OPINION OF THE COURT
(September 7, 2011)
Hodge, C.J.
Appellant United Corporation (“United”) appeals from an October 12,2010 Opinion and Order entering summary judgment in favor of Appellees Tutu Park Limited (“Tutu”) and P.I.D., Inc., and dismissing all of its claims with prejudice. For the reasons that follow, this Court reverses the Superior Court’s grant of summary judgment and re-instates United’s complaint.
[705]*705I. FACTUAL AND PROCEDURAL BACKGROUND1
On July 9, 2001, United filed a verified complaint against Tutu and P.I.D. — a general partner in Tutu2 — in the Superior Court, which sought damages for breach of contract. The complaint alleged that United and Tutu had entered into a contract on October 29, 1991 in which United had agreed to lease premises at the Tutu Park Shopping Mall in St. Thomas, U.S. Virgin Islands — which is owned and operated by Tutu — in order to operate a supermarket known as Plaza Extra. (J.A. 25-26.) According to the complaint, Tutu had granted United the exclusive right to operate a supermarket at the mall. (J.A. 26.) Although Tutu had entered into a lease with K-Mart — a national retailer which sells food products in some of its stores — in November 1989, United alleged in its complaint that the agreement between Tutu and K-Mart contained a provision prohibiting K-Mart from operating a supermarket at the mall, a provision which United contended had been incorporated into the October 1991 agreement. (J.A. 26-27.) Finally, the complaint alleged that K-Mart began to sell food at its store on or about June 7, 1993, and then expanded its food sales in November 1995 and again in November 2000, which, according to United, transformed K-Mart into a supermarket and resulted in Tutu breaching the October 1991 agreement. (J.A. 27-28.) United attached a copy of the October 1991 agreement to its complaint, as well as a copy of the November 1989 agreement between Tutu and K-Mart.
United filed a motion for partial summary judgment on August 22, 2002, and Tutu filed its opposition and cross-motion for summary judgment on September 16, 2002. Following additional motion practice, on July 7,2003, the Superior Court entered, nunc pro tunc to February 11, 2003, an order (1) deferring consideration of the summary judgment [706]*706motions pending a decision by the United States Court of Appeals for the Third Circuit in Sunshine Supermarket, Inc. et al. v. Kmart Corporation, a c ase which involved interpretation of a contract similar to the November 1989 agreement; and (2) directing the parties to submit supplemental authorities on the meaning of the term “supermarket” in the context of the litigation within sixty days, which both parties timely filed.
On October 5, 2004, the Superior Court directed the parties to file an informational motion with respect to the status of the Sunshine Supermarket appeal in the Third Circuit. But while United filed its informational response on October 13, 2004 — which advised that the Sunshine Supermarket case had settled and that the appeal had been dismissed — the Superior Court did not rule on the pending summary judgment motions. Instead, in June 30, 2005 and June 16, 2006, the Superior Court inquired sua sponte as to whether the matter should be referred to arbitration or mediation. After both parties filed status reports in July 2006, the matter lay dormant in the Superior Court for almost three years, when it was re-assigned to a different judge in February 2009. However, after re-assignment the matter again remained dormant for an additional year. On March 16, 2010, the Superior Court held a status conference and, in a March 25, 2010 Order, directed the parties to supplement their prior motions for summary judgment to address any new case law that may have developed during the intervening seven and a half years. Pursuant to the March 25, 2010 Order, Tutu supplemented its cross-motion for summary judgment on March 30, 2010, United supplemented its motion for partial summary judgment on April 13, 2010, and Tutu filed a reply to United’s supplemental filing on May 3,2010. The Superior Court, in an October 12, 2010 Opinion and Order, denied United’s motion for partial summary judgment, granted Tutu’s motion for summary judgment, and dismissed United’s action with prejudice. United timely filed its notice of appeal on November 4, 2010.
II. DISCUSSION
A. Jurisdiction and Standard of Review
The Superior Court had jurisdiction pursuant to section 76 of title 4 of the Virgin Islands Code, while this Court possesses jurisdiction over the October 12, 2010 Opinion and Order, which constitutes a final judgment, pursuant to VI. CODE Ann. tit. 4 § 32(a) (1997).
