capital with 

Goldston. Id. ¶ 63. Brown alleges that Goldston and Montgomery counseled Hamilton not to invest 

additional capital in the business, to refuse to allow Brown to seek outside investors, and to refuse 

to take out, or make, a loan. Id. Hamilton followed Goldston’s and Montgomery’s advice and did 

not provide additional capital, and refused to make or allow a loan, or to allow additional investors. 

Id. ¶ 65. Brown depleted her savings and took out personal loans to replace the salary she was not 

receiving from Legacy. Id. ¶ 66. But ultimately, Legacy ran out of operating capital. Id. ¶ 61. 

Because Brown was prohibited from securing additional investors, Legacy entered into a joint 

operating agreement with the new software developer. Id. However, while the developer 

completed the application in August 2016, it breached the joint venture agreement and advised it 

was keeping control of the application. Id. ¶ 62. Brown states that she sued and secured a judgment 

against the company but has been unable to collect on it. Id. Legacy was administratively dissolved

in May 2017. Id. ¶ 66. In the two years working for Legacy, Brown alleges she received little more 

than $10,000 in net compensation, far less than the $200,000 she was due, and was forced to sell 

her home. Id. ¶ 67.

In 2020, Brown filed a complaint with the Illinois Attorney Review and Discipline 

Commission (“ARDC”) requesting a review of both her and Montgomery’s actions in relation to 

Legacy. Id. ¶ 68. The ARDC ultimately concluded that Brown’s conduct did not warrant any 

investigation. Id. During the ARDC proceedings, Brown states she became aware of false 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 6 of 33 PageID #:862
7

representations that Montgomery and Goldston had been making. Id. ¶ 69. Specifically, Brown

contends that Montgomery’s submissions to the ARDC included several false and damaging 

representations, including, for example, that: (1) Brown improperly accepted $125,000 from 

Hamilton despite his advanced age; (2) Brown misused Hamilton’s personal financial information 

obtained as part of her representation of him to his disadvantage; (3) Brown’s actions were “highly 

suspect and certainly not within the spirit of the ethical rules” governing attorneys; (4) Brown

attempted to illegally amend the operating agreement she had entered into with Hamilton; and (5) 

Brown mismanaged and misused the monies that she “unethically took/accepted” from Hamilton. 

Id. Brown further contends that Montgomery’s engagement letter with Hamilton, which was 

attached to the ARDC letter, included additional false statements which Brown believes were 

provided by Goldston. Id. ¶ 70. Those false statements include a claim that Hamilton did not have 

attorney representation during his investment, that Hamilton hosted several dinners with Brown

and others to discuss the investment into Legacy, and that Hamilton did not pay Brown for her 

legal services. Id. Brown claims that these false statements in the ARDC report and engagement 

letter are “illustrative” of false statements Goldston and Montgomery also made to third parties. 

Id. ¶¶ 69-70.

Brown asserts on information and belief that Montgomery and Goldston made one or more 

of the false representations discussed above to third parties, including Hamilton, ARDC 

individuals, Hamilton’s accountant, Williams and other employees at JPMorgan, and other 

attorneys at Montgomery’s firm. Id. ¶ 75. Brown states on information and belief that Williams 

then repeated the false accusations to former clients of Brown, to prospective clients, and to other 

JPMorgan employees. Id. ¶ 76. As an example, Brown states she met with a former client that had 

been referred from JPMorgan, and while the client had always been friendly in the past, the client 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 7 of 33 PageID #:863
8

was now upset with Brown, which she attributes to this client being falsely told that Brown had 

taken advantage of Hamilton. Id. ¶ 77 Brown also points to Hamilton’s accountant being “rude 

and dismissive” to her, which she attributes to the accountant being told false statements about 

Brown’s conduct by Goldston, Montgomery, and/or Williams. Id. ¶ 78.

Based on the above allegations, Brown filed the present action against Defendants claiming 

that their conduct damaged her reputation and caused her to suffer financial loss from the failure 

of Legacy and the loss of clients for her estate-planning law practice. Count I of the six-count 

amended complaint asserts a claim against Goldston and Montgomery for tortious interference 

with a contractual relationship. Counts II asserts a claim for tortious interference with prospective 

business relations against Williams. Counts III, V, and VII assert claims for defamation, false light, 

and civil conspiracy against Goldston, Montgomery, and Williams.5 Count VIII asserts vicarious 

liability against the Firm and JPMorgan, based on the actions of Montgomery and Williams. 

Legal Standards

A motion to dismiss under Rule 12(b)(6) challenges the sufficiency of the complaint, not 

its merits. Fed. R. Civ. P. 12(b)(6); Gibson v. City of Chicago, 910 F.2d 1510, 1520 (7th Cir. 1990).

In considering a Rule 12(b)(6) motion, the Court accepts as true all well-pleaded facts in the 

plaintiff’s complaint and draws all reasonable inferences from those facts in the plaintiff’s favor.

Kubiak v. City of Chicago, 810 F.3d 476, 480–81 (7th Cir. 2016). To survive a Rule 12(b)(6) 

motion, the complaint must assert a facially plausible claim and provide fair notice to the defendant 

of the claim’s basis. Ashcroft v. Iqbal, 556 U.S. 662, 678 (2009); Bell Atl. Corp. v. Twombly, 550 

U.S. 544, 555 (2007); Adams v. City of Indianapolis, 742 F.3d 720, 728–29 (7th Cir. 2014). A 

5 Brown indicates that she has removed Counts IV (intrusion on seclusion) and VI (intentional infliction of 

emotional distress) from the FAC in response to the Court’s order dismissing those claims. Brown has left the 

numbering of her remaining counts the same, hence the gaps in the numbering of the counts in the SAC.

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 8 of 33 PageID #:864
9

claim is facially plausible “when the plaintiff pleads factual content that allows the court to draw 

the reasonable inference that the defendant is liable for the misconduct alleged.” Iqbal, 556 U.S. 

at 678.

Discussion

A. Tortious Interference with a Contractual Relationship against Goldston and 

Montgomery

Count I of the SAC asserts a claim against Goldston and Montgomery for tortious 

interference with a contractual relationship. (Dkt 76 ¶¶ 85-88.) To state a claim for tortious 

interference with a contractual relationship in Illinois,

6

a plaintiff must plead: “(1) the existence of 

a contract; (2) the defendants’ awareness of the contract; (3) the intentional inducement of a 

contract breach; (4) an actual breach of the contract; and (5) damages.” Cody v. Harris, 409 F.3d 

853, 859 (7th Cir. 2005) (citing HPI Health Care Servs., Inc. v. Mt. Vernon Hosp., Inc., 545 N.E.2d 

672, 676 (Ill. 1989)).

