JEREMY PARADISE v. JOHN POMERANCE & Others.

Massachusetts Appeals Court·Decided April 10, 2026·No. 25-P-0489·Unpublished

Opinion

NOTICE: Summary decisions issued by the Appeals Court pursuant to M.A.C. Rule 23.0, as appearing in 97 Mass. App. Ct. 1017 (2020) (formerly known as rule 1:28, as amended by 73 Mass. App. Ct. 1001 [2009]), are primarily directed to the parties and, therefore, may not fully address the facts of the case or the panel's decisional rationale. Moreover, such decisions are not circulated to the entire court and, therefore, represent only the views of the panel that decided the case. A summary decision pursuant to rule 23.0 or rule 1:28 issued after February 25, 2008, may be cited for its persuasive value but, because of the limitations noted above, not as binding precedent. See Chace v. Curran, 71 Mass. App. Ct. 258, 260 n.4 (2008).

COMMONWEALTH OF MASSACHUSETTS

APPEALS COURT

25-P-489

JEREMY PARADISE

vs.

JOHN POMERANCE & others.1

MEMORANDUM AND ORDER PURSUANT TO RULE 23.0

The plaintiff, Jeremy Paradise, appeals from a Superior

Court judgment dismissing his six-count complaint against the

defendant attorneys and their law firm, based on their role in

establishing a trust for which he was the grantor. Jeremy

alleged that although he intended to have ultimate control of

the trust, the defendants caused the trust instrument to be

changed to give control to his brother, Andrew Paradise, and

that Jeremy signed the final draft of that document without

knowing of the change.2

On cross-motions for summary judgment, a judge ruled that, even accepting arguendo Jeremy's position that the defendants represented him, Jeremy's claims failed. She concluded that Jeremy could not establish the reasonable reliance on an alleged misrepresentation by the defendants that was necessary to Jeremy's first three claims (fraudulent inducement, and intentional and negligent misrepresentation). She further concluded that he could not establish the causation element necessary to all six of his claims (the above three plus violations of G. L. c. 93A, malpractice, and breach of fiduciary duty). We affirm the dismissal of the first three claims but, concluding that genuine issues of material fact remain as to the latter three, we vacate their dismissal and remand for further proceedings.

Background. We recite the undisputed facts necessary to an understanding of the issues before us; where matters are disputed, we refer to them as a party's assertions rather than as facts. In December 2018, the brothers reached an understanding to move some of Jeremy's shares of stock in Andrew's business (Skillz, Inc.) into a trust to benefit Jeremy's unborn son. The "key terms" included making Jeremy the "lead trustee," with authority to manage some parts of the trust, and making Andrew "the other trustee in charge of

managing it." Andrew forwarded the e-mail message stating these terms to the defendant John Pomerance, an attorney at the defendant law firm Mintz, Levin, Cohn, Ferris, Glovsky, & Popeo, P.C. (Mintz). Jeremy asserts that Pomerance and Mintz had performed legal work for him over the preceding five years. Pomerance in turn forwarded the message to another Mintz attorney, the defendant Kurt Steinkrauss. Jeremy was copied on these messages.

Jeremy asserts that he understood he was setting up a trust that he would control, and that Mintz would represent him and act in his interests in doing so. Andrew had privately told Pomerance, however, that he (Andrew) intended to control the trust. Mintz and the other defendants assert that they represented only Andrew, and never Jeremy, in connection with establishing Jeremy's trust, as well as another trust for Andrew.3 Jeremy asserts that, in a February 2019 telephone call between himself, Steinkrauss, and Andrew, Steinkrauss advised that Jeremy could control his trust by appointing a colleague or

friend to be the "trust protector," whom Jeremy could remove if that person was not acting as Jeremy wanted. Jeremy asserts that Steinkrauss advised that both Jeremy's and Andrew's trusts should be formed in Delaware and that the brothers should retain Delaware counsel for that purpose, but that Steinkrauss would "supervise everything." The brothers approached a Delaware law firm, Gordon, Fournaris & Mammarella, P.A. (GFM), and engaged GFM to draft both trusts. A GFM attorney sent Jeremy an outline stating, in part, that he typically drafted his trusts to give the grantor (here, Jeremy) the power to remove the trust protector.4 Jeremy asserts that he read the outline. The GFM attorney also told Steinkrauss that Steinkrauss would be copied on all correspondence so that he could review it.

In March 2019, GFM sent the brothers and Steinkrauss the drafts of the trusts. The draft of Jeremy's trust gave Jeremy the authority to remove and replace the trust protector, with Andrew to have that authority if Jeremy were no longer living or competent. Hereafter we refer to this arrangement as putting Jeremy in "first position" and Andrew in "second position." Jeremy asserts that he read the draft but could not understand

it. A few days later, Andrew spoke to Steinkrauss by telephone and asked that Mintz convey to GFM Andrew's instruction to put him, rather than Jeremy, in first position in Jeremy's trust. The defendant attorney Alison Glover at Mintz conveyed a request for that change to GFM.

GFM made this and other changes and sent redlined and clean versions of the draft (as well as a new draft of Andrew's trust) back to Glover, who in turn sent them to the brothers and Steinkrauss. A GFM attorney later testified that, at the time Glover requested the change and the changed drafts were sent, he did not believe anyone at GFM had discussed the change with Jeremy, but his understanding was that Mintz represented Jeremy and that Jeremy had approved the change. The GFM attorney further testified that if he had known at the time of Mintz's position that it did not represent Jeremy, but that Mintz was communicating to Jeremy without GFM's knowledge, "very likely, I would have followed up directly with Jeremy regarding the changes."

The redlined change that put Andrew (identified as "[t]he Grantor's Brother") in first position and Jeremy (identified as "[t]he Grantor") in second position appeared on page thirty-five of the fifty-six-page draft. We think it fair to say the change itself was clearly visible to a reasonable person looking at

that page, although understanding the significance of the change would require familiarity with other provisions of the trust. Glover's cover e-mail message to the brothers contained "[a] few questions" but did not ask about, mention, or otherwise call attention to the change putting Andrew in first position and Jeremy in second position. Jeremy asserts that he understood the message as summarizing all of the changes to his trust. Jeremy did not read the redlined or clean drafts.5 In April 2019, GFM sent the trust documents to Jeremy and Andrew for execution, copying Steinkrauss, Glover, and others on the cover message. Steinkrauss replied to GFM, copying Andrew and all other recipients except Jeremy, asking GFM to confirm that Andrew would have sole control of his trust and that Andrew and Jeremy would have "joint control" of Jeremy's trust. The parties dispute the reason for Steinkrauss's omitting Jeremy from this message; the defendants assert that he did so "because Mintz represented Andrew and not Jeremy."

GFM replied to Steinkrauss that in both trusts, Andrew alone had the authority to remove and replace the trust

protector, and GFM asked to be notified if this should be changed. Steinkrauss replied: "Andrew is fine the way it is. They will sign today." Although Andrew was copied on those messages, Jeremy was not.

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JEREMY PARADISE v. JOHN POMERANCE & Others., (Mass. Ct. App. 2026).

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