[707]*707“This Court exercises plenary review of a Superior Court’s grant of summary judgment.” Williams v. United Corp., 50 V.I. 191, 194 (V.I. 2008) (citing Maduro v. Am. Airlines, Inc., S.Ct. Civ. No. 2007-029, 2008 V.I. Supreme LEXIS 24, *7 (V.I. Feb. 28, 2008) (unpublished)). “On review, we apply the same test that the lower court should have utilized.” Id. “Because summary judgment is a drastic remedy, it should be granted only when ‘the pleadings, the discovery and disclosure materials on file, and any affidavits show that there is no genuine issue as to any material fact and that the movant is entitled to judgment as a matter of law.’ ” Id. (quoting former wording of Fed. R. Crv. R 56(c)). “When reviewing the record, this Court must view the inferences to be drawn from the underlying facts in the light most favorable to the non-moving party, and we must take the non-moving party’s conflicting allegations as true if ‘supported by proper proofs.’ ” Joseph v. Hess Oil V.I. Corp., 54 V.I. 657, 664 (V.I. 2011) (quoting Williams, 50 V.I. at 194-95 (V.I. 2008)). “[T]o survive summary judgment, the nonmoving party’s evidence must amount to more than a scintilla, but may amount to less (in the evaluation of the court) than a preponderance.” Id. (internal quotation marks omitted).
B. The Summary Judgment Award
“To succeed on a breach of contract claim, a plaintiff must show four elements: (1) an agreement, (2) a duty created by that agreement, (3) a breach of that duty, and (4) damages.” Arlington Funding Servs., Inc. v. Geigel, 51 V.I. 118, 134-35 (V.I. 2009) (quoting Galt Capital, LLP v. Seykota, Civ. Nos. 2002-63, 2002-134, 2007 U.S. Dist. LEXIS 53199, at *6 (D.V.I. July 18, 2007) (unpublished)). Ordinarily, when the terms of a contract are unambiguous, the Superior Court treats the issue of the meaning of those terms as a question of law, but if the terms are ambiguous, the issue of the meaning of the terms becomes a question of fact. As this Court has recently explained,
[T]o decide whether a contract is ambiguous, we do not simply determine whether, from our point of view, the language is clear . . . Before making a finding concerning the existence or absence of an ambiguity, we consider the contract language . . . and the extrinsic evidence offered in support of each interpretation. Extrinsic evidence may include ... the conduct of the parties that reflects their under[708]*708standing of the contract’s meaning. Teamsters Indus. Employees Welfare Fund v.
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OPINION OF THE COURT
(September 7, 2011)
Hodge, C.J.
Appellant United Corporation (“United”) appeals from an October 12,2010 Opinion and Order entering summary judgment in favor of Appellees Tutu Park Limited (“Tutu”) and P.I.D., Inc., and dismissing all of its claims with prejudice. For the reasons that follow, this Court reverses the Superior Court’s grant of summary judgment and re-instates United’s complaint.
[705]*705I. FACTUAL AND PROCEDURAL BACKGROUND1
On July 9, 2001, United filed a verified complaint against Tutu and P.I.D. — a general partner in Tutu2 — in the Superior Court, which sought damages for breach of contract. The complaint alleged that United and Tutu had entered into a contract on October 29, 1991 in which United had agreed to lease premises at the Tutu Park Shopping Mall in St. Thomas, U.S. Virgin Islands — which is owned and operated by Tutu — in order to operate a supermarket known as Plaza Extra. (J.A. 25-26.) According to the complaint, Tutu had granted United the exclusive right to operate a supermarket at the mall. (J.A. 26.) Although Tutu had entered into a lease with K-Mart — a national retailer which sells food products in some of its stores — in November 1989, United alleged in its complaint that the agreement between Tutu and K-Mart contained a provision prohibiting K-Mart from operating a supermarket at the mall, a provision which United contended had been incorporated into the October 1991 agreement. (J.A. 26-27.) Finally, the complaint alleged that K-Mart began to sell food at its store on or about June 7, 1993, and then expanded its food sales in November 1995 and again in November 2000, which, according to United, transformed K-Mart into a supermarket and resulted in Tutu breaching the October 1991 agreement. (J.A. 27-28.) United attached a copy of the October 1991 agreement to its complaint, as well as a copy of the November 1989 agreement between Tutu and K-Mart.
