Full opinion text
ORDER HARVEY E. SCHLESINGER, District Judge. Before the Court is a Motion filed by Plaintiffs Continental Casualty Company and Transportation Insurance Company (jointly “Transportation”) seeking Final Summary Judgment. (Doc. No. 367, filed July 9, 2007.) Plaintiffs also filed a Statement of Material Facts as to which there is no Genuine Dispute in support of the Motion. (Doc. No. 366, filed July 9, 2007.) Defendants City of Jacksonville, Duval County School Board, and JEA f/k/a Jacksonville Electric Authority (collectively “the City” or “the City defendants”) filed a Response in Opposition to both the Summary Judgment Motion (Doc. No. 390, filed July 24, 2007) and to Plaintiffs’ Statement of Material Facts (Doe. No. 389, filed July 24, 2007). On August 6, 2007, the Court heard oral argument on the Motion. After carefully considering the Plaintiffs’ Motion and the Defendants’ Opposition thereto, and upon having the benefit of oral argument, the Court finds that no genuine issue of disputed material fact remains as to the narrow issue of whether Plaintiffs exercised good faith and due diligence in attempting to bring about the Defendants’ cooperation. Based on the following reasoning, the Court finds the Plaintiffs fulfilled their duty, and accordingly, the Motion is Granted. I. Background Although the voluminous facts and tortured procedural history of this case need little introduction to the parties, the Court finds it necessary to fully recite and explain them because the parties have continued to argue two very different cases even though the Court has already resolved many of the outstanding issues. It seems the City has continued to repeat the same arguments as a means of preserving issues for appeal, because throughout the proceedings, and due to its disagreement with this Court’s prior rulings, the City has all but vowed to seek an appeal. This matter had its genesis in a separate state court action, which was filed in Duval County Circuit Court on May 5, 2003, and captioned Nora Williams v. City of Jacksonville, Case No. 16-2003-CA-03263 (“Williams litigation,” “Williams action,” or “Williams plaintiffs”). The case was brought by the law firm of Doffermyre, Shields, Canfield & Knowles on behalf of a class of plaintiffs claiming physical and emotional injuries as a result of being exposed to lead, PCBs, arsenic, and other contaminants emanating from incinerators and dump sites owned and operated by the City. (Decl. of Richard Pratt, Ex. 1; Doc. No. 245 at 2, filed Nov. 2, 2006.) Ten months later, on March 2, 2004, the City mailed notice of the Williams action to Transportation, and asked Transportation to provide a defense. (Id.) On May 18, 2004, after requesting and receiving an extension of time to respond, Transportation sent a response to the City via email informing the City that it would defend the City and pay “its fair share of reasonable and necessary expenses related to the defense” subject to a complete reservation of rights. (Id., Ex. 2.) Transportation stated that the issue of indemnification would be addressed at a later date after more information was obtained. (Id.) The City then chose the law firm of Steel, Hector & Davis as its defense counsel and Transportation assented to this choice. (Id.) As it had promised in its email transmission, Transportation funded the defense, eventually paying Steel, Hector & Davis approximately $3.9 million in attorneys’ fees and costs. (See Doc. No. 179.) On May 21, 2004, the City responded to Transportation agreeing to a defense funded by Transportation, yet the City asserted that since Transportation had tendered the defense under a reservation of rights, the City had the right to control the defense. (Doc. No. 179; Doc. No. 127, Ex. C.) On October 5, 2004 and October 6, 2004, Transportation transmitted five letters via certified mail, fax, and regular mail, explaining in detail the reasoning behind its reservation of rights with respect to certain claims asserted by the Williams plaintiffs. (Doc. No. 179; Doc. No. 127, Ex. E.) One of the bases for its reservation of rights was that Transportation had reason to believe that the City had potentially breached the cooperation clause provided in the insurance contract. (Doc. No. 127, Ex. E.) The cooperation clause of the insurance contract provides: Assistance and Cooperation of the Insured: The insured shall cooperate with the company and upon the company’s request, shall attend hearings and trials and shall assist in effecting settlements, securing and giving evidence, obtaining the attendance of witnesses and in the conduct of suits. The insured shall not, except at his own cost, voluntarily make any payment, assume any obligation or incur any expense other than for such immediate medical and surgical relief to others as shall be imperative at the time of accident. (Id.) Transportation also revealed that it had reason to believe the City had been formulating a settlement with the Williams plaintiffs “without providing to Transportation sufficient information for Transportation to be able to assess the claims made against the City.” (Id.) Transportation warned “[i]f the City settles the [Williams action] without the consent of Transportation, it will be considered a breach of the cooperation clause.” (Id.) The City issued a pointed response to Transportation’s letters, outlining the City’s disagreement with Transportation’s reservations of rights. (Doc. No. 179; Doc. No. 127, Ex. F.) The City also implied that Transportation had acted unprofessionally in handling the claim, and in particular, the City took issue with the way Transportation had approached settlement, by asserting that Transportation’s “representatives to the three mediation sessions ha[d] either been absent entirely (the first session) or scribes (the second and third sessions). Transportation asked no questions of either the plaintiffs, who are available to answer these questions, or the City.” (Doc. No. 127, Ex. G.) Thereafter, on November 5, 2004, Transportation filed the instant declaratory judgment action seeking a declaration as to the scope and nature of Transportation’s obligations, if any, to the City under the relevant insurance policies. (Doc. No. 1.) Almost immediately after the Complaint was filed in this declaratory judgment action, the City and the Williams plaintiffs entered into a Joint Defense Agreement. (Decl. of Richard Pratt, Exs. 3, 4.) Under the terms of the defense agreement, the City and the Williams plaintiffs agreed to share privileged and confidential information, and to otherwise cooperate in defending the claims asserted by Transportation. (Id., Ex. 4.) Pursuant to the agreement, the City and the Williams plaintiffs initiated communications regarding settlement of the Williams action. (Id., Exs. 4, 5.) Transportation was not made a party to these settlement discussions. (Id.) During the course of the settlement negotiations, the City and the Williams plaintiffs discussed what they referred to as either a “two tier” settlement proposal or a Cob-lentz agreement. In early December 2004, Mr. Shields, lead counsel for the Williams plaintiffs, proposed a “two tier” settlement structure where the City would pay a certain amount (tier one), then enter into a consent judgment for a much higher amount (tier two) that would only be enforced against the insurers. On December 8, 2004, and coincidentally after the City and the Williams plaintiffs had entered