In the FAC, Brown alleged that Goldston and Montgomery induced Hamilton to breach 

Legacy’s operating agreement by persuading him to withhold additional capital and deny Brown

permission to seek outside investments. (See Dkt. 72 at 8.) The Court rejected this claim, holding 

that there was nothing in the Legacy operating agreement that required Hamilton to provide 

additional support or take any particular action should he refuse to approve outside investments in 

the company. See (Dkt. 73 at 10.); Brown, 2022 WL 767254 at *5.7 The Court thus found that 

Brown had failed to adequately plead the “breach” element of the cause of action, because she 

6 The parties agree Illinois substantive law applies to all of Plaintiff’s claims. 

7 To the contrary, the Court observed that the operating agreement provided that no Legacy member “shall be 

obligated to make any additional contribution to the Company’s capital.” Id. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 9 of 33 PageID #:865
10

failed to allege that Hamilton breached any obligation under the operating agreement irrespective 

of Goldston’s and Montgomery’s alleged inducement. Id.

In the SAC, Brown’s theory has shifted, and she now alleges that Goldston and 

Montgomery interfered with Brown’s employment agreement with Legacy. Specifically, Brown

contends that Goldston and Montgomery knew that if Hamilton refused to address Legacy’s need 

to raise capital, the company would fail and be unable to meet its obligations, including its 

obligation to pay Brown the compensation she was owed under her employment agreement. (Dkt. 

76 ¶¶ 86–87.) Brown alleges that Goldston and Montgomery intentionally prevented Legacy from 

raising the capital it needed by using their relationships with Hamilton to induce him to refuse to 

donate additional capital or allow additional investors, and that due to Goldston’s and 

Montgomery’s actions, Legacy failed to pay Brown the amount she was owed under her 

employment agreement. See id. ¶¶ 64–65, 86–87.

Montgomery argues that Brown’s claim must fail because she does not plead facts 

establishing that Montgomery unlawfully induced Legacy to breach its contract. (Dkt. 80 at 7–8.)

Montgomery notes that Brown is not alleging that Montgomery or Goldston targeted Legacy, but 

rather is claiming that Montgomery and Goldston counseled Hamilton to take certain actions that 

ultimately led to the failure of Legacy, which in turn caused Legacy to breach its contract with 

Brown. Id. Montgomery contends that Illinois law does not support this kind of “indirect, downstream inducement” theory, and claims it is not enough that Montgomery and Goldston may have 

“created a condition that opened the way” for Legacy’s ultimate breach of its employment 

agreement with Brown. Id. (citations omitted). Goldston, largely repeating her arguments from her 

prior motion to dismiss, further argues that there can be no tortious interference where Hamilton 

acted within his rights under the Legacy operating agreement. (Dkt. 78 at 9–12.) In other words, 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 10 of 33 PageID #:866
11

Goldston argues that Hamilton was not obligated to take any particular action, such as making

further investments or allowing for additional investors in Legacy, and therefore argues that she 

cannot be liable for advising Hamilton to do what he was permitted to do.

8

Brown does not address Montgomery’s contention that she is attempting to bring a “downstream” inducement theory of liability that Illinois courts have previously rejected. Instead, Brown

simply claims that there was “no plausible business justification” for Montgomery and Goldston’s 

actions in convincing Hamilton not to allow more investors, and the result of that interference was 

predictable: Legacy failed and breached its obligations to compensate Brown. (Dkt. 81 at 3.)

Brown further argues that it is irrelevant that Hamilton was not required to invest more money or 

allow for additional investors under the Legacy operating agreement because that agreement “is 

no longer the basis of [Brown’s] claim.” (Dkt. 81 at 4).

The Court agrees with Montgomery and Goldston that Brown fails to state a claim against 

them for tortious interference with contract. In particular, the Court finds that Brown has failed to 

plead the “intentional inducement of a contract breach” element of her cause of action. “Intent to 

induce ‘requires some active persuasion, encouragement, or inciting that goes beyond merely 

providing information in a passive way.’” Webb v. Frawley, 906 F.3d 569, 579 (7th Cir. 2018)

(quoting In re Est. of Albergo, 656 N.E.2d 97, 103 (Ill. 1995)); see also Restatement (Second) of 

Torts § 766 cmt. h (Am. L. Inst. 1979) (“The essential thing is the intent to cause the result. If the 

actor does not have this intent, his conduct does not subject him to liability under this rule even if 

it has the unintended effect of deterring the third person from dealing with the other.”). Inducement 

8 Montgomery and Goldston raise several other arguments for dismissal. For example, Montgomery argues that 

Brown has only alleged, at most, an at-will contract between her and Legacy, which Montgomery maintains cannot 

give rise to a claim for tortious interference with contract. (Dkt. 80 at 7–8.) Montgomery further maintains that any 

advice to Hamilton was privileged and cannot subject her to liability. Id. Goldston additionally argues in the alternative 

that Brown’s complaint should be dismissed for failure to join Hamilton as a necessary party. (Dkt. 78 at 8–9.) Because 

the Court ultimately finds that Brown has failed to state a claim, it need not address these other arguments for dismissal. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 11 of 33 PageID #:867
12

thus “requires more than the knowledge that one's conduct is substantially certain to result in one 

party breaking its contract with another.” Pampered Chef v. Alexanian, 804 F. Supp. 2d 765, 802 

(N.D. Ill. 2011) (citing R.E. Davis Chem. Corp. v. Diasonics, Inc., 826 F.2d 678, 687 (7th Cir. 

1987), modified on other grounds, 924 F.2d 709 (7th Cir. 1991)). Rather, in order to survive a 

motion to dismiss, a plaintiff must show that the defendant “intended to cause the breach” at issue. 

See Webb, 906 F.3d at 579 (emphasis added).

Brown here fails to plead any facts demonstrating that Montgomery and Goldston intended, 

through active and direct persuasion, to cause Legacy to breach its employment agreement with 

Brown. Brown does not allege that Montgomery and Goldston induced Hamilton with the intent 

of causing Legacy to breach its agreement with Brown. Instead, Brown merely contends that 

Montgomery and Goldston induced Hamilton, who was not a party to Legacy’s agreement with 

Brown, to undertake certain actions that “predictably” resulted in Legacy failing, which 

subsequently caused Legacy to breach its agreement with Brown. (Dkt. 76 ¶ 87.) Brown’s 

allegations therefore suggest that Legacy’s collapse and failure to pay her a salary was, at most, a 

ripple effect of Montgomery and Goldston’s actions. But as Montgomery notes in her motion, in 

order to state a claim for tortious interference with a contract, it is not enough for a plaintiff to 

allege that a defendant “merely created a condition that opened the way” for a breach, or that the 

defendant engaged in conduct that had a “downstream” impact on a plaintiff’s contract. See Cohen 

v. Lewis, No. 03-CV-5454, 2004 WL 2481015, at *7 (N.D. Ill. Nov. 3, 2004) (citing Servpro 

Industries, Inc. v. Schmidt, No. 94C 5866, 1997 WL 158316, at *16 (N.D. Ill. Mar. 31, 1997)); see 

also Life Spine, Inc. v. Aegis Spine, Inc., No. 19 CV 7092, 2021 WL 83550, at *5 (N.D. Ill. Jan. 

