Travelers Property Casualty Company of America v. Ocean Reef Charters LLC ( 2023 )


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  • USCA11 Case: 21-14509    Document: 38-1     Date Filed: 06/23/2023   Page: 1 of 30
    [PUBLISH]
    In the
    United States Court of Appeals
    For the Eleventh Circuit
    ____________________
    No. 21-14509
    ____________________
    TRAVELERS       PROPERTY     CASUALTY         COMPANY        OF
    AMERICA,
    Plaintiff-Counter Defendant-Appellant,
    FLYHOPCO LLC, et al.,
    Plaintiffs,
    versus
    OCEAN REEF CHARTERS LLC,
    Defendant-Counter Plaintiff-Appellee,
    STONEGATE BANK,
    USCA11 Case: 21-14509     Document: 38-1      Date Filed: 06/23/2023    Page: 2 of 30
    2                     Opinion of the Court                21-14509
    Defendant.
    ____________________
    Appeal from the United States District Court
    for the Southern District of Florida
    D.C. Docket No. 9:18-cv-81270-RAR
    ____________________
    Before NEWSOM, LUCK, and TJOFLAT, Circuit Judges.
    TJOFLAT, Circuit Judge:
    This is the second time this Court has considered this insur-
    ance coverage dispute between Travelers Property Casualty Com-
    pany of America (“Travelers”) and Ocean Reef Charters LLC,
    (“Ocean Reef”), a Florida Limited Liability Company. Ocean Reef
    owned a 92-foot yacht, the M/Y My Lady, which was destroyed dur-
    ing Hurricane Irma in September 2017. Ocean Reef had a $2 mil-
    lion insurance policy with Travelers covering property damage to
    the yacht. One of the My Lady’s representatives for Ocean Reef
    with respect to the boat, Richard Gollel, moored the yacht to a
    dock behind his Pompano Beach, Florida residence as the hurricane
    approached. But the yacht was destroyed by what registered as a
    Category 4 storm.
    Travelers tried to avoid paying for the loss by preemptively
    seeking a declaratory judgment that the policy did not cover the
    loss because Ocean Reef did not have a full-time, licensed captain
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    21-14509                   Opinion of the Court                                3
    and crew for the yacht during the hurricane, as required under war-
    ranties in the insurance policy. It brought the declaratory action in
    the Western District of New York, alleging that Ocean Reef had an
    office and its principal place of business in Rochester, New York.1
    Under New York state law, an insured forfeits coverage by violat-
    ing a marine insurance warranty, regardless of whether the viola-
    tion had any effect on the accident. 2 The same is true under federal
    admiralty law as applied to at least some marine insurance warran-
    ties. Travelers Prop. Cas. Co. of Am. v. Ocean Reef Charters LLC, 
    996 F.3d 1161
    , 1167–68 (11th Cir. 2021).
    The Western District of New York granted Ocean Reef’s
    motion to transfer the case to the Southern District of Florida un-
    der 
    28 U.S.C. § 1404
    (a). The Court found venue proper in the
    Southern District of Florida because the convenience of witnesses
    favored Florida, New York bore little connection to the dispute,
    and, for the purposes of considering the motion to transfer, the
    1 The Travelers insurance policy for the My Lady stated Ocean Reef was in care
    of Gollel’s company, Richard Gollel & Co., Inc., which has a Rochester, New
    York address.
    2 See Com. Union Ins. Co. v. Flagship Marine Servs., Inc., 
    190 F.3d 26
    , 31–32 (2d
    Cir. 1999) (discussing how, “[u]nder . . . the law of most states,” including New
    York, “warranties in maritime insurance contracts must be strictly complied
    with, even if they are collateral to the primary risk that is the subject of the
    contract, if the insured is to recover” (citing 
    N.Y. Ins. L. § 3106
    (c))). “How-
    ever, unlike New York and the majority of states, Florida does not require
    strict compliance with all warranties, but it does preclude recovery where the
    ‘breach or violation increased the hazard by any means within the control of
    the insured.’” Id. at 32 (quoting 
    Fla. Stat. § 627.409
    (2)).