into their Joint Defense Agreement, Mr. Shields provided a copy of this “two tier” settlement structure to the City. (Id., Exs. 3, 8.) The City, however, did not provide Transportation a copy of the “two tier” settlement approach. (Id., Exs. 3, 9,10,13.) On December 10, 2004, Transportation attended a mediation of the Williams action. At the mediation, Transportation stated that it would contribute $1 million towards settlement of the claims. (Id., Exs. 11,13.) Transportation also informed the City that Transportation would offer more based on additional information that was supposed to be forthcoming. (Id., Exs. 16, 17.) During the course of the mediation, the City and the Williams plaintiffs held a brief meeting, in which Transportation was not in attendance, where the Williams plaintiffs “offered to settle for $90 million with the City making an initial payment of $45 million and assigning its claims against its insurer to collect the balance.” (Id., Exs. 3, 16.) The proposal included an additional provision that “in the event that there was no recovery against the insurance companies, the City would pay an additional $15 million.” (Id., Ex 3.) If the full $90 million was collected against the insurers, “the City would be reimbursed for its initial contribution.” (Id.) The City rejected the offer. (Id., Exs. 3,15,16.) Following the mediation, Transportation wrote to the City: I understand that the City entities are currently engaging in a process of assessing settlement in order to decide whether they want to provide a further settlement offer to the [Williams plaintiffs]. During the mediation, the City entities agreed that they would discuss any potential offer with Transportation Insurance Company [ ] prior to making such an offer and allow [Transportation] to voice any objection it has. As you know, it is [Transportation’s] position that it would not be required to participate in a settlement that is either unreasonable or achieved without its consent. (Id., Ex. 18.) In response, the City wrote: “As you know, the City disagrees with [Transportation’s] position, which we believe contrary to Florida law. [Transportation] does not have the right to ‘bless’ any settlement given [Transportation’s] anticipatory repudiation of its obligations under the policies.” (Id., Ex. 19.) On December 23, 2004, Transportation responded, claiming that it had “not repudiated any of its obligations under the various policies of insurance issued to the City,” and further warning “if the City of Jacksonville settles without [Transportation’s] permission, it breaches the consent provisions and voids its rights to coverage.” (Id., Ex. 20.) Thus, by December 2004, as Cindy Laquidara, Chief Deputy General Counsel at the Office of General Counsel for the City acknowledged, “the City knew that Transportation wanted to be involved in all of the settlement negotiations.” (Id., Ex. 11.) Indeed, “there was no question in the City’s mind ... that Transportation’s view was that it wanted to be involved in all settlement discussions.” (Id.) Also, Transportation reiterated to the City on eight or nine different occasions that it was Transportation’s view that if the City settled with the Williams Plaintiffs, the City forfeited any coverage under the policies. (Id.) The City indicated that it understood this to be Transportation’s position. (Id.) The City, however, believing that Transportation’s legal analysis was incorrect, ignored Transportation’s repeated warnings and continued to engage in settlement negotiations with the Williams plaintiffs without including Transportation in the discussions. (Id., Ex. 11.) On January 11, 2005, Ms. Laquidara called a “shade meeting” with the Jacksonville City Counsel to discuss the Williams action. (Id., Ex. 21.) On January 20, 2005, Transportation met with the City’s defense attorneys, Janet Munn and Gerry Gibson both of Steel, Hector & Davis LLP., in order to also discuss the Williams action. (Id., Exs. 22, 23.) In “late January,” and without the involvement of Transportation or the City’s Defense Counsel, Ms. Laquidara resumed discussing a “two tier” proposal with Mr. Shields. (Id., Ex. 11.) During the period of late January 2005, but before February 9, 2005, Ms. Laquidara recalled “there were a number of conversations between [herself] and Mr. Shields concerning potential settlement of the Williams action.” (Id, Ex. 11.) Also during this period, Ms. Laquidara made several settlement proposals, initially proposing that the City would contribute $8 million toward settlement. After a series of discussions, Ms. Laquidara eventually agreed that the City would contribute $25 million. {See id., Exs. 11, 14.) In addition, Ms. Laqui-dara proposed that the parties enter into a $65 million consent judgment to be enforced against Transportation. {See id., Ex. 11.) Transportation was at that time unaware of these settlement discussions. {Id.) On February 9, 2005, at 10:59 a.m., the City sent Transportation an email stating: “Mr. Shields has once again advanced a settlement proposal and wants the City to consider its options. The offer is not in writing and it is premature to advance any proposal for review by the carriers.” (Id, Ex. 24) (emphasis added). At 1:43 p.m. on that same day, Ms. Laquidara sent Mr. Shields a detailed written “Settlement Proposal” memorializing a proposal made by the Williams plaintiffs and a counterpro-posal from the City. (Id, Exs. 11, 25.) Both proposals contemplated that forty-percent of the first $40 million paid to the Williams plaintiffs would be derived from insurance proceeds. (Id) Both proposals also attached “a Consent Judgment! ] to be entered if [Transportation] challenge^] the absence of a judgment.” (Id) The City failed to inform Transportation about either proposal. (Id, Ex. 3.) On February 11, 2005, the City and Transportation held a telephone conference concerning a potential settlement. During the call, the City told Transportation that the City was contemplating a settlement whereby the City would pay $25 million over three years, purchase a number of houses in the contaminated area, and agree that the City and the Williams plaintiffs would pursue recovery against the insurers for the amounts paid and for an unspecified amount. (Id, Ex. 26.) The City, however, assured Transportation that it “would not consummate any settlement agreement without first discussing it with Transportation and giving Transportation an opportunity to provide input and improve upon the terms.” (Id, Ex. 3.) On February 14, 2005, Transportation wrote to the City informing it that Transportation “cannot and does not consent to this settlement based on the information and analysis provided to date.” (Id, Ex. 26.) Transportation also reminded the City that it was “defending [ ]the City with respect to these claims” and expected the City to “uphold its contractual obligation to cooperate with Transportation in this defense and not settle with the [Williams ] plaintiffs or make voluntary payments without Transportation’s consent.” (Id) Transportation also explained that it was “willing to contribute to a reasonable settlement.” Transportation, however, cautioned that “[w]e do expect and demand that the City not settle any claim that it asserts are Transportation’s responsibility without Transportation’s consent. Transportation does not consent to the settlement being discussed, as you have explained it, and any effort to enter into such a settlement