11, 2021) (“[Plaintiff’s] allegations suggest that [defendant’s] conduct had a downstream impact 

on [plaintiff's] customer contracts, but [plaintiff] has to allege more than a ripple effect to state a 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 12 of 33 PageID #:868
13

claim for tortious interference.”). Instead, as noted above, Brown must allege that the defendants 

“intended to cause the breach,” which she has failed to do. While Montgomery and Goldston’s 

alleged inducement of Hamilton may have created a condition—a lack of capital—that 

“predictably” opened the way for Legacy to fail and breach its employment agreement with Brown, 

this alleged “ripple effect” is insufficient to state a claim that Montgomery and Goldston interfered 

with the intent to cause a breach of Brown’s contract with Legacy. See id.; Cohen, 2004 WL 

2481015 at *7; Life Spine, Inc., 2021 WL 83550,at *5. 

Brown notably does not advance any argument in response to this aspect of Montgomery’s 

argument. Brown also fails to cite any caselaw suggesting that a party can be held liable for tortious 

interference with a contract when they induce one individual to take certain actions that create 

certain conditions that eventually lead to a breach of contract between two other parties. In the 

absence of any authority or argument to the contrary then, Brown’s claim for tortious interference 

with contract fails. 

This would be the result even if, as Brown alleges, Montgomery and Goldston acted with 

the express intent of preventing Legacy from raising capital. It may be that Montgomery and 

Goldston knew that, by intentionally advising Hamilton to prevent Legacy from raising more 

capital, it was “substantially certain” that Legacy would fail and breach its agreement. But again, 

such knowledge that a breach of contract is “substantially certain” to occur is insufficient to state 

a claim for tortious interference. See Pampered Chef, 804 F. Supp. 2d at 802 (citations omitted).

It is also not enough for Brown to claim that Montgomery acted as part of a general scheme to 

defame and otherwise harm Brown. See Wells Fargo Bank, N.A. v. Worldwide Shrimp Co., No. 17 

CV 4723, 2019 WL 4189480, at *8 (N.D. Ill. Sept. 4, 2019) (“A general intent to harm . . . is not 

enough.”). In order to state a claim, Brown is required to allege that Montgomery and Goldston 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 13 of 33 PageID #:869
14

acted with the specific intent of inducing Legacy to breach its employment agreement with Brown. 

See id. at 7 –8 (citations omitted); R.E. Davis Chem. Corp., 826 F.2d at 685 (affirming dismissal

of tortious interference with a contract claim where complaint “did not allege that the doctors 

intended to induce [the third party] to breach its contract with [plaintiff].”). Brown, however, has 

made no such claim that Montgomery and Goldston intended for Legacy to breach its agreement. 

Finally, it is important to note that Brown has essentially conceded that Hamilton acted 

within his rights under the Legacy operating agreement, and that concession drastically undercuts 

any suggestion that Montgomery and Goldston committed a tort in how they advised him. It may 

be true, as Brown claims, that Hamilton’s actions in not allowing for additional funding from 

outside investors, not investing additional capital in Legacy himself, and not converting his 

investment into a loan, lacked any “plausible business justification.” But regardless of the 

justification for these actions taken at Montgomery and Goldston’s alleged inducement, Brown

has dropped any suggestion that Hamilton breached the operating agreement with Legacy in taking 

them, nor does she claim that he is liable for Legacy’s ultimate failure. It would be an exceedingly 

strange result if Montgomery and Goldston could expose themselves to tort liability for inducing

Hamilton to take actions which he was contractually authorized to take, and which did not expose 

him to any liability, even if those actions may have inevitably led to the failure of Legacy. After 

all, Brown, who is an attorney and a sophisticated party, expressly agreed to the conditions that 

Hamilton was not obligated to invest anything beyond his initial $125,000 contribution, and that 

he had the right to refuse any other investors. In so doing, Brown should have anticipated the 

possibility that no further capital would be available for Legacy beyond the initial investment, 

which might impact her employment agreement. At the very least, the fact that Brown agreed to 

the terms of the operating agreement significantly undercuts her claims that Montgomery and 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 14 of 33 PageID #:870
15

Goldston’s advice to Hamilton to act within those same terms lacked any “plausible” justification 

and was done with tortious intent.

In sum, the Court finds that Brown has failed to sufficiently allege the intentional 

inducement of a contract breach element of her claim for tortious interference with contract against

Montgomery and Goldston. Count I is therefore dismissed.

B. Tortious Interference with Prospective Business Relations.

Count II of the SAC asserts a claim against Defendant Williams for tortious interference 

with prospective business relations. (Dkt. 76 ¶¶ 89–92.). Brown claims, on information and belief, 

that Williams falsely represented to Brown’s past and prospective clients that Brown improperly 

took advantage of an elderly client—Hamilton. Id. ¶ 90. Brown alleges that she had a reasonable 

expectation that the prospective clients Williams spoke to would retain Brown, based on the 

“sterling reviews” Brown had received in the past from clients referred to her from JPMorgan. Id. 

¶ 91. Brown claims that Williams would have been aware of Brown’s sterling reputation, and that 

Williams thus knew or should have known the representations about her taking advantage of 

Hamilton were false. Id. ¶¶ 9 –92. Brown claims these false representations interfered with 

Brown’s ability to secure work from prior clients and new work with prospective clients, and that 

the damage to her professional reputation affected her ability to attract clients from other sources. 

Id.

A claim for tortious interference with prospective business relations requires the plaintiff

to allege: “(1) a reasonable expectation of entering into a valid business relationship, (2) the 

defendant’s knowledge of the expectation, (3) purposeful interference by the defendant that 

prevents the plaintiff’s legitimate expectancy from ripening into a valid business relationship, and 

(4) damage to the plaintiff resulting from the defendant’s interference.” Atanus v. Am. Airlines, 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 15 of 33 PageID #:871
16

Inc., 932 N.E.2d 1044, 1048 (Ill. App. Ct. 2010) (citations omitted). Just like a tortious interference 

with contract claim, this cause of action is a “purposely caused tort,” meaning that the plaintiff

“must set forth facts which suggest that defendant acted with the purpose of injuring plaintiff's 

[business] expectancies.” Gavin/Solmonese LLC. v. Kunkel, No. 16-CV-1086, 2016 WL 3612123, 

at *9 (N.D. Ill. July 6, 2016) (citations omitted); see also Dutch Valley Growers, Inc. v. Rietveld, 

No. 16-2085, 2016 WL 10789393, at *7 (C.D. Ill. Aug. 29, 2016) (“To be held liable for tortious 

interference with a business expectancy, one must have taken some wrongful action, directed at a 

third party, to induce the third party not to do business with the plaintiff.”) (citation omitted);

McIntosh v. Magna Sys., Inc., 539 F. Supp. 1185, 1193 (N.D. Ill. 1982) (“the tort of intentional 

interference with a prospective business opportunity requires that plaintiff allege some conduct 

directed toward a third party through which defendants purposely cause that third party not to enter 

into or continue a prospective contractual relationship with plaintiff.”) (collecting cases).