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    4                          Opinion of the Court                         21-14509
    choice-of-law analysis favored applying Florida law rather than
    New York law. After the transfer, Ocean Reef—relying on Florida
    law—counterclaimed for damages on the theory that Travelers
    breached the insurance contract by refusing to cover the loss. It
    claimed it had a right to recover the policy maximum, as no de-
    ductible applied because the accident was a total loss of the yacht.
    Ocean Reef also sought declaratory judgments that the warranties
    did not preclude coverage. Under Florida law, an insured remains
    covered for an accident despite violating a policy warranty, unless
    the violation “increased the hazard by any means within the con-
    trol of the insured.” 
    Fla. Stat. § 627.409
    (2).
    On cross-motions for summary judgment, the District
    Court granted summary judgment for Travelers, agreeing with it
    that federal law applied, and that Ocean Reef therefore forfeited its
    insurance coverage. On appeal, we reversed, holding that under
    Wilburn Boat Co. v. Fireman’s Fund Insurance Co., 
    348 U.S. 310
    , 
    75 S. Ct. 368 (1955)
    , Florida law applied because we did not find that any
    “entrenched federal maritime rules governing captain or crew war-
    ranties” existed. Travelers, 996 F.3d at 1169, 1171. That meant
    Travelers would have to prove on remand that the failure to retain
    a full-time captain “play[ed] [a] part in the loss” under Florida’s anti-
    technical statute. 3 Id. at 1170 (quoting parenthetically Pickett v.
    Woods, 
    404 So. 2d 1152
    , 1153 (Fla. 5th Dist. Ct. App. 1981)).
    3Florida Statute § 627.409(2) is a “so-called ‘anti-technical statute.’” Travelers,
    996 F.3d at 1164. The statute “was ‘designed to prevent the insurer from
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    21-14509                  Opinion of the Court                               5
    On remand, because Travelers offered no expert witness—
    such as a licensed captain competent to speak to the issue—to
    prove that the lack of a full-time captain and crew played a role in
    the destruction of the yacht during Irma, the District Court granted
    summary judgment to Ocean Reef. We affirm.
    I.
    A.
    Ocean Reef first obtained insurance from Travelers for the
    My Lady in 2014. Coverage under that plan ran from October 10,
    2014, through October 10, 2015. Ocean Reef renewed its policy for
    two more terms, so that in September 2017, it was covered by a
    policy running from October 10, 2016, through October 10, 2017.
    The policy covered Ocean Reef for up to $2,000,000 of property
    damage.
    Ocean Reef’s insurance policy had contained two express
    warranties since Ocean Reef first insured the My Lady with Travel-
    ers in 2014. One was called the “Captain Warranty.” The Captain
    Warranty provides:
    It is warranted you employ a professional captain for
    the yacht shown on the Declarations Page of this pol-
    icy. Such captain shall be employed full time and ap-
    proved by us. We will pay up to $1,500 for the cost
    of hiring a replacement captain, approved by us, if
    avoiding coverage on a technical omission playing no part in the loss.’” Id. at
    1170 (quoting parenthetically Pickett v. Woods, 
    404 So. 2d 1152
    , 1153 (Fla. 5th
    Dist. Ct. App. 1981)).
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    6                      Opinion of the Court                21-14509
    your captain is unable to perform his regular duties
    due to a medically certified cause.
    The other warranty was called the “Crew Warranty.” The
    Crew Warranty provides:
    You employ 1 full time or part time professional crew
    for your yacht shown on the Declarations Page of this
    policy. We also provide coverage for any additional,
    temporary crew you employ.
    Travelers initially issued the insurance policy with the Cap-
    tain and Crew Warranties only after Ocean Reef amended its ap-
    plication to represent that it would employ Jason Gabriel—a pro-
    fessional, licensed captain—as the full-time captain. Gabriel re-
    signed later that year. Ocean Reef then hired Captain Michael
    McCall—another licensed, professional captain—in January 2015.