would be in direct breach of the City’s contractual duties to Transportation.” (Id) In response, the City represented that the ongoing discussions between the City and the Williams plaintiffs were merely “preliminary negotiations, initiated by counsel for the Williams plaintiffs, and Ms. Laquidara is simply reacting to those discussions.” (Id., Ex. 27.) The City also took issue with Transportation’s assertion that the City was in breach of the insurance contract stating that “[w]e do not view the City’s efforts to seek options for its protection as a breach of any obligation owed under the law....” (Id.) During February and early March, Ms. Laquidara and Mr. Shields continued settlement discussions without informing or involving Transportation. (Id., Ex. 11.) On March 8, 2005, the City Council held another shade meeting to discuss the Williams action. (Id., Ex. 28.) Ms. La-quidara went into the meeting intending to “lay out the issues in the case and identify the proposal made by Mr. Shields and ultimately recommend it.” (Id., Ex. 11.) On March 10, 2005, Ms. Laquidara emailed Mr. Shields and informed him that “[w]e have made significant progress, with great difficulty, putting the 12.5 [million] on the table this fiscal year and the same next....” (Id., Ex. 29.) On March 14, 2005, Mr. Shields sent a draft of what he described as a “demand letter” to Ms. Laquidara for her comment. (Id., Ex. 30.) Ms. Laquidara did not provide any comments to Mr. Shields on the draft demand because “[w]e had had those arguments back and forth, and — and that’s the best deal I could get.” (Id., Ex. 12.) Although the March 14, 2005 letter was styled a “demand letter” it was understood that it was actually the product of two months of negotiations between the City and the Williams plaintiffs. (Id.) When the City forwarded the March 14, 2005, “demand letter” to Transportation, it stated “[w]e just received a settlement proposal from the plaintiffs in the Williams matter, which we enclose.” (Id., Ex. 31) (emphasis added). In its transmittal letter forwarding the settlement proposal, the City assured the following: “[w]e plan on contacting you in the very near future to schedule a meeting with counsel for [the Williams plaintiffs], City representatives and defense counsel to address issues raised by the proposal, afford [Transportation] an opportunity to negotiate a resolution, and[ ] provide [Transportation] and City representatives a vehicle to consider [Transportation’s] options under the circumstances.” (Id., Ex. 31.) On the same day that the transmittal letter was sent, Ms. Laquidara informed Mr. Shields that the City “believes that it would be good to reconvene with [the mediator in the Williams action, Jonathan Marks] and [Transportation].” (Id., Ex. 32.) In response, Mr. Shields stated: I am not sure I understand what purpose would be served by another conference. I suspect it would merely be a vehicle for [Transportation] to assert that the proposed settlement is unreasonable, that it does not have sufficient information, and that it needs more time. My experience ... is that an insurance company like [Transportation] will not be realistic about settlement until just before trial or disposition of motions for summary judgment in the [Declaratory Judgment] action. Thus, I think there is no chance that [Transportation] will make any offer at this stage. It seems to me we would merely be playing into their hands by participating in another session with them. (Id.) In the March 14, 2005 settlement proposal, Mr. Shields provided two options: (1) the City and Transportation would agree to pay $75 million and remediate the contaminated sites, or; (2) the City would agree to a Consent Judgment of $75 million and remediation of the sites, but the City would only pay $25 million and assign all of its rights to collect insurance proceeds for both the Consent Judgment and the site remediation to the Williams Plaintiffs who would then pursue an action against Transportation. The agreement also provided a mechanism whereby the City and the Williams Plaintiffs would share the proceeds of any amounts collected from Transportation. (Id., Ex. 31.) The letter indicated that the settlement offer would remain open for thirty days. (Id.) On March 21, 2005, Transportation wrote to the City reiterating Transportation’s views concerning the City’s obligation to cooperate in the defense of the Williams action. The letter stated: This letter reiterates Transportation’s position: the City may not settle with the [Williams plaintiffs] without Transportation’s consent if the City intends to seek indemnification from Transportation for the contemplated settlement amounts. The City’s right to indemnification is purely a product of the contracts between the City and Transportation. The City cannot claim entitlement to the policy privileges on the one hand while denying its obligations to comply with conditions precedent to coverage on the other. As we explained to you previously, the City is obligated to cooperate with Transportation under the plain, unambiguous contract terms, and any voluntary payments made by the City to settle the litigation will be at the City’s expense. If the City settles these matters without first obtaining Transportation’s consent, then the City will have forfeited any right to claim coverage for any of the amounts settled, including damages that otherwise may be covered. You have cited no law in support of the City’s position, unconvincingly noting only that you find the abundant contrary authority we cited previously to be “[un-Jpersuasive.” (Id., Ex. 33.) On March 31, 2005, the City responded to the March 21 letter stating: “[w]e also agree that insurers are entitled under Florida law to reserve their rights, but [Transportation] squints through rose-colored glasses when it suggests that the cooperation clause remains intact once it has.” (Id., Ex. 34.) After further elucidating its contrary position to that of Transportation, the City closed by saying: “[t]he City will continue to cooperate with [Transportation] in the defense, but will also decline to accept [Transportation’s] insistence upon approving any decision to settle so long as its reservation of rights is maintained.” (Id.) Transportation responded to the City’s letter by citing several cases that it contended supported its view on the issue of the insured’s duty to cooperate. (Id., Ex. 37.) On April 1, 2005, Transportation again wrote the City noting that because the March 15 letter indicated that the City was intending to set up a meeting with the Williams plaintiffs, it was “awaiting ... your stated proposed scheduling.” (Id., Ex. 35.) Transportation stated that it was “happy to meet with, and indeed wishes to meet with, [the City] (and whatever other parties that you deem appropriate) in connection with the proposed settlement.” (Id.) Transportation offered “to meet with all parties or any subset thereof if you so authorize and [ ] to set up a meeting in Jacksonville or Miami with those parties and/or [the Williams action mediator].” (Id.) On April 5, 2005, the City authorized Transportation to contact the Williams plaintiffs directly, but also stated: We agree that a conference should be scheduled, and will seek to coordinate one. You need not await such a conference, however, to contact the [Williams plaintiffs]. We too discovered that [the Williams action mediator] is not available anytime soon, but neither