In her motion to dismiss, Williams argues that the SAC relies on the same “attenuated 

allegations” that led the Court to previously dismiss the same count in the FAC. (Dkt. 79 at 3.) In 

particular, Williams argues that Brown has again failed to allege that Williams purposefully 

directed interfering conduct toward a third-party, and that Brown’s conclusory allegations 

regarding William’s state of mind do not plausibly suggest that Williams acted with the requisite

“intent to harm.” (Dkt. 79 at 2.) In response, Brown argues that she sufficiently alleged that 

Williams made statements to prospective and former clients that she knew were false, and that it 

‘is “reasonable to infer” from her conduct that Williams had a desire to harm Brown’s interests. 

(Dkt. 81 at 7–8.) 

The Court agrees with Williams that the allegations in the SAC are insufficient to establish 

that Williams directed conduct towards past and future clients to purposely interfere with Brown’s 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 16 of 33 PageID #:872
17

prospective business relationships. As a threshold manner, the Court notes the conclusory and 

speculative nature of Brown’s new allegations in the SAC. In its prior ruling, the Court dismissed 

the tortious interference with business relationship claim against Williams in part because Brown

had failed to allege that Williams had any involvement in Montgomery and Goldston’s alleged 

misconduct with Legacy or Hamilton’s investments, and because Brown did not allege that 

Williams knew the statements she was repeating from Montgomery and Goldston about Brown

taking advantage of Hamilton were false. (Dkt. 73 at 13); Brown, 2022 WL 767254 at *6 –7. In 

the SAC, Brown now asserts in a conclusory fashion that Williams “knew or should have known” 

the representations about Brown were false, because Williams “was aware of [Brown’s] reputation 

for integrity and sterling track record,” and “should have known that any statements challenging 

Ms. Brown’s integrity were false.” (Dkt. 76 ¶¶ 80, 90.) While the Court must generally accept 

well-pled allegations as true, it need not “credit allegations that are merely conclusory and 

speculative.” See Nowicki v. Delao, 506 F.App’x 514, 517 (7th Cir. 2013); Twombly, 550 U.S. at 

555 (instructing that the allegations of the complaint “must be enough to raise a right to relief 

above the speculative level”). 

Brown’s allegations that Williams knew (or should have known) her statements were false,

because she was aware of Brown’s “sterling” reputation, strike the Court as highly speculative and 

insufficient to state a claim even under liberal pleading standards. The Court is not persuaded that

a party must know that any negative statement about another person’s integrity must be false,

merely because that party knows the other person to generally be one of integrity. Williams had 

no involvement with Brown’s interactions with Hamilton, Montgomery, or Goldston with respect 

to the formation and operation of Legacy, and the mere fact that she knew Brown to be a person 

of “integrity” does not create a reasonable inference that she must have known any statements 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 17 of 33 PageID #:873
18

about Brown’s alleged misconduct in the context of Legacy were false. Thus from the start, 

Brown’s claim that Williams’ repeated false statements to past and future clients rests on highly 

speculative and conclusory grounds.

Even if the Court accepts as true Brown’s conclusory allegations that Williams repeated 

what she knew or should have known were false accusations, Brown’s claim against Williams still 

fails because she does not allege that Williams made false statements with the express intent or 

purpose of causing potential clients to refuse to do business with Brown. In Gavin/Solmonese, for 

example, the plaintiff, a management consultant firm, brought suit against a former employee for

several common law torts, including tortious interference with contract and prospective economic 

advantage, based on allegations that the defendant interfered with the plaintiff’s contract and 

prospective business relationship with a customer. 2016 WL 3612123 at *1. In particular, the 

plaintiff alleged that the defendant, who was selected by the plaintiff to serve as an interim chief 

executive officer at a customer’s business, engaged in misconduct and inappropriate activities that 

ultimately led the customer to terminate its agreement with the plaintiff. Id. at *2–3. The plaintiff

alleged that the defendant was liable for intentional interference with the plaintiff’s contract and 

prospective business relationships because he engaged in conduct which he “knew or should have 

known” would cause the customer to terminate its agreement with the plaintiff, and deprive the 

plaintiff of a valuable referral source and future business opportunities. Id. at *7–8. The court

noted, however, that both causes of actions are “purposely caused tort[s],” meaning that the 

plaintiff needed to set forth facts showing that it was the defendant’s intent to cause the particular 

result. Id. at 8–9. In the context of an interference with prospective economic advantage claim, this 

meant that the plaintiff was required to set forth facts which suggest that defendant acted “with the 

purpose of injuring the plaintiff's expectancies.” Id. at *9 (citations omitted). The court found that 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 18 of 33 PageID #:874
19

the plaintiff’s allegations that defendant “knew or should have known” his conduct would interfere 

with the plaintiff’s contract and prospective economic advantage were insufficient to establish that 

the defendant “purposefully caused” a breach of contract or that he acted “with the purpose” of 

injuring the plaintiff’s business expectancies. Id.

As in Gavin/Solmonese, the Court finds that Brown’s allegations are insufficient to show 

that Williams acted with the express purpose of interfering with Brown’s prospective business 

relationship. Brown does not allege that Williams acted with the express purpose of interfering 

with Brown’s prospective relationships with past or future clients. Instead, Brown merely suggests 

that it is a “reasonable inference” that Williams made her statements with the requisite intent to 

harm because Williams made statements that she knew or should have known to be false. (Dkt. 81 

at 7–8.) But the Court finds this suggestion to be akin to alleging that Williams “knew or should 

have known” that her false statements would interfere with Brown’s business, which is not 

sufficient to show that Williams acted with the purpose of interfering with Brown’s business. See 

Gavin/Solmonese 2016 WL 3612123 at 8–9; see also cf. Weiss v. Logan Cnty. Cemetery Maint. 