United filed a motion for partial summary judgment on August 22, 2002, and Tutu filed its opposition and cross-motion for summary judgment on September 16, 2002. Following additional motion practice, on July 7,2003, the Superior Court entered, nunc pro tunc to February 11, 2003, an order (1) deferring consideration of the summary judgment [706]*706motions pending a decision by the United States Court of Appeals for the Third Circuit in Sunshine Supermarket, Inc. et al. v. Kmart Corporation, a c ase which involved interpretation of a contract similar to the November 1989 agreement; and (2) directing the parties to submit supplemental authorities on the meaning of the term “supermarket” in the context of the litigation within sixty days, which both parties timely filed.
On October 5, 2004, the Superior Court directed the parties to file an informational motion with respect to the status of the Sunshine Supermarket appeal in the Third Circuit. But while United filed its informational response on October 13, 2004 — which advised that the Sunshine Supermarket case had settled and that the appeal had been dismissed — the Superior Court did not rule on the pending summary judgment motions. Instead, in June 30, 2005 and June 16, 2006, the Superior Court inquired sua sponte as to whether the matter should be referred to arbitration or mediation. After both parties filed status reports in July 2006, the matter lay dormant in the Superior Court for almost three years, when it was re-assigned to a different judge in February 2009. However, after re-assignment the matter again remained dormant for an additional year. On March 16, 2010, the Superior Court held a status conference and, in a March 25, 2010 Order, directed the parties to supplement their prior motions for summary judgment to address any new case law that may have developed during the intervening seven and a half years. Pursuant to the March 25, 2010 Order, Tutu supplemented its cross-motion for summary judgment on March 30, 2010, United supplemented its motion for partial summary judgment on April 13, 2010, and Tutu filed a reply to United’s supplemental filing on May 3,2010. The Superior Court, in an October 12, 2010 Opinion and Order, denied United’s motion for partial summary judgment, granted Tutu’s motion for summary judgment, and dismissed United’s action with prejudice. United timely filed its notice of appeal on November 4, 2010.
II. DISCUSSION
A. Jurisdiction and Standard of Review
The Superior Court had jurisdiction pursuant to section 76 of title 4 of the Virgin Islands Code, while this Court possesses jurisdiction over the October 12, 2010 Opinion and Order, which constitutes a final judgment, pursuant to VI. CODE Ann. tit. 4 § 32(a) (1997).
[707]*707“This Court exercises plenary review of a Superior Court’s grant of summary judgment.” Williams v. United Corp., 50 V.I. 191, 194 (V.I. 2008) (citing Maduro v. Am. Airlines, Inc., S.Ct. Civ. No. 2007-029, 2008 V.I. Supreme LEXIS 24, *7 (V.I. Feb. 28, 2008) (unpublished)). “On review, we apply the same test that the lower court should have utilized.” Id. “Because summary judgment is a drastic remedy, it should be granted only when ‘the pleadings, the discovery and disclosure materials on file, and any affidavits show that there is no genuine issue as to any material fact and that the movant is entitled to judgment as a matter of law.’ ” Id. (quoting former wording of Fed. R. Crv. R 56(c)). “When reviewing the record, this Court must view the inferences to be drawn from the underlying facts in the light most favorable to the non-moving party, and we must take the non-moving party’s conflicting allegations as true if ‘supported by proper proofs.’ ” Joseph v. Hess Oil V.I. Corp., 54 V.I. 657, 664 (V.I. 2011) (quoting Williams, 50 V.I. at 194-95 (V.I. 2008)). “[T]o survive summary judgment, the nonmoving party’s evidence must amount to more than a scintilla, but may amount to less (in the evaluation of the court) than a preponderance.” Id. (internal quotation marks omitted).