is that a requirement. Mr. Shields is presently in trial, so its hard to say when [the Williams plaintiffs] can meet, but his unavailability should smooth the path towards securing an extension of the deadline. We’ve a pending request to the [Williams plaintiffs] to provide us with available dates. (Id., Ex. 12.) As such, the City obligated itself to schedule a settlement conference between the City, the Williams plaintiffs, and Transportation. (Id.) Meanwhile, Ms. Laquidara continued to have conversations with Mr. Shields in which she assured him that she would recommend the March 14, 2005 settlement proposal to the City Council. (Id.) In fact, in April 2005 Mr. Shields believed that the City had agreed to a “settlement in principle.” Mr. Shields described the agreement as follows: As you know, by letter dated March 14, 2005 to [Ms. Laquidara], we outlined our best and final offer to settle the case. We indicated in the letter that, in the event [Transportation] do[es] not agree to accept our offer, we were willing to enter into a separate arrangement with the City pursuant to .which we would pursue its claims against [Transportation]. After making that offer, in a series of telephone conversations and emails, [Ms. Laquidara] confirmed that she would recommend to [the] City Council, and she expected the Council to follow her recommendation, that the City enter into the Tier II arrangement with us in the event [Transportation] did not accept the offer in Tier I. In a series of telephone conversations and e-mails at the time, I indicated to [Ms. Laqui-dara] that because it appeared we had a settlement in principle, we would not continue to expend funds on the development of our expert witnesses. On several occasions in telephone conversations, I told [Ms. Laquidara] I was relying on her representation regarding a settlement in principle in not doing things, such as working with our experts, that we should be doing in the event we didn’t have a settlement. I was assured that I had nothing to worry about. (Id., Ex. 38.) Transportation had no knowledge that the parties had agreed to a “settlement in principle.” (Id., Ex. 12.) Instead, in an April 15, 2005 letter, the City expressed to Transportation that the City and the Williams plaintiffs were “very much in an adversarial relationship. ...” (Id, Ex. 39.) On April 13, 2005, the City Informed Transportation that Mr. Shields was only willing to extend the settlement demand deadline if Transportation contacted him directly. (Id., Ex. 40.) On the same day that Transportation received this message, a representative of Transportation, Mr. Richard Pratt, called Mr. Shields and requested a meeting. During the call, Mr. Pratt expressed his desire to “meet and talk about trying to resolve the case,” and to that end Mr. Shields and Mr. Pratt exchanged dates they would be available for such a meeting. (Id., Ex. 41.) In “late April,” despite the understanding that a “settlement in principle” was in place, Ms. Laquidara informed Mr. Shields that she could not go forward with the settlement under its present terms. (See id., Exs. 12, 38.) After informing Mr. Shields of this, Ms. Laquidara described him as being “quite upset.” (Id, Ex. 12.) On May 4, 2005, the City and Transportation met in Atlanta and discussed whether the City would be interested in a “high/ low settlement agreement” with the Williams plaintiffs. (Id., Ex. 17.) Thereafter, the City and Transportation met with Mr. Shields and asked whether [the Williams plaintiffs] would be open to a high/low agreement. (Id., Ex. 12.) Mr. Shields stated that he would be open to considering such a settlement option. (Id.) The meeting ended with Transportation agreeing to provide a written proposal to the City and to the Williams plaintiffs, which “would include a resolution of [the Williams plaintiffs’ claims] and the City’s claim for coverage.” (Id., Ex. 12.) On May 11, 2005, Mr. Shields confirmed to Transportation that the Williams plaintiffs would be interested in a high/low settlement so long as the high was at least $75 million. (Id., Ex. 33.) On that same day, Mr. Shields wrote to Ms. Laquidara stating that the original Tier I $75 million settlement offer presented in the March 14 proposal was formally withdrawn. However, Mr. Shields added that the Tier II settlement offer, where the City would contribute $25 million and the Williams plaintiffs would then pursue Transportation for $75 million, remained open for an additional ten days. (Id., Ex. 42.) On May 17, 2005, Transportation responded to Mr. Shields’ communication and agreed to continue discussing the high/low settlement proposal. Transportation noted, however, that in its view the $75 million “high” figure was excessive and there was no basis for such a figure. (Id., Ex. 43.) Notwithstanding this, Transportation stated that it was willing to listen to “whatever arguments you wish to make with regard to this figure,” and offered to continue negotiating with the Williams plaintiffs. (Id.) Transportation added, “[w]e understand that you are continuing your discussions with the City. Our client would like to be informed of all settlement discussions and be given an opportunity to participate. We will continue to provide our views to the City regarding your settlement demands.” (Id.) On June 3, 2005, the City sent Transportation a potential high/low settlement proposal for review. (Id, Ex. 44.) The proposal provided a low of $25 million, and a high that was dependent on the resolution of various legal issues. (Id, Exs. 13, 44.) The City and Transportation spoke by telephone on June 9, 2005, to discuss the settlement. (Id, Ex. 13.) During the call, Transportation proposed a low of $15 million and a high of $35 million. (Id, Ex. 16.) The City requested that Transportation put its high/low proposal in writing. (Id, Ex. 13.) On the same day that the City and Transportation held a telephone conference, Mr. Shields sent Ms. Laquidara a draft of a letter that was addressed to Transportation asking for her “comments or suggestions.” (Id, Ex. 45.) The draft letter stated that the Williams plaintiffs would not recommend a high/low arrangement in which the low was less than $50 million and the high was not at least $125 million. (Id) In an email response, Ms. Laquidara said, “I do not think that the low is reasonable, and I hope that you will demonstrate flexibility if [Transportation] appears with some funds.” (Id., Ex. 46.) In a return email, Mr. Shields stated: We could have more flexibility on the low if the methodology for deciding the actual payment did not build in the delays of an appeal. In any event, I don’t believe that [Transportation] is likely to come up with any specific or reasonable offer given the current stage of things. I believe that if you want to apply pressure to it to make an actual offer, you should agree to the two-tiered approach we previously proposed (with appropriate adjustments for the delay) and let us shift the battle to coverage issues. I also believe that it is counterproductive to forcing [sic] [Transportation] to be reasonable, to seek to delay any of the scheduled deadlines in the state court action. (Id.) Transportation did not receive a copy of this communication, nor was it informed of its substance. (Id., Ex. 18.) On June 13, 2005, Transportation forwarded a draft high/low proposal to the City. Under the proposal, there would be a guaranteed low of $15 million, with Transportation paying