H.A.T., LLC v. Greenleaf Apartmetns, LLC

2026 ME 20
CourtSupreme Judicial Court of Maine
DecidedFebruary 26, 2026
DocketBCD-25-18
StatusPublished
AuthorMEAD, J.

This text of 2026 ME 20 (H.A.T., LLC v. Greenleaf Apartmetns, LLC) is published on Counsel Stack Legal Research, covering Supreme Judicial Court of Maine primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
H.A.T., LLC v. Greenleaf Apartmetns, LLC, 2026 ME 20 (Me. 2026).

Opinion

MAINE SUPREME JUDICIAL COURT Reporter of Decisions Decision: 2026 ME 20 Docket: BCD-25-18 Argued: September 10, 2025 Decided: February 26, 2026

Panel: STANFILL, C.J., and MEAD, CONNORS, LAWRENCE, DOUGLAS, and LIPEZ, JJ.

H.A.T., LLC

v.

GREENLEAF APARTMENTS, LLC, et al.

MEAD, J.

[¶1] H.A.T., LLC, appeals from a judgment entered in the Business and

Consumer Docket (Duddy, J.). H.A.T. argues that the court erred in concluding

that H.A.T. breached its contract with Greenleaf Apartments, LLC, that H.A.T.

was not entitled to insurance proceeds that Greenleaf obtained, and that

Greenleaf was not required to send H.A.T. a notice of a right to cure a default.

We affirm the judgment.

I. BACKGROUND

A. Facts

[¶2] The following facts are drawn from the procedural record and from

the trial court’s extensive findings of fact, which are supported by competent 2

evidence in the record. See H&B Realty, LLC v. JJ Cars, LLC, 2021 ME 14, ¶ 2, 246

A.3d 1176.

[¶3] On January 1, 2008, H.A.T., which is controlled by David O’Donnell,

entered into a bond-for-deed agreement titled “Conditional Contract for Sale of

Land and Buildings” with Greenleaf, which is controlled by Richard Harris Jr.,

to pay one million dollars for three buildings in Portland containing fifteen

rental units. Both parties were represented by counsel. H.A.T. purchased the

property as a commercial investment that it managed as a business enterprise.

Neither O’Donnell nor H.A.T. ever occupied the property or used the property

as a dwelling.

[¶4] Under the terms of the contract, H.A.T. made a downpayment of

$40,000 and gave Greenleaf a promissory note for $970,032, to be paid in

monthly installments. The contract assigned H.A.T. all rights arising from any

insurance policy maintained by Greenleaf on the property. H.A.T. took

immediate possession of the property but would not acquire title to the

property until the note was fully paid. H.A.T. gave Greenleaf a mortgage on

three of its other properties to secure the note and further assigned to

Greenleaf all its rights to the proceeds of any fire or hazard insurance policy

covering the property. Immediately after closing, however, prompted by 3

Greenleaf’s concerns with certain provisions of the contract and with the

mortgage securing the note, the parties executed a post-closing agreement to

further protect Greenleaf.

[¶5] On April 6, 2009, prompted by H.A.T.’s request that Greenleaf

subordinate to another lender its security interest in one of the properties

securing the note, the parties executed a memorandum of agreement that is

central to this appeal. Pursuant to the memorandum of agreement, H.A.T.

executed an undated agreement to terminate the contract, which provided that

the agreement

shall be held in escrow by Murray, Plumb & Murray [(MPM) (Greenleaf’s counsel)] and may be released by [MPM] for recording upon the happening of any “event of default,” including . . . the failure to timely make any payment under [the] Promissory Note . . . . No notice need be given by Greenleaf to [H.A.T.] prior to release of the Agreement for recording in the event of any default in making timely payments . . . .