Dist., No. 3:19-CV-3118, 2019 WL 4783096, at *2 (C.D. Ill. Sept. 30, 2019) (holding that plaintiff 

stated a claim for intentional interference with prospective economic advantage, where the plaintiff 

alleged that a local county board selectively enforced permitting procedures against the plaintiff 

“solely for the improper and illegitimate purpose of driving [plaintiff] out of business.”). While 

the Court must draw all “reasonable inferences” in Brown’s favor, Brown must still allege 

sufficient facts to establish all the elements of her claims. See In re Dealer Mgt. Sys. Antitrust 

Litig., No. 18-CV-864, 2019 WL 4166864, at *11 (N.D. Ill. Sept. 3, 2019); Iqbal, 556 U.S. at 678 

(“[a] claim has facial plausibility when the plaintiff pleads factual content that allows the court to 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 19 of 33 PageID #:875
20

draw the reasonable inference that the defendant is liable for the misconduct alleged.”) (emphasis 

added). 

The Court ultimately concludes that the mere allegation that Williams repeated statements 

that she “knew or should have known” were false is insufficient to create the reasonable inference 

that Williams acted with the requisite intent to interfere with Brown’s prospective business 

relationships. Brown has thus failed to plead a required element of her claim, and Count II for 

tortious interference with business relationship against Williams must be dismissed. 

C. Defamation

In Count III of the SAC, Brown brings claims for defamation against Goldston, 

Montgomery, and Williams. (Dkt. 76 ¶ 94.) Brown asserts that these three Defendants each made 

false statements to third parties that Brown had taken advantage of Hamilton, and that those 

statements caused significant harm to Brown’s reputation and career. Id. 

To state a defamation claim, a plaintiff must allege facts showing: (1) a false statement by 

the defendant about the plaintiff; (2) the defendant made an unprivileged publication of that 

statement to a third party; and (3) that publication caused damages. Solaia Tech., LLC v. Specialty 

Publ'g Co., 852 N.E.2d 825, 839 (Ill. 2006). There are two recognized types of defamatory 

statements in Illinois: defamation per se and defamation per quod. Naleway v. Agnich, 897 N.E.2d 

902, 908 (Ill. App. Ct. 2008). A defamatory statement is actionable per se where “its harm is 

obvious and apparent on its face.” Solaia Tech., 852 N.E.2d at 839. Illinois recognizes five 

categories of statements considered defamatory per se:

(1) words that impute a person has committed a crime; (2) words that impute a 

person is infected with a loathsome communicable disease; (3) words that impute 

a person is unable to perform or lacks integrity in performing her or his employment 

duties; (4) words that impute a person lacks ability or otherwise prejudices that 

person in her or his profession; and (5) words that impute a person has engaged in 

adultery or fornication.

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 20 of 33 PageID #:876
21

Id. On the other hand, a statement may be defamatory per quod where the statement is either 

“defamatory on its face, but does not fall within one of the limited categories of statements that 

are actionable per se” or not defamatory on its face but can be shown to have injurious meaning 

by resort to extrinsic evidence. Bryson, 672 N.E.2d at 1221. As with the FAC, Brown does not 

specify whether she is pleading defamation per se or per quod. As the Court did in its prior order, 

it will construe her claim here as one for defamation per se, because the alleged defamatory 

statements suggest that Brown failed to perform her duties as an estate-planning attorney with 

integrity or they otherwise prejudiced her in that profession. See Brown, 2022 WL 767254 at *7.

The Court previously dismissed Brown’s defamation claim against Goldston, 

Montgomery, and Williams finding that some of the allegedly defamatory statements were timebarred, and for those that were not obviously time-barred, the statements were protected statements 

of opinion. (Dkt. 73 at 18); Brown, 2022 WL 767254 at *7–8. In particular, the Court noted that

the First Amendment may protect statements which may be defamatory per se as expressions of 

opinion. Brown, 2022 WL 767254 at *8 (citing Solaia Tech., 852 N.E.2d at 839 (“Specifically, the 

[F]irst [A]mendment prohibits defamation actions based on loose, figurative language that no 

reasonable person would believe presented facts.”). As the court in Solaia Tech explained, “a 

defamatory statement is constitutionally protected only if it cannot be reasonably interpreted as 

stating actual fact.” Id. Among the factors to be considered are “whether the statement has a precise 

and readily understood meaning; whether the statement is verifiable; and whether the statement's 

literary or social context signals that it has factual content.” Id. Applying these factors and 

authority, the Court held that “the unadorned statement that Brown took advantage of Hamilton is 

a protected statement of opinion because it does not have a precise and readily understood 

meaning, nor is it objectively verifiable.” Brown, 2022 WL 767254 at *9. The Court proceeded to 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 21 of 33 PageID #:877
22

note that, “[a]bsent a specific factual context, there is no objective way of knowing whether Brown

took advantage of Hamilton and the statement is instead purely an expression of opinion regarding 

their business relationship.” Id. 

To the extent that Defendants were providing their subjective opinion based on a certain 

factual context, the Court found it notable that Brown did not “deny the truth of the factual bases 

for Defendants’ accusations.” Id. Rather, “[t]he only part of Defendants’ accusation Brown claims 

is false is Defendants’ negative characterization of Brown's actions.” Id. But the Court noted that 

when there is no dispute as to the veracity of the factual statements, any accompanying expressions 

of opinion are non-actionable. Id. (citing Skolnick v. Corr. Med. Servs., Inc., 132 F. Supp. 2d 1116, 

1125–26 (N.D. Ill. 2001)). Finally, to the extent that Brown alleged that Montgomery and the 

others repeated false statements that appeared in Montgomery’s ARDC submissions, the Court 

again found that Montgomery’s assertions “simply consist of Montgomery's interpretation and 

subjective views of Brown’s actions, and her submission details the facts that led her to those 

conclusions.” Id. at 10. As Brown did not challenge the veracity of any facts in Montgomery’s 

ARDC submissions, her claim for defamation based on Montgomery’s subjective opinions failed.

Id. 

In their renewed motions to dismiss, Montgomery, Goldston, and Williams argue that 

Brown’s SAC fails to remedy any of the deficiencies that led to the dismissal of the FAC. Indeed, 

Brown’s overarching claim that Defendants told others that she “took advantage” of Hamilton is 

the same claim that the Court previously found constituted a protected statement of opinion, 

because it did not have a precise and readily understood meaning, nor was it objectively verifiable. 

Brown, 2022 WL 767254 at *9. Thus, on first glance, Brown’s SAC suffers from the same flaw 

that led the Court to previously dismiss her defamation claim.

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 22 of 33 PageID #:878
23

In her response brief, Brown argues that the SAC adds additional allegations 

demonstrating that Defendants made false statements of objectively verifiable fact underlying their

opinion that she took advantage of Hamilton, which would make their statements actionable. (Dkt. 