up to $2.5 million and the City and its other insurers paying the remainder. (Id., Ex. 47.) There would also be a high of $35 million with Transportation paying up to $10 million and the City and its other insurers paying up to $25 million. (Id.) The letter further stated: “[p]lease note, however, that there are a number of aspects to this agreement that require City input. Most notably, the City would need to figure out what high/low it was willing to live with given Transportation’s contribution.” (Id.) Transportation also noted that there were “various legal issues relating to the underlying claim and to coverage that would also have to be discussed in more detail.” (Id.) Transportation, however, noted that it was willing to work with the City to “make the settlement more appealing to the plaintiffs.” (Id.) Transportation also acknowledged receiving Mr. Shields’$125 million/$50 million high/low settlement proposal, commenting that in its view “such numbers [were] extraordinarily inflated” and Transportation would not consent to a settlement in that range. (Id.) On June 16, 2005, Transportation asked to meet with the City to discuss the Williams action. (Id., Ex. 48.) On June 20, 2005, Ms. Laquidara wrote to Transportation that she did not believe the Williams plaintiffs would take a low of less than $25 million and that she did not believe the high of $35 million was realistic. (Id., Ex. 49.) She further stated: “Of course, we have no objection to your calling [the Williams plaintiffs’] counsel and attempting to reach an agreement with them. If they agree to your proffered offer, we can then devise our own split for contributions.” (Id.) Transportation responded on the same day, stating: Thank you for your response on the settlement issue. Is the City committing to paying the first $25 million of any settlement regardless of the structure? Is it the City’s position that it does not want to have any further input into any discussions with the [Williams plaintiffs]? Is the City now taking the position that it will not provide full policy releases if a settlement can be negotiated? We just need to understand what you are telling us. Do you want to discuss this further? Transportation then reiterated its request for a meeting. (Id.) On June 29, 2005, Transportation again wrote to the City, attaching a brief proposed letter to Mr. Shields for review and comment. Transportation stated: This letter is based on an assumption, confirmed in our recent conversation, that the City has committed to paying $25 million of any settlement. If this settlement is achieved, [Transportation] would expect a full policy release for known and unknown policies and known and unknown claims. Please let us know if you disagree with those terms. (Id., Ex. 50.) Transportation again asked to meet with the City to discuss the Williams action, despite the City’s prior suggestions that such a meeting would be a “waste [of] time.” (See id.) The City declined Transportation’s request a meeting. (Id., Exs. 3, 17.) On July 1, 2005, the City wrote the following: We have previously written extensively on our views regarding the City’s cooperation, and will not further belabor the point. Suffice it to say that we disagree .... With regard to settlement, the City’s willingness to commit money towards settlement is separate and apart from any negotiated resolution with the [Williams plaintiffs] on a high/ low. We have no problem in your endeavoring to have Mr. Shields agree to numbers which we know will be rejected (as do you), but out commitment to participate in that settlement must separately be negotiated with [Transportation], (Id., Ex. 51.) While Transportation was attempting to engage the City in a dialogue concerning the defense of the Williams action, including a settlement under a high/low structure, Ms. Laquidara, without Transportation’s consent or knowledge, renewed negotiations with Mr. Shields on the previously discussed “two tier” settlement approach. (Id., Ex. 13.) On July 5, 2005, after a series of discussions between herself and Mr. Shields, Ms. Laquidara asked the City Council to notice a “shade meeting” for July 18, 2005 to discuss the Williams action. (See id., Exs. 13, 52.) On July 6, 2005, Transportation renewed its request for a meeting noting that it had “requested to meet with the City and its counsel for weeks to discuss the Williams litigation, but to no avail.” (Id., Ex. 53.) Transportation also asked the City for instructions on whether to send the draft letter to Mr. Shields, saying: If you or the City have any specific comments regarding the letter or wish to discuss the approach or any other issue, please contact us so that we can move forward (if that is, in fact, what the City wishes to do). In addition, we need to have a firm commitment from the City on the amount it will contribute to the high/low and the scope of release to Transportation since Transportation will be committing to a substantial amount of money if the offer is accepted by the [Williams plaintiffs]. Please let us hear from you this week. (Id.) Transportation again asked the City to meet on July 14, 2005. (Id., Ex. 54.) On July 18, 2005, the City Council held a shade meeting to discuss the Williams action. (Id., Ex. 55.) On July 19, 2005, Ms. Laquidara sent Mr. Shields a draft document entitled as follows: “The Undersigned Attorneys Confirm Each Has The Authority To Enter Into The Following Agreement, In Line With The Previously-Expressed Authority In The Attached Letter Being Tendered To Insurance Carriers.” (Id., Ex. 56.) Despite its title, the draft was never “tendered to [Transportation].” (Id., Exs. 3,13,15.) On July 20, 2005, Ms. Laquidara sent Mr. Shields a draft Release and Waiver of Claim. (Id., Ex. 57.) This document was not sent to Transportation. (Id., Ex. 3.) On July 21, 2005, Mr. Shields sent Ms. Laquidara a draft agreement. (Id., Ex. 58.) On July 22, co-counsel for the Williams plaintiffs, Wayne Alford, sent an email to counsel for the City stating that a proposed scheduling order requesting to move the trial date in the Williams action “should reflect that the September 7, 2005 hearing time will stay on the calendar which we plan on utilizing to get approval of the settlement.” (Id., Ex. 59.) Transportation was not made aware of this plan. (Id., Ex. 13.) On July 22, 2005, the City revealed to Transportation that the City had renewed its settlement negotiations with Mr. Shields. (Id., Ex. 17.) In response, Transportation demanded that the City immediately provide information on all settlement discussions, including all offers and demands made. (Id., Ex. 60.) In addition, Transportation noted its frustrátion with the City, and again reiterated that it did not consent to the City’s settlement approach: Finally, and most troubling perhaps, the City promised us that it would keep us informed in this litigation and give us an opportunity to have meaningful input. It promised biweekly calls. Yet when we asked to have such calls set up, the City failed to do so. We also asked for an in person meeting. The City refused. We have asked for the evaluations of this case and the four initial plaintiffs and the City has not provided them to us. Indeed, the City has confirmed that it is withholding certain analysis from its counsel for which Transportation paid. There is no doubt that the City has breached the cooperation provisions in the policies. There is also no doubt that Transportation has