    Captain McCall accompanied Gollel and his family on a two-week
    trip to the Bahamas shortly after he began his duties. He remained
    captain of the My Lady until April 2015, though he noted in his dep-
    osition that he did not consider the role a “full-time assignment”
    after the Bahamas trip.
    The parties generally dispute the extent to which Ocean
    Reef complied with the Captain and Crew Warranties between
    April 2015 and September 2017; they also dispute Travelers’ will-
    ingness to pay out claims in prior cases when Ocean Reef was non-
    compliant. Travelers paid a claim for damages to the yacht caused
    by a lightning strike in 2016, though it now claims it only “hon-
    ored” the claim “after Ocean Reef provided proof that it had a pro-
    USCA11 Case: 21-14509        Document: 38-1        Date Filed: 06/23/2023        Page: 7 of 30
    21-14509                  Opinion of the Court                              7
    fessional, full-time licensed captain[,] albeit one not previously sub-
    mitted to Travelers for approval.” The captain when lightning
    struck the boat was Captain Daniel Tam. Ocean Reef claims that,
    in paying out this claim, “Travelers did not rely on the retroactive
    approval alone, and it was irrelevant,” because Travelers’ internal
    documents discussing the claim provided that Travelers also “de-
    termined that the ‘capt[ain] was not material to this loss.’” (quot-
    ing a note by the Travelers adjuster assigned to review the claim).
    Ocean Reef says this note meant Travelers covered the loss be-
    cause it knew “Florida’s anti-technical statute” applied.
    On the other hand, Travelers denied a claim for the loss of a
    jet ski that was stolen from the yacht in June 2017 while the My
    Lady was in the Bahamas. Travelers denied coverage “because the
    Vessel did not have a professional, licensed captain approved by
    Travelers at the time of the theft.” Ocean Reef does not dispute
    the facts surrounding the denial of coverage for the theft of the jet
    ski. By August 2017, a Travelers underwriter had emailed manage-
    ment recommending that the company not renew Ocean Reef’s
    coverage—which would expire on October 10, 2017—due to a
    “very shady” claims history.4 Travelers then sent Ocean Reef a
    “notice of nonrenewal of insurance” dated August 14, 2017.
    4The email read: “Per discussions with Tom & Joe, I was told we should look
    to non-renew this account due to a very shady 2016 claim. I was told [that]
    the PWC theft is also suspect and when the first claim happened the Capt. said
    he was not full time and then he was, according to Joe, it just seems very
    shady.” The email also noted the yacht had “a 655% loss ratio” due to the
    claims described above.
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    8                         Opinion of the Court                       21-14509
    Hurricane Irma approached Florida in early September
    2017. On September 4, Gollel contacted Captain McCall—the for-
    mer captain—to see if he could retake the helm as “temporary cap-
    tain” of the My Lady during the storm. McCall said he was in Prov-
    incetown, Massachusetts, but would track the storm forecasts and
    fly down to move the yacht if appropriate.
    The following afternoon, McCall called Gollel back. 5
    McCall testified at his deposition that he “told him that after look-
    ing at the latest forecast, that [he] didn’t see a safe place to take the
    boat.” The hurricane forecast had changed, and it was projected
    “to go close to south Florida and then turn and go straight up the
    east coast.” Gollel “agreed and told [McCall] that he had called a
    marina close by and he was waiting to hear back from them.”
    On September 6, Gollel then had his insurance agent reach
    out to Travelers’ agent to request Travelers’ permission to move
    his yacht, even though, per the email, Gollel was “in between cap-
    tains.” The email said Gollel was “requesting to be able to move
    the vessel himself, to a safe harbor in the vicinity, for the approach-
    ing Hurricane Irma.” The email said Gollel “has been boating his
    whole life” and ultimately wanted advice on whether he should in-
    stead “leave it where it is & just secure it with additional lines,
    bumpers, etc.”
    5 McCall testified in his deposition that he made the last phone call regarding
    temporary service as captain three days after the first call, but that he had no
    reason to dispute his phone records showing a call the following day.