B. The Summary Judgment Award
“To succeed on a breach of contract claim, a plaintiff must show four elements: (1) an agreement, (2) a duty created by that agreement, (3) a breach of that duty, and (4) damages.” Arlington Funding Servs., Inc. v. Geigel, 51 V.I. 118, 134-35 (V.I. 2009) (quoting Galt Capital, LLP v. Seykota, Civ. Nos. 2002-63, 2002-134, 2007 U.S. Dist. LEXIS 53199, at *6 (D.V.I. July 18, 2007) (unpublished)). Ordinarily, when the terms of a contract are unambiguous, the Superior Court treats the issue of the meaning of those terms as a question of law, but if the terms are ambiguous, the issue of the meaning of the terms becomes a question of fact. As this Court has recently explained,
[T]o decide whether a contract is ambiguous, we do not simply determine whether, from our point of view, the language is clear . . . Before making a finding concerning the existence or absence of an ambiguity, we consider the contract language . . . and the extrinsic evidence offered in support of each interpretation. Extrinsic evidence may include ... the conduct of the parties that reflects their under[708]*708standing of the contract’s meaning. Teamsters Indus. Employees Welfare Fund v. Rolls-Royce Motor Cars, Inc., 989 F.2d 132, 135 (3d Cir. 1993). Nevertheless, a finding that extrinsic evidence renders a contract latently ambiguous will typically defeat a motion for summary judgment and necessitate that the trier of fact resolve the ambiguity in light of the extrinsic evidence. See CAT Aircraft Leasing, Inc. v. Cessna Aircraft Co., [650 F. Supp. 57, 22 V.I. 442, 445] (D.V.I. 1986). Appellate courts, however, have held that, notwithstanding a latent ambiguity, “if the court finds that a contract is ambiguous and that the extrinsic evidence is undisputed, then the interpretation of the contract remains a question of law for the court to decide” at the summary judgment stage. In re Columbia Gas System, Inc., 50 F.3d 233, 241 (3d Cir. 1995) (emphasis added).
White v. Spenceley Realty LLC, 53 V.I. 666, 678-79 (V.I. 2010). Applying this standard, we reverse the Superior Court’s October 12, 2010 grant of summary judgment.3
[709]*7091. Construction of Section 4.02 of the October 1991 Agreement
Pursuant to section 4.01 of the October 1991 agreement, “[United] shall have the exclusive right as set forth in Section 4.02 to operate a food supermarket at the Shopping Center as long as all the Demised Premises are open and are operated as a Supermarket Food type Retail outlet.” (J.A. 74.) In its October 12, 2010 Opinion, the Superior Court found, in the context of United’s motion for partial summary judgment, that it was not necessary to reach the issue of whether K-Mart operated a supermarket because, even if K-Mart was a supermarket, the restrictive covenant in section 4.02 of the October 1991 agreement between United and Tutu did not apply to K-Mart. Section 4.02 provides, in its entirety, as follows:
Landlord agrees that during the term of this Lease and as long as the Demised Premises are operated as a Supermarket, neither Landlord nor its successor or assigns will lease any premises in the Shopping Center set forth on EXHIBIT “B” to another food supermarket. This restriction shall not prohibit other tenants from selling the same products as Tenant as long as it is incidental to their normal business nor shall this restriction apply to the K-Mart premises nor to any Tenant of less than 10,000 square feet. K-MART has agreed that they will not operate a supermarket, pursuant to paragraph 22 of their lease with Landlord (which is attached hereto) as long as the supermarket is operated by Florida Supermarket or their successor. Landlord shall obtain an agreement with K-MART that PLAZA EXTRA shall be in-[710]*710eluded as a successor of Florida Supermarket for purposes of that paragraph.
(J.A. 74.) Pursuant to paragraph 22 of the November 1989 agreement between K-Mart and Tutu,
Tenant agrees with Landlord that so long as Florida Super Markets, Inc. d/b/a Sun Supermarkets its affiliates or successors is operating a supermarket or grocery store on the property described in Exhibit “A” Parcel B, Tenant agrees that it will not use the demised premises for the operation of a food supermarket or food department or for the sale of off-premises consumption of groceries, meat, produce, dairy products, baker products or any of these. The foregoing shall not, however, prohibit: (i) the sale by a restaurant operation, lunch counter, deli or fountain of prepared ready to eat food items, either for consumption on or off the premises (ii) the sale by Tenant, its successors and assigns, of candy, cookies and other miscellaneous foods in areas totalling [sic] not more than Five Thousand (5,000) square feet of sales area, exclusive of aisle space. This restriction shall be void if Florida Super Markets Inc. d/b/a Sun Supermarkets its affiliates or successors shall fail to operate a supermarket for a continuous period of one hundred eighty (180) days, except for non operation due to fire' and casualty.