81 at 8.) Brown cites four examples in particular that she claims are false statements of verifiable 

fact: (1) Montgomery falsely stated to the ARDC that Brown and Hamilton’s transaction “violated 

Illinois’ Supreme Court Rule of Professional Conduct 1.9(c)(1),” which states that an attorney 

shall not use a former client’s financial information learned in the course of representation to the 

client’s disadvantage; (2) Montgomery falsely stated to the ARDC that Brown’s actions were 

“suspect” because Hamilton “never paid Brown for her estate planning work,” when in fact 

Hamilton did pay Brown; (3) Montgomery falsely stated to the ARDC that Brown “stalled 

negotiations” over converting Hamilton’s investment to a loan, where it was Montgomery who 

stalled negotiations; and (4) Montgomery falsely stated in her engagement letter with Hamilton 

that he did not have an attorney advise him on his Legacy investment, where Hamilton signed a 

memorandum of understanding indicating he had an attorney review his investment. See id. While 

Brown acknowledges that Montgomery’s statements to the ARDC are privileged, Brown alleges 

that these false statements are “illustrative” of statements Montgomery and the other defendants 

made to third parties, which would make the statements actionable. Id.9

The Court finds that Brown’s new allegations are not sufficient to state a claim for 

defamation. As a threshold matter, the Court already reviewed Montgomery’s statements made in 

the context of the ARDC proceeding, which she made in a letter to the ARDC that was attached

9 As the Court explained in its previous opinion, “[o]therwise defamatory material is . . . privileged if it arises 

‘during the course and as part of, a judicial proceeding if the matter has some relation to the proceeding.’ ” Novoselsky 

v. Brown, 822 F.3d 342, 353 (7th Cir. 2016) (citations omitted). That privilege, however, does not apply to statements 

concerning the proceeding made to third-parties. Id. at 354. Plaintiff here alleges that the defendants made statements 

consistent with Montgomery’s outside the ARDC proceeding. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 23 of 33 PageID #:879
24

as an exhibit to the FAC. (Dkt. 49-1.) Although the Court only identified some specific examples 

of statements from the letter in its prior opinion, its ruling that Montgomery’s statements were 

protected opinions, and thus not actionable for defamation, plainly applied to all of the statements 

she made in the ARDC letter that was attached to the FAC. See Brown, 2022 WL 767254 at *7–9. 

Thus, while Brown now cites to specific examples of Montgomery’s statements from the letter, 

those allegations are not technically “new” as Brown claims, as the entire letter was incorporated 

as part of the prior complaint. 

In any event, for the sake of completeness the Court will address each instance Brown uses 

now to support her defamation claim. As to Montgomery’s statement that Brown violated an 

Illinois Rule of Professional Conduct, this statement is plainly an opinion. Montgomery states in 

her letter to the ARDC that Brown “arguably violated” Illinois Rule of Professional Conduct 

1.9(c)(1), “notwithstanding [her] self-serving statement that she does not ask her clients for 

information on their assets or income in the course of her representation.” (Dkt. 76-7 at 1).10 Brown

alleges this statement is false because there is “no plausible argument” that she violated the rule, 

as she did not require Hamilton to disclose his financial information. (Dkt. 76 ¶ 69.) Whether 

Brown “plausibly” or “arguably” violated a rule of professional ethics based on her conduct is an 

inherently subjective question that cannot be “objectively verified.” Montgomery’s statement 

simply reflects her own opinion on that question based on her interpretation of the facts, including 

10 The Court notes that Brown’s complaint and briefing leaves out the qualifier “arguably” from Montgomery’s 

statement to the ARDC, as well as the surrounding context, instead simply alleging that Montgomery affirmatively 

stated that Brown “violated Illinois’ Supreme Court Rule of Professional Conduct 1.9(c)(1).” (Dkt. 76 ¶ 69.) But 

“[w]hen an exhibit incontrovertibly contradicts the allegations in the complaint, the exhibit ordinarily controls, even 

when considering a motion to dismiss.” Bogie v. Rosenberg, 705 F.3d 603, 609 (7th Cir. 2013). Further, the Court “is 

not bound by a plaintiff’s characterization of an exhibit,” and may independently examine it. See Forrest v. Universal 

Sav. Bank, F.A., 507 F.3d 540, 542 (7th Cir. 2007). Brown bases almost her entire defamation claim on the belief that 

defendants repeated Montgomery’s “false’ statements in her ARDC submission, which she has attached to the SAC.

The Court may thus take an independent assessment of Montgomery’s submission and need not accept Brown’s 

characterization.

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 24 of 33 PageID #:880
25

her belief that Brown’s statement that she did not review Hamilton’s financials was “self-serving.” 

In short, the statement is inherently one of opinion and is not actionable for defamation.

The same reasoning applies to the statement that Brown “stalled negotiations” over the 

proposal to convert Hamilton’s investment to a loan. Brown claims that this statement is false 

because Montgomery stalled the negotiations by attempting to force Brown to agree to “onerous” 

terms, taking a long time to respond to Brown’s inquires, and repeatedly rejecting terms proposed 

by Brown. See id. The question of which side “stalled” negotiations over a business deal, however,

does not have a precise or readily understood meaning, and different people might come to 

different conclusions based on the same facts. See Hach v. Laidlaw Transit, Inc., No. 02 C 996, 

2004 WL 2966946, at *5 (N.D. Ill. Nov. 24, 2004) (“one person's opinion as to whether a 

relationship has been disrupted might differ from another person’s opinion.”); see also Brown, 

2022 WL 767254 at *9 (“[this] is the type of loose, figurative language commonly used by those 

who feel shortchanged in a business transaction.”). Montgomery’s statement is thus not one of 

objectively verifiable fact, but rather reflects her general opinion regarding who was to blame for 

the parties’ failed negotiations, and Brown cannot maintain a claim for defamation based on such 

a statement.11

This leaves Brown’s allegations that Montgomery falsely stated that Hamilton did not pay 

Brown for legal services and that Hamilton did not have legal representation in his initial 

investment into Legacy. These are statements of verifiable fact. In other words, it is objectively 

11 Brown’s SAC contains other examples of allegedly false statements by Montgomery that she does not 

specifically raise in her response brief, but they are similarly ones of opinion and not verifiable fact. For example, 

Brown alleges that Montgomery falsely stated that Brown “improperly” accepted $125,000 from Hamilton, that 

Brown’s actions were “highly suspect,” that Hamilton wanted to “wash his hands” of involvement with Brown, that 

Brown attempted to “illegally amend” Legacy’s operating agreement, and that Brown “mismanaged” the money she 

“unethically” accepted from Hamilton. (Dkt. 76 ¶ 69.) The Court already addressed many of these statements and held 

that they “simply consist of Montgomery's interpretation and subjective views of Brown's actions, and her submission 

details the facts that led her to those conclusions.” Brown, 2022 WL 767254 at *10. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 25 of 33 PageID #:881
26

verifiable whether Hamilton in fact paid Brown for legal services, and whether he had legal 

representation as part of making his Legacy investment decision. But even assuming that the two 

verifiable facts that Brown now points to takes the Defendants’ allegedly false statements out of 

the realm of a protected opinion, the Court nonetheless finds that Brown has failed to state a 

plausible claim for defamation.