been severely prejudiced by the City’s actions. Lest there be any misunderstanding, let us make Transportation’s position clear. It does not consent to the City’s unilateral negotiations with the claimants; it has not consented to the settlement (the terms of which have not been disclosed to Transportation); and it contends that the City has breached the insurance contracts by its actions. (Id.) Notwithstanding this, however, Transportation asked to “set up a meeting to discuss these matters immediately.” (Id.) On July 28, 2005, the City responded: [I]t is long since plain that we disagree on the law, including whether a defense under a reservation of rights entitles [Transportation] to review materials in advance of their filing. The City clearly is entitled to discuss matters with Plaintiffs, and one view of present legal precedent fully supports the notion that the City can consummate a settlement even without [Transportation’s] knowledge. Last, [Transportation] has made it very clear that it will not approve any settlement in keeping with the previous settlement rejected by it in March 2005. Once we have learned more of Plaintiffs’ intentions with regard to settlement, we will let you know. (Id., Ex. 61.) Notwithstanding the intimation made to Transportation that the terms of a settlement were uncertain and that the City was waiting to hear from counsel for the Williams plaintiffs, Ms. Laquidara testified that by July 28, 2005, “the monetary terms, which were the same monetary terms almost precisely as [those in the proposal found in the] March [15] letter were pretty much negotiated.” Or as another one of the City’s attorneys testified, “the essence of a deal was struck with the [C]ity sometime around July 21, 2005.” (Id., Ex. 10.) On July 28, Mr. Shields sent an email to Ms. Laquidara stating: Our position continues to be that it is a mistake to give the insurance companies any more time because they will respond by acting like they are interested in settlement but will not do anything. That course of action would give them the opportunity to act like they were being reasonable and might put us at risk of further delays while we called their bluff. We don’t think we have anything to gain by giving them an opportunity to respond. It is also our position that the City needs to send the letter terminating the reservation of rights agreement before you sign our “agreement to recommend settlement” and that we need the “agreement to recommend settlement” to proceed with our scheduling, including getting out reasonable written notice, of an approval meeting with our clients. Consequently, we urge that the letter be sent out as soon as possible and that we need to finalize the “agreement to recommend settlement”, [sic] get it signed by the respective parties to it, and get to work on the final agreement which will be signed by the authorized representative of our respective clients after the clients have given the final authority. (Id., Ex. 62) (emphasis added). Transportation was unaware of the contents of this email. (Id., Ex. 3.) Ms. Laquidara also asked for an “evaluation” from her defense counsel to try to bolster the settlement. As such, when Mr. Shields sent an email to Ms. Laquidara on August 1, 2005, noting that there were 400 plaintiffs that Mr. Shields “can’t locate at all or who refused to cooperate and come in for an interview,” Ms. Laquidara asked Mr. Shields whether she could share that information with the City’s defense counsel (which was being paid for by Transportation). (Id., Ex. 63.) Mr. Shields replied that he had “some uneasiness about sharing such information with Steel, Hector,” and so the information was never provided to the City’s defense counsel. (See id.) The communications were also never provided to Transportation. (Id., Ex. 3.) On August 1, 2005, Ms. Laquidara asked Mr. Shields to provide her seven days to draft an ordinance approving the settlement. Mr. Shields responded, “I don’t have any problem in giving seven days to get the ordinance, provided the agreement gets signed no later than Friday [August 5, 2005].” (Id., Ex. 64.) A few hours later, Mr. Shields sent Ms. Laquidara a draft of a demand letter. (Id., Ex. 3.) He asked for her input on what to include “so as to counter any misimpression [Transportation] claim[s] to have about recent discovery.” (Id., Ex. 65.) Later that day, Mr. Shields sent Ms. Laquidara an email pressuring her to terminate the defense provided by Transportation stating: Has the termination letter been sent to the insurance companies? As you know, we do not believe that we should sent [sic] out our Notice Letter until the termination letter has been sent. We thought the termination letter was going out yesterday, as we discussed on Friday, so we prepared the letter, stuffed the envelopes and put postage on the envelopes. We had to pull the letters at the last minute when the termination letter was not sent.... I hate to pressure you but we need to get the go ahead to proceed and we need the termination to be sent to do that. (Id., Ex. 66.) On Wednesday, August 3, 2005, the City sent a letter to Transportation informing Transportation that the City had “determined conditionally to accept a proposal, quite similar to the proposal made by Plaintiffs in March 2005, to settle all claims.” (Decl. of Richard Pratt, Ex. 67.) The letter attached a draft settlement agreement and a demand letter from Mr. Shields “insisting that the City enter the Agreement by this Friday or face its withdrawal.” (Id.) The letter continued: The proposal has only conditionally been accepted, and is subject to small modifications, but is essentially agreeable to the City. We wished to afford [Transportation] a brief opportunity once again to withdraw their reservation of rights and declinations of coverage and undertake the policyholders’ defense without limitation, or negotiate a settlement, inclusive of your clients, comprising different terms and amounts acceptable to Plaintiffs and the policyholders. Should the City act to consummate the settlement, it will simultaneously decline to accept any further defense tendered under the reservation of rights, having elected to limit its exposure by other means, and the defense team will presumably stop work at that point. (Id.) Ms. Laquidara testified, however, that she was “certain” that the numbers in the proposal would not change, and explained “I couldn’t get a better deal than-than the one that was on the table.” (Id.) On the afternoon of August 3, 2005, Mr. Shields complained to Ms. Laquidara about the City’s August 3 letter stating: I had assumed, based on our conversation last Friday, that the letter would be a termination of the reservation of rights agreement unless [Transportation] agreed to defend without a reservation and thereby accept coverage of all claims asserted in the lawsuit, or agreed to settlement. That way you would be in a position to sign the Agreement on Friday, having terminated the defense agreement. It sounds to me that the letter was not a termination of the reservation of rights letter but was merely another demand that [Transportation] settle. Consequently, I don’t see how we can be announcing a meeting to vote on a settlement agreement. To do so could be used as evidence that you agreed to a settlement before you terminated the agreement with the insurers and thus constituted a breach of the cooperation clause. (Id., Ex. 68) (emphasis added). On August 4, 