STANLEY WEBB & Another v. GEORGE LEONTIRE.

Massachusetts Appeals Court·Decided March 13, 2026·No. 24-P-1141·Unpublished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

24-P-1141

STANLEY WEBB & another1

vs.

GEORGE LEONTIRE.

MEMORANDUM AND ORDER PURSUANT TO RULE 23.0

The plaintiffs, Stanley and Jacqueline Webb, appeal from a

judgment after a bench trial in the Superior Court.2 We conclude

that the judge properly allowed defense counsel to question the

plaintiffs on criminal matters directly connected to the

defendant's representation of the plaintiffs. We further

conclude that the abundant evidence of the defendant's work

performed permitted the judge to find that the defendant had

fully earned the paid fee. Finally, concluding that the judge

properly found that the defendant did not act unfairly or deceptively, we affirm.

1. Cross-examination on criminal matters. "A trial judge's evidentiary ruling is owed 'great deference' and will amount to an abuse of discretion only where we conclude that the judge 'made a clear error of judgment in weighing the factors relevant to the decision, such that the decision falls outside the range of reasonable alternatives.'" Commonwealth v. Hinds, 494 Mass. 681, 689 (2024), quoting L.L. v. Commonwealth, 470 Mass. 169, 185 n.27 (2014). "Ultimately, it is 'a determination for the judge to make and one which we do not disturb unless, in our judgment, it is palpably wrong.'" Commonwealth v. Ramos, 63 Mass. App. Ct. 379, 381 (2005), quoting Commonwealth v. Fordham, 417 Mass. 10, 22 (1994).

Jacqueline Webb testified on direct examination that, when she started at Nutel Communications, Inc. (Nutel), she was a technician, and "then over time, [she] became a salesperson attempting to gain new locations to dispense the phone cards. And then after that, [she] worked mostly in office, where [she] paid bills and accounting, that sort of thing." To impeach Jacqueline's testimony that her role at the relevant time was clerical, defense counsel asked her whether she made $9,000 deposits "to avoid the reporting requirements from the bank." After the plaintiffs objected, the judge noted that he had

"never seen a case like this where a civil litigant who's facing trial in a criminal matter has testified about the substance of that criminal case." Consequently, he ruled, Jacqueline had "open[ed] the door for cross-examination. Counsel is entitled to inquire about the scope of her involvement with those enterprises." See Commonwealth v. Quinn, 469 Mass. 641, 648 (2014) ("evidence that otherwise may be inadmissible may become admissible where the [witness] opens the door to its admission"). Having previously stated that "the underlying criminal case is part and parcel to this overall dispute," the judge ruled that "counsel is entitled to inquire to this witness about her knowledge of what she was doing in and around the time, not for purposes of securing a prosecution but to determine her knowledge of whether she was knee-deep in this process." See Mass. G. Evid. § 611(b)(1) (2025) ("A witness is subject to cross-examination on any matter relevant to any issue in the case, including credibility and matters not elicited during direct examination"); Nuger v. Robinson, 32 Mass. App. Ct. 959, 959-960 (1992).

Specifically, the judge stated that he would "allow some testimony as to the scope of this witness's involvement with Nutel only as it relates to impeachment of her testimony" and where it "bears on the issue of what the scope of representation was, whether a flat fee of the magnitude that was insisted on

. . . is appropriate or not, and then the issue of quantum meruit." See Zabin v. Picciotto, 73 Mass. App. Ct. 141, 151 (2008), quoting Salem Realty Co. v. Matera, 10 Mass. App. Ct. 571, 576 (1980), S.C., 384 Mas. 803 (1981) (factors for quantum merits include "the complexity of the case, the size of the case in terms of dollars, . . . the fees usually charged for work of the kind involved").

After Jacqueline denied making deposits "to evade the reporting of cash transactions over $10,000," counsel asked her whether she told her mother to "burn[] all the paperwork as it pertains to the machines," whether she had personal knowledge that the State police served her sister with papers, and whether she had personal knowledge of the execution of the search warrant at the Webb home. At the instruction of counsel, Jacqueline refused to answer these questions. Counsel then stated that Jacqueline "would invoke her privilege as to any further questioning."3 Ultimately, the judge struck Jacqueline's testimony.

To be sure, defense counsel's questions were aggressive and concerning. The judge, however, tread carefully, ruling "question by question" and reiterating that "as an overarching

theme, [he does not] want this trial to get derailed" or to "stray into that . . . open criminal case." The most troubling question -- whether Jacqueline structured deposits to evade reporting requirements -- was answered. The other questions, about whether Jacqueline instructed her mother to burn paperwork and whether she had personal knowledge about police action, attempted to elicit evidence that would rebut her testimony about her clerical role at Nutel and would explain the scope of representation. We discern no abuse of discretion or palpable error in the judge's decision to allow these questions. See Laramie v. Philip Morris USA Inc., 488 Mass. 399, 413 (2021), quoting Gath v. M/A-Com, Inc., 440 Mass. 482, 488 (2003) ("A judge has broad discretion to make evidentiary rulings"); Carrel v. National Cord & Braid Corp., 447 Mass. 431, 446 (2006) ("We will not reverse such [evidentiary] decisions unless there is palpable error").

In any event, the judge's decision to strike Jacqueline's testimony was correct. "A witness . . . is not entitled to make a blanket assertion of the privilege. The privilege must be asserted with respect to particular questions, and the possible incriminatory potential of each proposed question, or area which the [opposing party] might wish to explore, must be considered." Hasouris v. Sorour, 92 Mass. App. Ct. 607, 613 (2018), quoting Commonwealth v. Martin, 423 Mass. 496, 502 (1996). Once

Jacqueline improperly made a blanket assertion of the privilege against self-incrimination to avoid cross-examination, the trial judge had no choice but to strike her testimony. See Commonwealth v. Silva, 93 Mass. App. Ct. 609, 615 (2018). Accord Commonwealth v. Pixley, 77 Mass. App. Ct. 624, 628-629 (2010).

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STANLEY WEBB & Another v. GEORGE LEONTIRE., (Mass. Ct. App. 2026).

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