“Claims of defamation are subject to specific pleading requirements.” Gardner v. Kappa 

Alpha Psi Fraternity, No. 13 C 2865, 2013 WL 3724865, at *2 (N.D. Ill. July 12, 2013); See 

Manjarres v. Nalco Co., No. 09 C 4689, 2010 WL 918072, at *6 (N.D. Ill. Mar. 9, 2010) (stating 

the same) (citing Dry Enters., Inc. v. Sunjut AS, No. 07 C 1657, 2008 WL 904902, at *4 (N.D. Ill. 

Mar. 31, 2008)). While the Seventh Circuit has not addressed the exact pleading standard for 

claims of defamation, some courts in this district have required plaintiffs to state specifically the 

words alleged. See Gardner, 2013 WL 3724865, at *2 (collecting cases). The defamatory 

statements need not necessarily be alleged verbatim, but must be “sufficiently specific” to allow 

the defendant to “understand the nature of the claim and form a responsive pleading.” Id. (citations 

omitted). In Manjarres, for example, the court found that the plaintiff’s specific examples of 

defamation in his complaint were non-actionable opinions, and rejected the plaintiff’s further 

argument that, “because the statements alleged in the complaint are merely representative and not 

an exhaustive list, the Court should permit him to perform discovery.” Manjarres, 2010 WL 

918072, at *6 (emphasis added). The court noted the specific pleading standards for defamation, 

and found that the plaintiff’s general allegation that additional defamatory statements were made 

“at various times” did not provide the detail necessary to conform to those specific pleading 

standards. Id. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 26 of 33 PageID #:882
27

Here too, the Court finds that Brown fails to provide sufficient detail to state a claim. While 

Brown’s SAC provides a long list of Montgomery’s allegedly false statements to the ARDC, 

Brown’s allegations that those statements were repeated to others are vague and conclusory. 

Brown alleges at several points “on information and belief” that Montgomery’s statements to the 

ARDC are “illustrative of statements” Defendants made to third parties outside the ARDC 

proceedings, but provides no further details about which statements in particular she believes were 

repeated and to whom. (Dkt. 76 ¶¶ 69–70.) While Brown includes a long list of third-parties to 

whom Defendants allegedly directed defamatory statements, she provides no details of which 

Defendant allegedly made statements to which party, and what particular defamatory statements 

were made. Id. ¶ 75. Brown also fails to allege any specific time frames that the allegedly false 

statements were repeated to these third parties. Indeed, other than the general allegation that 

Goldston and Williams “made false statements to Williams in 2015 and 2016,” the SAC lacks

detail as to when any false statements were allegedly made. Similarly lacking in detail is Brown’s 

general claim that, “on information and belief,” Williams repeated false representations to former 

and prospective clients. Id. ¶ 7

In short, while Brown has pointed to a number of specific statements Montgomery made 

to the ARDC, her claim for defamation boils down to vague and generic assertions that one or 

more Defendants repeated “various” unspecified statements to various individuals at various times 

that are “like” those statements Montgomery made to the ARDC. The Court ultimately finds these 

allegations are too generalized, vague, and conclusory to provide the detail necessary to state a 

claim for defamation. See Manjarres, 2010 WL 918072, at *6. 

The Court also finds that Brown’s allegations explaining the basis for her belief that 

Defendants repeated false statements to others are far too speculative and lack sufficient detail to 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 27 of 33 PageID #:883
28

state a plausible claim. Brown alleges she had two interactions, one with a former client and one 

with Hamilton’s accountant, that led her to believe that that one of the Defendants told those

individuals false representations about Brown’s conduct. (Dkt. 76 ¶ 76.) In particular, Brown

alleges that a former client who had always been friendly toward Brown became visibly and 

“inexplicably upset” on one occasion, which Brown attributes to the client being “falsely told” that 

Brown had taken advantage of Hamilton. Id. Brown also alleges that Hamilton’s accountant, who 

is also related to a former JPMorgan advisor, was rude and dismissive to Brown, which she 

believed indicates that Defendants told the accountant false representations. Id. ¶ 77. 

The fact that one former client and Hamilton’s accountant displayed negative feelings 

toward Brown does not allow the Court to draw the reasonable inference that Montgomery, 

Williams, and Goldston, repeated specific defamatory statements about Brown to the broad range 

of third parties she claims. Brown does not, for example, allege when she met with the former 

client who had previously been friendly, or whether that client was still in active communication 

with Williams or any of Williams’s coworkers at JPMorgan. Without this starting context, the 

Court cannot even begin to infer whether the change in the individual’s attitude even had anything 

to do with any allegedly false statements made by one of the defendants. Regarding Hamilton’s 

accountant, Brown provides no other context about this individual, such as whether she previously 

knew anything about Brown or had a particular opinion about Brown and her reputation. That this 

individual was “rude and dismissive” to Brown around the time of Brown’s dealings with Goldston 

and Montgomery, which Brown admits were contentious, does not allow for the reasonable 

inference that Defendants repeated false statements to her. In short, both examples are highly 

speculative and insufficient to support Brown’s generalized and vague allegations of defamation. 

The Court recognizes that pleading “on information and belief” is a common way of 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 28 of 33 PageID #:884
29

making allegations when the information is “peculiarly within the knowledge of the defendants.” 

See Brown v. Budz, 398 F.3d 904, 914 (7th Cir. 2005) (citation omitted). However, “pleading ‘on 

information and belief’ is not a license to undertake a fishing expedition.” See Verfuerth v. Orion 

Energy Sys., Inc., 65 F. Supp. 3d 640, 647 (E.D. Wis. 2014). A plaintiff must still plead enough 

sufficient factual content that allows the Court to draw the reasonable inference that the defendants 

are liable for the misconduct alleged. See Iqbal, 556 U.S. at 678; Twombly, 550 U.S. at 551, 557

(declining to take as true the conclusory allegation “upon information and belief” that companies 

had entered a conspiracy without enough facts to make that statement plausible); see also In re 

Darvocet, Darvon, and Propoxyphene Prods. Liab. Litig., 756 F.3d 917, 931 (6th Cir. 2014) (“The 

mere fact that someone believes something to be true does not create a plausible inference that it 

is true.”) Here, even construing all facts in a light most favorable to Brown, the Court finds that 

Brown’s allegations are far too vague and speculative to allow the Court to draw a reasonable 

inference that Defendants are liable for defamation. The Court thus finds she has failed to state a 

claim, and Count III for defamation must be dismissed. 