2005, Transportation responded to the City’s August 3 letter, complaining about the short amount of time for review and describing the history of settlement discussions of which it was aware. (Id., Ex. 69.) Furthermore, Transportation stated: In short, Transportation objects to the City’s lack of cooperation in the defense of the underlying case as well as the facts and circumstances surrounding the most recent settlement proposal. Despite the City’s frequent and prejudicial failure to cooperate, as well as its blatant bad faith attempts to shield information regarding the case and settlement from Transportation, Transportation remains willing to meet with you and/or the claimants’ counsel to discuss the case. In the meantime[,] and as Transportation has frequently asserted to you in the past, Transportation reserves all of its rights under the applicable policies and law and insists that the City refrain from entering any settlement without its consent. (Id.) On Friday, August 5, 2005, the City informed Transportation that Mr. Shields had agreed to extend the settlement proposal deadline to August 10, 2005, giving Transportation an opportunity to engage the City and the Williams plaintiffs in settlement discussions. (Id., Ex. 70.) However, the City continued saying: As our exchanges of correspondence to date make plain, the substantial differ-enees of opinion between [Transportation] and the City with respect to the parties’ respective duties are not liable to be resolved in such a conference, but the City welcomes any approach that would entitle it to the same benefit ... as the [Williams plaintiffs’] proposal.... Whether the City’s decision is reasonable does not seem more likely to be resolved by mutual agreement than the question of whether it needs [Transportation’s] permission to pursue this course. (Id.) On Monday, August 8, 2005, Transportation and the City had a conference call. Although the City had previously represented that “there is time for the discussion you propose,” when Transportation suggested that the City and Transportation combine their efforts and reach out to the Williams plaintiffs together about settlement, Ms. Laquidara refused saying “the financial terms would not change.” (Id., Exs. 13, 71.) On August 10, 2005, Transportation, as requested, formally responded to the settlement proposal attached to the City’s August 3, 2005 letter stating: Based on the information provided (including the analysis from defense counsel that was apparently done after the settlement had been reached), Transportation explicitly declines to give consent to the settlement proposal because it is manifestly unreasonable. Moreover, the fact that the City has already agreed in principle to this settlement without consent has effectively neutralized Transportation’s ability to have any meaningful input or impact on the proposed settlement. Transportation strongly urges the City not to agree to this settlement, which is plainly unreasonable and tainted with bad faith. It is not in the City’s best interest and it is extremely prejudicial to the insurers who have agreed to fully fund the City’s defense in this matter. As such, Transportation does not consent to the proposed settlement. Any settlement consummated along the terms outlined in your August 3, 2005 correspondence would be an uncovered voluntary payment and would void the City’s insurance coverage. Any effort to enter into such a settlement would be a direct and intentional breach of the City’s contractual duties to Transportation and would preclude the City from any and all rights to recovery under the policies. Transportation thus expects and demands that the City not settle any claims that it asserts are Transportation’s responsibility without Transportation’s consent. Transportation reserves all of its rights in this regard and intends to enforce those rights if the City chooses on its own to incur liability by settling the [Williams action] without obtaining Transportation’s consent. (Id., Ex. 71.) Also in the letter, Transportation gave a detailed explanation of its reasons for not agreeing to the proposed settlement. (Id.) Shortly thereafter, the City wrote Transportation explaining that it had “conditionally accept[ed]” the settlement offer and “conditionally rejected] any further defense under a reservation of rights for the Williams action, as [Transportation] ha[s] refused to withdraw their reservations of right and declinations of coverage.” (Id., Ex. 72.) The City and the Williams plaintiffs formally executed the settlement agreement on August 11, 2005, and on August 24, 2005, the City provided Transportation with copies of the executed agreement. On September 1, 2005, the City Council formally approved the settlement. (See Doc. No. 189, Exs. 127,128,129.) The crux of this case is that Transportation contends the City breached the cooperation and voluntary payment clauses of the relevant insurance policies when they entered into a settlement agreement without the consent of and over the express objections of Transportation. This Court has previously ruled that the City indeed breached the cooperation and voluntary payment clauses of the insurance contract, and this breach substantially prejudiced Transportation. (Doc. No. 179, entered Apr. 11, 2006.) The present motion concerns the issue of whether by its words and actions Transportation exercised good faith and due diligence in attempting to bring about the City’s cooperation. II. Discussion A. Standard of Review Summary judgment is appropriate only “if the pleadings, depositions, answers to interrogatories and admissions on file, together with the affidavits, if any, show that there is no genuine issue as to any material fact and that the moving party is entitled to judgment as a matter of law.” Fed.R.Civ.P. 56(c). The moving party bears the initial burden of showing the Court, by reference to materials on file, that there are no genuine issues of material fact that should be decided at trial. Clark v. Coats & Clark, Inc., 929 F.2d 604, 608 (11th Cir.1991). When a moving party has discharged its burden, the nonmoving party may not simply rest on the pleadings, but must “go beyond the pleadings,” and by its own affidavits, or by “depositions, answers to interrogatories, and admissions on file,” designate specific facts showing that there is a genuine issue for trial. Celotex Corp. v. Catrett, 477 U.S. 317, 324, 106 S.Ct. 2548, 91 L.Ed.2d 265 (1986). In determining whether the moving party has met its burden of establishing that there is no genuine issue as to any material fact and that it is entitled to judgment as a matter of law, the Court must draw inferences from the evidence in the light most favorable to the nonmovant, Key West Harbour v. City of Key West, 987 F.2d 723, 726 (11th Cir.1993), and resolve all reasonable doubts in that party’s favor. Spence v. Zimmerman, 873 F.2d 256, 257 (11th Cir.1989). Thus, if a reasonable fact finder evaluating the evidence could draw more than one inference from the facts, and if that inference introduces a genuine issue of material fact, then the Court should not grant the summary judgment motion. Augusta Iron & Steel Works v. Employers Ins. of Wausau, 835 F.2d 855, 856 (11th Cir.1988). It must be emphasized that the mere existence of some alleged factual dispute will not defeat an otherwise properly supported summary judgment motion. Rather, “the requirement is that there be no genuine issue of