(J.A. 44.)
According to United, the Superior Court erred in its analysis because (1) Tutu never disputed at any point in the Superior Court proceedings that the restrictive covenant encompassed K-Mart; and (2) the portion of section 4.02 which excluded K-Mart referred only to the reference to tenants selling products “incidental to their normal business” and not to the restrictive covenant prohibiting Tutu from leasing to another supermarket or K-Mart from operating a supermarket. Tutu, however, contends that the Superior Court interpreted this provision correctly, and states that it did make this argument in its opposition to United’s motion for summary judgment and cross-motion for summary judgment.
First, we agree with United that Tutu never argued in its September 16, 2002 cross-motion for summary judgment that no portion of section 4.02 applied to K-Mart. Rather, Tutu only contended that there was no violation of section 4.02 because K-Mart was not actually operating a supermarket. (J.A. 476-79.) Likewise, in the portion of its [711]*711September 16, 2002 filing which served as an opposition to United’s August 22, 2002 motion for partial summary judgment, Tutu also never contested United’s claim that section 4.02 prohibited K-Mart from operating a supermarket, but only opposed United’s motion on other grounds. (J.A. 487-93.) Therefore, given that both parties had conceded — at least for purposes of summary judgment — that section 4.02 precluded K-Mart from operating a supermarket, the Superior Court erred in reaching this issue sua sponte in its October 12, 2010 Opinion without — at an absolute minimum — providing United with an opportunity to be heard with respect to any grounds for summary judgment being raised by the Superior Court sua sponte. See Cool Fuel, Inc. v. Connett, 685 F.2d 309, 311-12 (9th Cir. 1982) (holding that court may sua sponte enter summary judgment against the party who moved for summary judgment, but only if that party has had a fair opportunity to dispute that issue); Ramsey v. Coughlin, 94 F.3d 71, 73-74 (2d Cir. 1996) (holding that, though trial court may in some circumstances raise issue of summary judgment sua sponte, “[s]ummary judgment should not be granted . . . unless the losing party has been given an opportunity to demonstrate that there are genuine material issues for trial.”) (quoting Hispanics for Fair and Equitable Reapportionment v. Griffin, 958 F.2d 24, 25 (2d Cir. 1992)).
Nevertheless, because this Court applies on appeal the same test that should have been applied by the Superior Court, and the parties have both addressed the proper interpretation of section 4.02 in their briefs, this Court shall, in the interests of judicial economy, reach this issue on the merits and hold that the Superior Court misinterpreted section 4.02. The first sentence of section 4.02 provides that “neither Landlord nor its successor or assigns will lease any premises in the Shopping Center . . . to another food supermarket.” (J.A. 74 (emphasis added)). Therefore, the first sentence of section 4.02 — by its own unambiguous terms — appears not to apply to leases that were already effectuated, such as the lease between K-Mart and Tutu which was signed in November 1989. Thus, if the first sentence is read to refer only to future leases, the meaning of the portion of the second sentence providing that “nor shall this restriction apply to the K-Mart premises” becomes readily apparent, in that it simply confirms that the first sentence of section 4.02 did not purport to override the agreement between Tutu and K-Mart, which had been entered into prior to the October 1991 agreement and contained its own terms with [712]*712respect to what products K-Mart was permitted to sell. Importantly, this interpretation of the first sentence also places the third and fourth sentences into context, since the third sentence expressly invokes paragraph 22 of the November 1989 K-Mart agreement, and the fourth sentence provides that Tutu will ensure that United’s Plaza Extra store “be included as a successor of Florida Supermarket for purposes of that paragraph.” In other words, with respect to K-Mart, section 4.02 (1) confirms that the portion of paragraph 22 of the November 1989 agreement that relates to whether K-Mart may operate a supermarket remains in effect;4 and (2) requires Tutu to take whatever steps necessary to ensure that Plaza Extra be a successor of Florida Supermarket under the November 1989 agreement, which would have the effect of continuing the prohibition against K-Mart operating a supermarket. Significantly, in its September 16, 2002 cross-motion for summary judgment, Tutu took this exact same position, and expressly conceded that the portion of paragraph 22 providing that K-Mart will not operate a supermarket was incorporated into section 4.02, even though it contended that the other portions of paragraph 22 were not incorporated.5 (J.A. 479.) Consequently, the Superior Court erred both by reaching this issue, and by holding that there is no restrictive covenant in effect that applies to K-Mart.