D. False light

The Court turns next to Brown’s claim for false light against Goldston, Montgomery, and 

Williams, which is based on the same alleged statements underlying her defamation claim. A false 

light claim is an invasion-of-privacy tort, and is meant “to define and protect an area within which 

every citizen must be left alone.” Kolegas v. Heftel Broad. Corp., 607 N.E.2d 201, 210 (Ill. 1992); 

Lovgren v. Citizens First Nat’l Bank of Princeton, 534 N.E.2d 987, 988 (Ill. 1989). To state a false 

light claim, a plaintiff must allege that: (1) they were placed in a false light before the public as a 

result of the defendants’ actions; (2) the false light in which the plaintiff was placed would be 

highly offensive to a reasonable person; and (3) the defendants acted with actual malice, i.e., with 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 29 of 33 PageID #:885
30

knowledge that the statements were false or with reckless disregard to the truth of their statements. 

Kolegas, 607 N.E.2d at 209–10. “[S]tatements that are expressions of opinion devoid of any factual 

content are not actionable as false light claims,” Schivarelli v. CBS, Inc., 776 N.E.2d 693, 701 (Ill. 

App. Ct. 2002). Further, a false light claim cannot be maintained absent an allegation that some 

specific factual statement was false. Salamone v. Hollinger Int’l, Inc., 807 N.E.2d 1086, 1093 (Ill. 

App. Ct. 2004) (referring to an allegation that “the statement was false” as “the most basic element 

of a false light cause of action.”). 

As discussed above, and in the Court’s prior opinion, nearly every statement to which 

Brown points to as the basis of her false light claim is either an expressive opinion without a readily 

understood or precise meaning, or represents a defendant’s subjective interpretation of underlying 

facts which are largely not in dispute. Such statements cannot support a false light claim. 

Insofar as Brown now points to two isolated allegedly false statements in Montgomery’s 

ARDC submission—that Hamilton did not pay Brown for legal services, and did not have an 

attorney represent him in his initial Legacy investment decision—she still fails to plead sufficient 

facts to satisfy all the elements of a false light claim. First, a false light claim requires publicity, 

which generally means that the statement was “made public, by communicating it to the public at 

large, or to so many persons that the matter must be regarded as substantially certain to become 

one of public knowledge.” Miller v. Motorola, Inc., 560 N.E.2d 900, 903 (Ill. App. Ct. 1990). The 

requirement of publicity may be satisfied by disclosure to a smaller number of people with whom 

Brown has a “special relationship,” namely “a public whose knowledge of those facts would be 

embarrassing to the plaintiff.” Id. But just as Brown’s vague and conclusory allegations discussed 

above do not state a claim for defamation, the Court finds those allegations are not sufficient to 

show that any defendant publicized any specific false statement, either to the public at large or to 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 30 of 33 PageID #:886
31

individuals with whom Brown has a special relationship. In short, Brown’s conclusory allegations 

that Montgomery, Goldston, and Williams repeated unspecified statements at unspecified times 

do not support a reasonable inference that any defendant actually publicized the specific, allegedly 

false statements made in Montgomery’s ARDC submission. 

Brown also fails to allege that the particular false statements at issue would be “highly 

offensive” to a reasonable person. Instead, Brown generally alleges that Defendants’ false

statements would be highly offensive, and further argues that the false statement that she “took 

advantage” of an elderly client would be highly offensive in light of her reputation and work in 

estate planning. (Dkt. 81 at 11). That may be, but Brown has again attempted to attach her claim 

to a non-actionable opinion, not a statement of fact. The question is not whether the generic 

statement—that Brown “took advantage” of Hamilton—would be highly offensive to a reasonable 

person, because that statement is not one of fact and cannot support a claim for false light. The

question is whether Defendants would have known that the specific allegedly false statements of 

fact that Hamilton did not pay Brown for her legal services, and did not have representation in the 

Legacy investment, would be highly offensive to a reasonable person in Brown’s position. See 

Chang Hyun Moon v. Kang Jun Liu, 44 N.E.3d 1134, 1141 (Ill. App. 1st Dist. 2015) (“For a 

statement to be highly offensive, a defendant must have known that a plaintiff, as a reasonable 

person, would have been justified in the eyes of the community in feeling seriously offended and 

aggrieved by the publicity.” ) But Brown has not alleged any facts suggesting that publication of 

these two specific statements would be “highly offensive” to a reasonable person.

In sum, Brown has failed to plead sufficient facts stating a claim for false light against 

Montgomery, Goldston, and Williams. The claim is therefore dismissed. 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 31 of 33 PageID #:887
32

E. Civil Conspiracy 

In Count VII of the SAC, Brown alleges that Goldston, Montgomery, and Williams, 

engaged in a civil conspiracy to commit the various tortious acts alleged in the other causes of 

action discussed above. However, a civil conspiracy claim “cannot stand where there are no 

underlying intentional torts that defendants could have conspired to perform.” Farwell v. Senior 

Servs. Assocs., Inc., 970 N.E.2d 49, 58 (Ill. App. Ct. 2012). As each of Brown’s individual tort 

claims have now been dismissed, her civil conspiracy claim must be dismissed as well. See, e.g., 

Est. of Brown v. Arc Music Grp., 830 F. Supp. 2d 501, 510 (N.D. Ill. 2011) (“[The plaintiff] has 

failed to allege adequately any of the tort claims underlying the alleged civil conspiracy, so it 

cannot stand.”).

F. Respondeat Superior liability 

Finally, Count VIII of the SAC seeks to hold JPMorgan vicariously liable for Williams’s 

conduct and the Firm vicariously liable for Montgomery’s conduct. But since Brown has failed to 

plead any viable claim against Williams or Montgomery, there is no claim for which JPMorgan 

and the Firm can be held vicariously liable. E.g., Ross v. Univ. of Chi., No. 18- CV-4200, 2018 

WL 6448464, at *10 (N.D. Ill. Dec. 10, 2018). Count VIII is therefore dismissed.

G. Dismissal with Prejudice

Having dismissed all claims in the SAC, the Court must determine whether to allow further 

amendment. Brown notably does not request a further opportunity to amend her complaint. Even 

if she had, the Court notes that Brown has already amended the complaint twice, once after her 

counsel appeared in this matter, and a second time after the Court’s prior order dismissing the 

FAC. Given that Brown has failed to come forward with sufficient allegations to state claims for 

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 32 of 33 PageID #:888
33

relief after two opportunities to amend, including after an order from the Court outlining the 

deficiencies in the complaint, the Court does not find further opportunity to amend warranted. 

Conclusion

For all the foregoing reasons, Defendants’ motions to dismiss are granted. The SAC is 

dismissed in its entirety, and the case is dismissed with prejudice. 

ENTERED: 3/22/24

___________________________

Nancy L. Maldonado 

United States District Court Judge

Case: 1:20-cv-04893 Document #: 106 Filed: 03/22/24 Page 33 of 33 PageID #:889