material fact.” Anderson v. Liberty Lobby, Inc., 477 U.S. 242, 248, 106 S.Ct. 2505, 91 L.Ed.2d 202 (1986) (emphasis added). A dispute about a material fact is “genuine” if the “evidence is such that a reasonable jury could return a verdict for the nonmoving party.” Id. The inquiry is “whether the evidence presents a sufficient disagreement to require submission to a jury or whether it is so one-sided that one party must prevail as a matter of law.” Id. at 251-52, 106 S.Ct. 2505. B. The present case was filed as a Declaratory Judgment Action pursuant to 28 U.S.C. §§ 2201 and 2202. Jurisdiction was predicated pursuant to 28 U.S.C. § 1332, as complete diversity exists between the parties. Since federal jurisdiction arises in this case under the Court’s diversity jurisdiction, according to Erie Railroad Co. v. Tompkins, 304 U.S. 64, 58 S.Ct. 817, 82 L.Ed. 1188 (1938), and its progeny, the Court must apply state substantive law as to any matter not “governed by the Federal Constitution or by Acts of Congress.” Id. 58 S.Ct. at 822; see also 28 U.S.C. § 1652. Accordingly, this Court has applied Florida state law throughout the disposition of this case, and the parties have not objected. See Cavic v. Grand Bahama Dev. Co., 701 F.2d 879, 882 (11th Cir.1983) (finding that absent the parties raising a conflicts of law issue, the substantive law of the forum governs the case in the absence of facts justifying the application of the law of another jurisdiction). The present Motion for Summary Judgment is the third such motion Transportation has filed with respect to the issue of whether the City has forfeited indemnification under the terms of the insurance contract because it breached the cooperation clause. The first summary judgment motion was filed on November 7, 2005. (Doc. No. 110.) On April 11, 2006, this Court entered an Order granting in part and denying in part the motion. (Doc. No. 179.) In its April 11, 2006 Order, this Court found that Transportation had satisfied its duty to defend, and that Transportation complied with the requirements of Florida’s Claims Administration Statute. The Court also found that Transportation did not cede control over the defense of the Williams action to the City by electing to defend the ease under a reservation of rights, and that the City’s conditional rejection of the defense was ineffective because it came after the City and the Williams plaintiffs had already reached a settlement agreement. Specifically, although the Court acknowledged the City could have regained control of the defense had it actually rejected the defense, see Aguero v. First American Insurance Co., 927 So.2d 894, 898 (Fla. 3d DCA 2005), the City’s rejection of the proffered defense was nevertheless illusory. Moreover, the Court, applying Ramos v. Northwestern Mutual Insurance Co., 336 So.2d 71, 75 (Fla.1976), held the City had breached the cooperation clause of the insurance contract because: (1) the City failed to cooperate with Transportation; (2) the City’s failure was material; and (3) the failure to cooperate substantially prejudiced Transportation. The Court, however, did not rule that Transportation was excused from its obligations under the policies because the Court, at that time, was of the opinion that issues of material fact remained with respect to the final requirement of the Ramos test, which looks to whether the insurer exercised good faith and due diligence in attempting to bring about the cooperation of its insured. Id. The exact scope of what constitutes an insurer’s exercise of good faith and due diligence in attempting to bring about the cooperation of its insured was, at the time, an issue that puzzled the Court because there was a paucity of Florida and Eleventh Circuit authority addressing the subject. In such cases where there is a lack of controlling authority, the Court must make an “educated guess as to how the Florida courts would resolve the issue.” Shapiro v. Associated Intern. Ins. Co., 899 F.2d 1116, 1118-19 (11th Cir.1990) (quoting Smigiel v. Aetna Cas. & Sur. Co., 785 F.2d 922, 925 (11th Cir.1986)); Trail Builders Supply Co. v. Reagan, 409 F.2d 1059, 1061 (5th Cir.1969). Furthermore, parties presumably take a calculated risk when seeking a federal forum, rather than a state forum, to decide an unclear area of state law. See DeWeerth v. Baldinger, 38 F.3d 1266 (2d Cir.1994). After considering the parties’ briefs and the cited case law, the Court sided with the City and framed the issue as “whether Transportation exercised good faith in bringing about cooperation and negotiating settlement during the underlying Williams litigation.” (Doc. No. 179 at 22.) On May 25, 2006, Transportation filed a Supplemental Motion for Summary Judgment, where it argued that even given the Court’s broad articulation of the scope of the cooperation issue, it was entitled to Summary Judgment. (Docs. No. 188-90.) On October 11, 2006, the Court denied Transportation’s Supplemental Motion for Summary Judgment stating: “the Court cannot find as a matter of law that Transportation attempted in good faith to foster cooperation and that a reasonable and prudent person would not have either accepted the settlement proposed or negotiated a different settlement. These issues must be decided by the fact-finder.” (Doc. No. 243 at 2.) However, on July 20, 2006, Judge Monte C. Richardson, the Magistrate Judge assigned to this case, entered an Order Denying the City’s Motion to Compel Production of Documents and Attendance at a Noticed Deposition. (Doc. No. 221.) Specifically, the Magistrate denied the City’s request for “discovery in the form of documents, including Plaintiffs’ claim file, litigation file, and all other documents relating to Plaintiffs’ entire handling of the claims” and the City’s request “to depose all individuals involved in Plaintiffs’ handling of the claim.” (Id. at 4.) The Magistrate thus rejected the City’s argument that in determining whether Transportation exercised good faith and due diligence in fostering the City’s cooperation, a totality of the circumstances analysis, which would examine the entire claims handling process, including any evaluation of the settlement, was required. Instead, the Magistrate concluded resolution of the issue required only “an analysis as to what actions [Transportation] took and what conversations [Transportation] had with the City in an attempt to foster cooperation from the City with regard to the settlement proposal in the Williams litigation.” (Id. at 9.) The City Appealed the Magistrate Judge’s ruling arguing that the July 20, 2006 Order was in direct conflict with the District Court’s April 11, 2006 Order. (Doc. No. 234, filed Aug. 7, 2006.) And, indeed, the City was to a certain degree correct. However, the Court noticed the Magistrate’s Order cited a recent Eleventh Circuit decision, Philadelphia Indemnity Insurance Co. v. Kohne, 181 Fed.Appx. 888 (11th Cir.2006), which described the duty to foster cooperation inquiry as quite narrow. The Court was also aware of its power pursuant to Federal Rule of Civil Procedure 54 to revise any previous ruling before adjudicating all claims in a particular case. Thus, after considering the present ease in light of Kohne and upon reexamining the applicable state law, it became apparent to the Court that its prior rulings on the scope of the insurer’s duty to foster cooperation were no longer tenable. Accordingly, on November 11, 2006, this Court affirmed the