2. Tutu Possesses a Duty to Enforce Section 4.02 Against K-Mart
The Superior Court, as an alternate ground for denying United’s motion for partial summary judgment and granting Tutu’s cross-motion for summary judgment, held that even if the pertinent portion of paragraph 22 of the November 1989 agreement was incorporated into the [713]*713October 1991 agreement, United could not be entitled to any relief because section 4.02 provided that “K-MART has agreed that they will not operate a supermarket, pursuant to paragraph 22 of their lease” and did not include any provision mandating that Tutu enforce paragraph 22 against K-Mart on United’s behalf. In other words, the Superior Court found that' “[s]ection 4.02 would reflect only promises by Kmart to Tutu Park, and not by Tutu Park to Plaza Extra,” and thus “[b]ecause the Paragraph does not contain promises by Tutu Park to Plaza Extra, Plaza Extra has no claim against Tutu Park for breach of contract even if Kmart violated Paragraph 22.” (J.A. 14.)
Again, we note that Tutu, at no point in the Superior Court proceedings, ever contended that it did not owe the requisite duty to United, and thus the Superior Court should not have reached this issue sua sponte without providing United with a full and fair opportunity to address the issue. See Cool Fuel, 685 F.2d at 311-12. Nevertheless, we find that the Superior Court also erred on the merits because it viewed section 4.02 in isolation rather than in the context of the entire agreement. The first page of the October 1991 agreement expressly identifies United and Tutu as the parties to the agreement and provides that they “desire to enter into this Lease on the terms and conditions herein set forth.” (J.A. 58.) Importantly, section 14.01 of the October 1991 agreement expressly provides — in its entirety — that “[e]very term, condition, agreement or provision contained in this Lease shall be deemed to be also a covenant,” (J.A. 95), which, given that United and Tutu are the only parties to the October 1991 agreement, is sufficient to make the entirety of section 4.02 enforceable without the need for any additional language stating that section 4.02 binds Tutu. See Cedar Cove Homeowners-Ass’n, Inc. v. DiPietro, 368 S.C. 254, 628 S.E.2d 284, 291 (2006) (“The word ‘covenant’ means to enter into a formal agreement, to bind oneself in contract, and to make a stipulation.”) (quoting 20 Am. Jur. 2d Covenants, Conditions, and Restrictions § 1.1)). Moreover, although the Superior Court found that “[t]he ‘Kmart has agreed’ language is more appropriately characterized as background language, rather than legally operative language creating [a]n obligation on Tutu’s behalf,” (J.A. 15 n.6), section 4.01 expressly provides that “[United] shall have the exclusive right as set forth in Section 4.02 to operate a food supermarket at the Shopping Center,” (J.A. 74), and thus would create a legal obligation under the October 1991 agreement even if the language in section 4.02, when read [714]*714in conjunction with section 14.01, would have otherwise been insufficient to do so.6
In addition, to the extent the pertinent language in the October 1991 agreement could be subject to a different interpretation, the uncontradicted deposition testimony of both United and Tutu’s corporate representatives with respect to their actions after the October 1991 agreement was signed conclusively established that — notwithstanding any ambiguity in the text of section 4.02 — both entities believed the agreement imposed a duty on Tutu to enforce section 4.02 on United’s behalf against K-Mart.7 In his deposition, Fahti Yusuf — a principal of United — testified that, as early as 1994, he complained to William Lawrence Mahaffey — Tutu’s corporate representative — about the products K-Mart was selling at its store, that he believed that [715]*715“Mr. Mahaffey is supposed to protect me,” (J.A. 221), and that he also repeatedly complained to Larry Nelson and John Foster — two other Tutu representatives — after K-Mart remodeled its store in November 1995, with Foster telling him that he is “fully covered” pursuant to the October 1991 agreement. (J.A. 222-26.) Importantly, during his deposition Mahaffey testified that K-Mart had assured Tutu that its food product line was not violating Tutu’s agreement with United, (J.A. 197), from which a trier of fact viewing the evidence in the light most favorable to United could infer that Tutu believed that it possessed a duty to United to ensure that K-Mart did not operate a supermarket. But even more significantly, Mahaffey also expressly stated that Tutu believed that it had a contractual obligation to enforce paragraph 22 against K-Mart on United’s behalf pursuant to the October 1991 agreement:
We don’t have to enforce every one of the provisions in paragraph 22. We’re not required to. The only person that we’ve ever made a promise to with regard to those would be Mr. Yusuf through Plaza Extra and that was to prevent it from becoming a supermarket.... If I choose to do something under 22,1 only have to be careful of the exclusion I gave Plaza Extra and that is there be no supermarket and there is no supermarket. And I don’t think there will be a supermarket, so that’s — that’s why I’m a little troubled with this.
