Estate of Walsh v. Commissioner of Revenue

CourtMassachusetts Supreme Judicial Court
DecidedJune 30, 2026
DocketSJC 13798
StatusPublished

This text of Estate of Walsh v. Commissioner of Revenue (Estate of Walsh v. Commissioner of Revenue) is published on Counsel Stack Legal Research, covering Massachusetts Supreme Judicial Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

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Estate of Walsh v. Commissioner of Revenue, (Mass. 2026).

Opinion

NOTICE: All slip opinions and orders are subject to formal revision and are superseded by the advance sheets and bound volumes of the Official Reports. If you find a typographical error or other formal error, please notify the Reporter of Decisions, Supreme Judicial Court, John Adams Courthouse, 1 Pemberton Square, Suite 2500, Boston, MA, 02108-1750; (617) 557- 1030; SJCReporter@sjc.state.ma.us

SJC-13798

ESTATE OF CAROLINE H. WALSH vs. COMMISSIONER OF REVENUE.

Suffolk. December 3, 2025. – June 30, 2026.

Present: Budd, C.J., Gaziano, Kafker, Wendlandt, Georges, & Wolohojian, JJ.

Commissioner of Revenue. Taxation, Commissioner of revenue, Abatement, Estate tax, Interest and penalties, Appellate Tax Board: jurisdiction. Constitutional Law, Taxation, Excessive fines clause, Separation of powers, Trial by jury. Interest. Penalty. Jurisdiction, Appellate Tax Board. Statute, Construction. Practice, Civil, Abatement, Interest.

Appeal from a decision of the Appellate Tax Board.

The Supreme Judicial Court on its own initiative transferred the case from the Appeals Court.

Michael Walsh (John H. Walsh also present) for the taxpayer. Grace Gohlke, Assistant Attorney General, for Commissioner of Revenue.

BUDD, C.J. The estate of Caroline H. Walsh (estate) filed

and paid its estate taxes nearly seven years late. At that

time, it applied for an abatement seeking relief from interest 2

and penalties. The Commissioner of Revenue (commissioner)

denied the request and assessed over $145,000 in interest on the

$224,654 in taxes owed, as well as separate penalties for late

filing and late payment, each equaling twenty-five percent of

the amount due. The estate appealed to the Appellate Tax Board

(board), which affirmed the commissioner's decision. On our own

motion, we transferred the estate's appeal from the board's

decision to this court, and now affirm.

Background. 1. Statutory overview. The Commonwealth

imposes a progressive tax on the value of each estate passing

from a decedent to one or more beneficiaries. See G. L. c. 65C,

§ 2. The executor of that estate must pay any estate taxes, and

file an accompanying return, within nine months of the

decedent's death. See G. L. c. 62C, §§ 17, 32 (a).

As with other tax obligations, the commissioner may, upon

request, extend the time to file or pay monies owed. See G. L.

c. 62C, § 19; G. L. c. 65C, § 10. However, estate taxes paid

after the statutory deadline accrue interest at a rate set at

four percentage points above the rate on Federal short-term

debt.1 See G. L. c. 62C, § 32 (a).

See 26 U.S.C. §§ 6621(b)(3), 1274(d) (defining Federal 1

short-term rate as average market yield of government bonds maturing in less than three years). 3

Absent an extension of time granted by the commissioner,

estate tax returns that are not timely filed are subject to a

penalty equaling one percent of the amount owed for each month

(or fraction thereof) that the return is late, capped at twenty-

five percent of the unpaid taxes. See G. L. c. 62C, § 33 (a).

Late tax payments are subject to the same penalty. See G. L.

c. 62C, § 33 (b). The tax code allows for the waiver or

abatement of either of those penalties if the taxpayer can show

that the delay was "due to reasonable cause and not due to

willful neglect." G. L. c. 62C, § 33 (f). That abatement

procedure is available for penalties but not for interest. See

id. The denial of a request for relief from the payment of

penalties may be appealed to the board. See G. L. c. 62C, § 39.

See also G. L. c. 58A, § 1. Rulings of the board are, in turn,

subject to judicial review. See G. L. c. 58A, § 13.

2. Facts and prior proceedings. We recite the facts as

the board found them. See G. L. c. 58A, § 13 ("The decision of

the board shall be final as to findings of fact"). Caroline H.

Walsh (decedent) died on January 28, 2012. Her son, John H.

Walsh, was appointed executor of her estate in July of that

year. As executor, Walsh was responsible for filing the

Massachusetts estate tax return, Form M-706, due October 28,

2012. Shortly after his appointment, Walsh contacted accountant

Edward Sherman to handle the estate's returns. Walsh and 4

Sherman had "a couple of initial meetings," but the return was

not completed. On July 7, 2013, Sherman died unexpectedly.

In December 2013, Walsh delivered the estate's financial

information to another accountant, Carmine Mastrogiovanni. The

following month, Mastrogiovanni requested from Walsh certain

documents needed to prepare the returns. He later warned Walsh

in a handwritten note: "I have been waiting too long for this

info and need everything A.S.A.P. or I will be forced to let it

go until after the tax season 2015." In February 2015, Walsh

provided some, but not all, of the requested information. In

May 2015, Mastrogiovanni replied by letter with a list of

eighteen additional items needed to complete the return.

In 2016, Mastrogiovanni retired and his partner, Heather

Denehy, took over Walsh's account. Denehy and Walsh were in

contact every few months regarding information Denehy needed to

complete the return. In an e-mail message dated October 16,

2017, Denehy listed several outstanding items, many of which

were identical to those sought by Mastrogiovanni in May 2015,

including property valuations. Walsh attributed his delay in

providing these items to concerns about securing an accurate

appraisal of the decedent's furnishings, explaining that he had

been dissatisfied with earlier valuations.

Walsh sent an appraisal "meeting his standards" to Denehy

in the latter part of 2018. In October of that year, Denehy 5

sent Walsh a completed return that indicated the estate owed

$224,654 in taxes and advised him to file it "as soon as

possible." Walsh testified that he found some items in the

return "problematic" and, nearly one year later, engaged a new

accountant, Michael DiCorato.2 DiCorato completed the return in

October 2019, which reflected the same amount due as the one

completed by Denehy. Walsh filed the return on October 9, 2019,

nearly seven years after the statutory deadline, together with a

check for $224,654 and an application for abatement seeking

relief from all penalties and interest. No request for an

extension was ever made.

On March 18, 2021, the commissioner issued a notice of

assessment imposing $112,327.10 in statutory penalties and

$145,674.60 in interest for the untimely filing of the estate

tax return. On July 18, 2022, the commissioner denied the

estate's request for an abatement.

On September 15, 2022, the estate filed a timely petition

with the board challenging the denial. The board held a hearing

during which Walsh explained the delays as a product of the

unexpected death of the first accountant, Sherman; the alleged

2 When asked during his testimony before the board to identify specific problems, Walsh provided no details. 6

procrastination of the second accountant, Mastrogiovanni; and

the alleged incompetence of the third accountant, Denehy.

In its findings, the board noted that in the year between

the time Walsh was named as executor and Sherman's death, no

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