[¶6] Following the execution of the termination agreement, three

separate casualty events affecting the buildings—a roof leak, a pipe freeze

leading to water damage apparently resulting from a failure to adequately heat

the property, and a kitchen fire—necessitated that Greenleaf lend large

amounts of money to H.A.T. to fund repairs, substantially increasing H.A.T.’s 4

debt to Greenleaf.1 The loans led to H.A.T. signing two more promissory notes,

one for $25,000 and another for $155,302. Some, but not all, of the losses were

covered by Greenleaf’s insurance; H.A.T. was not aware that Greenleaf received

$80,964 from its insurance carrier.

[¶7] H.A.T. was seriously delinquent under the contract and the larger

additional promissory note through November 2015 and beyond. On

November 9, 2015, Greenleaf’s counsel wrote to H.A.T.’s counsel requesting

that “all of the arrearages [be] cleaned up by year[’s] end,” or else the parties’

relationship would “have to [be] reconsider[ed].” In H.A.T.’s response, it

acknowledged the unpaid debt and admitted that “it is probably not possible

for H.A.T. or [O’Donnell] to meet the monthly $12-$13,000 in note obligations.”

H.A.T. raised the issue of the existence and amount of insurance coverage in

proposing a renegotiation of the debt repayment.

[¶8] In January 2016, Greenleaf advised H.A.T. that of the $153,965 owed

on the notes in 2015, $111,000 had been paid, resulting in a shortfall of just

under $43,000. The letter ended by stating that it “cannot be taken as any

waiver of a default; there are numerous continuing defaults outstanding at this

point which [Greenleaf] in no way waive[s].”

1 Greenleaf also lent H.A.T. $30,000 “to catch up on its utility bill.” 5

[¶9] In May 2016, Greenleaf proposed consolidating all of H.A.T.’s debts

into one loan, deducting the amount from the insurance reimbursement

received by Harris for the water damage. That loan would be for $899,779 as

of May 1, 2016, with seven percent interest after that. Greenleaf received no

response to this proposal.

[¶10] On August 26, 2016, MPM, having received evidence from

Greenleaf that H.A.T. was in default and had been in default for some time,

released from escrow the termination agreement, which Greenleaf then

recorded in the registry of deeds. Greenleaf advised H.A.T. that it would

consider a proposal for H.A.T. to sell the property to another buyer if H.A.T.

were able to make such a deal and allowed H.A.T. to continue operating the

property in some respects with the understanding that the property would be

sold. H.A.T. was unable to find a buyer for the property, and on October 19,

2016, Greenleaf formally ousted H.A.T. from the property.

B. Procedural History

[¶11] On December 23, 2019, H.A.T. filed a complaint against Greenleaf

and MPM, which, as later amended, alleged (1) a statutory right of redemption,

(2) a claim for deceptive practices or fraud, (3) a claim for promissory or

equitable estoppel, (4) a claim for breach of contract, (5) a claim for 6

betterments, (6) a claim of unconscionability, and (7) a request for quantum

meruit or other equitable relief.2 Greenleaf counterclaimed for breach of

contract.

[¶12] After MPM moved to dismiss the complaint against it pursuant to

M.R. Civ. P. 12(b)(6), the case was transferred to the Business and Consumer

Docket. Following a hearing, the court granted the motion and dismissed all

claims against MPM.

[¶13] The court held a bench trial from April 8 to 11, 2024, on the

remaining claims against Greenleaf. The court subsequently entered judgment

for Greenleaf on all counts of H.A.T.’s complaint and on the counterclaim,

concluding that H.A.T. had payment defaults that entitled Greenleaf to

foreclose. H.A.T. moved for further findings of fact and conclusions of law

pursuant to M.R. Civ. P. 52(b). After a hearing, the court granted the motion in

part and made further findings of fact and conclusions of law. It denied H.A.T.’s

request to amend the judgment, however, because its additional findings of fact

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Cite This Page — Counsel Stack

Bluebook (online)
2026 ME 20, Counsel Stack Legal Research, https://law.counselstack.com/opinion/hat-llc-v-greenleaf-apartmetns-llc-me-2026.