(J.A. 205-06.) Thus, we conclude that the Superior Court not only erred in reaching this issue sua sponte, but erred on the merits when it held that section 4.02 of the October 1991 agreement was not binding on Tutu, since both the plain language of sections 4.02 and 14.01, as well as the undisputed extrinsic evidence, established that Tutu possessed a duty on behalf of United to enforce the terms of section 4.02 by ensuring that K-Mart did not operate a supermarket in contravention to paragraph 22 of its lease with Tutu.8
[716]*7163. The Meaning of “Supermarket” in the Context of this Case is a Question of Fact for the Jury
Finally, the Superior Court, relying on several cases discussing the meaning of “supermarket” that Tutu had cited in its 2010 supplemental brief,9 found that K-Mart did not operate a supermarket. In reaching this decision, the Superior Court declined to consider a report from Richard W. Moore — an economist retained by United as an expert — with respect to the industry definition of “supermarket” because, although it was signed and submitted in response to the Superior Court’s July 7, 2003 Order, it was not sworn or based on personal knowledge. According to United, the Superior Court erred by (1) sua sponte excluding Moore’s report in the absence of any objection from Tutu to its consideration; and (2) weighing the evidence and making factual findings that were not supported by evidence in the record. Tutu, however, contends that the Superior Court acted appropriately and, even if Moore’s report had been considered, the authorities cited by Moore support the Superior Court’s holding that K-Mart is not a supermarket. However, it is not necessary for this Court to determine if the Superior Court erred when it sua sponte excluded the Moore report, for even if the Superior Court could have properly excluded that document, it should not have resolved the question of whether K-Mart is a “supermarket” at the summary judgment stage.
For purposes of section 4.02 of the October 1991 agreement, “supermarket” is an ambiguous term. Importantly, “supermarket” is not defined in the October 1991 agreement and the three cases relied upon by the Superior Court and Tutu in its 2010 supplemental brief recognize that there are at least two different “industry” definitions of the term “supermarket,” with what one of the cases identified as the “dictionary” definition of “supermarket” being different from both of those industry definitions.10 Nevertheless, despite this clear dispute about both the [717]*717meaning of the term and whether K-Mart operated a supermarket,11 the Superior Court found that K-Mart did not qualify as a supermarket because (1) “Kmart does not offer fish products or produce, and it does not have a ‘very large rice and grains section;’ ” (2) “[i]t does not offer any meat products other than pre-packaged cold cuts;” (3) “its food sales are incidental to its full product line;” (4) “Kmart does not have a ‘full line’ of groceries, meat or produce but, rather, a limited selection of those categories” which “are not sold ‘fresh;’” and (5) “Kmart does not have a service deli or a bakery.” (J.A. 12-13.) In other words, it appears the Superior Court held that K-Mart is not a supermarket notwithstanding this ambiguity because it believed that K-Mart could not qualify as a supermarket under any of the three definitions Tutu cited in its 2010 supplemental brief.
The Superior Court, however, failed to recognize that the three cases cited in Tutu’s 2010 supplemental filing were not the only authorities on the meaning of “supermarket” that Tutu had made part of the record. In its initial September 16, 2002 motion, Tutu noted that the reference to 10,000 square feet in the sentence “nor shall this restriction apply to the K-Mart premises nor to any Tenant of less than 10,000 square feet” in section 4.02 “may be used in defining ‘supermarket’ to the extent required” because “[s]ince (food) supermarket is not defined herein by the particular products it sells, nor can it since all tenants can sell the same products, it must be defined by size as a default.” (J.A. 478.) However, in its 2003 supplemental filing, Tutu provided the Superior Court with four authorities that provided four additional definitions of “supermarket,”12 [718]*718without (1) taking a position as to which of the five definitions the Superior Court should adopt; or (2) pointing to any evidence in the record demonstrating that K-Mart could not qualify as a supermarket under the four new definitions proposed by Tutu.13 Likewise, Tutu’s 2010 supplemental filing again proposed three additional definitions — for a total of eight definitions proposed by Tutu alone — while still not taking any position as to which definition was controlling for purposes of the October 1991 agreement. Moreover, although Tutu did, in its 2010 filing, argue that K-Mart did not qualify as a supermarket under the three definitions set forth in the three cases it cited in that filing, it still did not make any argument — let alone cite to any evidence in the record —• with respect to why K-Mart would not qualify as a supermarket under the [719]*719authorities it introduced into the record through its 2003 filings. In other words, Tutu failed to point to any evidence that indicated an absence of a genuine issue of material fact but — on the contrary — actually pointed to evidence that demonstrated the existence of an important factual issue: the meaning of “supermarket.”14
As this Court has previously held, when the party moving for summary judgment has introduced conflicting pieces of evidence into the record, the Superior Court cannot independently weigh the evidence to resolve the conflict, but must accept as true the evidence that is most favorable to the non-moving party. See Sealey-Christian v. Sunny Isle Shopping Center, Inc., 52 V.I. 410, 422 (V.I. 2009) (holding that Superior Court erred in making finding, at summary judgment stage, as to how often defendant had inspected door when one of defendant’s agents testified in deposition that door was inspected weekly while another agent gave contradictory testimony that door was inspected daily). Although the Superior Court ordered the parties to file supplemental briefs in 2010, the authorities relied upon in the supplemental filings did not have the effect of erasing all the documents the parties had made a part of the record in their 2002 and 2003 filings.15 Therefore, although seven and a half years had lapsed since the parties had filed their initial summary judgment motions, the Superior Court continued to possess an obligation to consider all prior evidence, without granting any evidence submitted in [720]*7202010 any greater weight solely because the documents were filed more recently.
Under these circumstances, the term “supermarket” in the October 1991 agreement is ambiguous. Accordingly, by providing the Superior Court with eight different definitions of the term, but only pointing to evidence that K-Mart is not a supermarket with respect to some of those definitions, Tutu failed to demonstrate that it was entitled to a grant of summary judgment. Therefore, because a genuine issue of material fact exists as to whether K-Mart operated a “supermarket,” we reverse the Superior Court’s October 12, 2010 Opinion and Order and remand this matter to the Superior Court for proceedings consistent with this opinion.
III. CONCLUSION
The Superior Court erred when it sua sponte held that no restrictive covenant applies to K-Mart because (1) neither party disputed in its summary judgment motions that section 4.02 precluded K-Mart from operating a supermarket, and (2) to the extent it could reach the issue, its holding was based on a misinterpretation of the plain text of section 4.02 of the October 1991 agreement. Additionally, the Superior Court also erred when it held that section 4.02 was not binding on Tutu, since both the plain language of section 4.02, as well as the undisputed extrinsic evidence, established that Tutu possessed a duty on behalf of United to enforce the terms of section 4.02 by ensuring that K-Mart did not operate a supermarket. Finally, the Superior Court erred when it found, at the summary judgment stage, that K-Mart does not operate a supermarket because in the context of the October 1991 agreement, the term “supermarket” is ambiguous and, depending on which definition is used, a trier of fact could reasonably find that K-Mart operates a supermarket. Accordingly, we reverse the Superior Court’s October 12, 2010 Opinion and Order, re-instate United’s complaint, and remand the matter to the Superior Court.16