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    21-14509               Opinion of the Court                         9
    Travelers’ agent responded that evening by emailing Gol-
    lel’s agent that she had “not yet heard back from [T]ravelers” about
    Gollel moving the boat himself and “would say to not move the
    boat until we have confirmation from the carrier. The insured is
    already in breach of warranty by not having a full-time captain so
    we don’t want to chance it.” Travelers’ agent then reached back
    out on the morning of September 7 to inform Gollel’s agent that
    Travelers had “requested an updated hurricane plan as this will
    need to go to home office for approval prior to anyone other than
    the [full-time] captain operating the boat.”
    Later that morning, Gollel’s agent responded to Travelers’
    agent. She said: “[T]he insured is leaving the vessel docked where
    it is usually docked in lieu of moving it to inside the [Intracoastal
    waterway] where he feels it will be safer & suffer less damage.” She
    then asked if there was “any way” the agent could get Travelers’
    underwriting department “on the phone quickly to see if they
    would prefer he move the vessel.” Early that afternoon, Travelers’
    agent relayed the following from the insurer: “Given the impend-
    ing weather threat and short notice given by the insured, the policy
    cannot be changed.” Gollel explained in his deposition that he
    thought the nearby Intracoastal waterway would be a “more pro-
    tected” place during the storm—presumably meaning “more pro-
    tected” from waves and wind.
    Gollel ended up securing the yacht to the dock behind his
    residence before the hurricane struck. His two sons assisted. Gol-
    lel testified at his deposition that they “tied the boat up with extra
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    10                    Opinion of the Court                21-14509
    ropes,” positioned “extreme commercial bumpers between the
    boat and the dock,” and “disconnected the anchor and chained the
    boat to a secure tree.” They also secured loose items. They tied
    the yacht to ten concrete pilings that “ran perpendicular to the
    dock,” and then to two “dolphin pilings” that were adjacent to the
    dock.
    Hurricane Irma struck between September 10 and 11. Dur-
    ing the storm, the My Lady sank. The parties describe the sinking’s
    cause differently but generally agree that a mooring pile came
    loose, the boat hit Gollel’s cement sea wall—which caused the hull
    to break—and it sank. The boat sustained enough damage to
    amount to a “total loss” under Ocean Reef’s policy.
    B.
    Within a day after the hurricane, Ocean Reef submitted a
    claim for coverage of the loss of the My Lady and requested that
    Travelers front the money for raising the yacht out of the water.
    Travelers considered this request, and then informed Gollel on
    September 21 that it would front the money for raising the vessel
    but would still investigate whether it would cover the loss. Trav-
    elers then sent Ocean Reef a “reservation of rights” letter dated
    September 25, 2017, informing Ocean Reef that it reserved the
    right to deny coverage and to seek reimbursement for fronting the
    cost of raising the yacht out of the water.
    On September 26, Travelers filed for a declaratory judgment
    in the Western District of New York—where it claimed Ocean
    Reef’s principal place of business was located. The action sought a
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    21-14509               Opinion of the Court                         11
    declaration that Ocean Reef failed to comply with the Captain and
    Crew Warranties, and that the My Lady’s sinking was therefore not
    covered.
    On November 9, 2017, Travelers sent Gollel a letter indicat-
    ing it would continue to front the money to finish raising and se-
    curing the vessel, but that it declined coverage for his claim because
    he failed to comply with the Captain Warranty and Crew War-
    ranty. The letter also noted that Travelers had filed for a declara-
    tory judgment in the Western District of New York “in support of
    th[e] Declination.”
    *      *       *
    As indicated supra, Travelers likely engaged in a strategy to
    avoid the application of Florida’s anti-technical statute, 
    Fla. Stat. § 627.409
    (2). Under that statute, it would need to prove that the
    lack of a full-time captain and crew played a material role in the My
    Lady’s sinking to avoid paying Ocean Reef. On the other hand, un-
    der the federal rule that applies to some marine insurance warran-
    ties, Travelers, 996 F.3d at 1167–68, “and the law of most states,”
    including New York, “warranties in maritime insurance contracts
    must be strictly complied with, even if they are collateral to the
    primary risk that is the subject of the contract, if the insured is to
    recover.” Com. Union Ins. Co. v. Flagship Marine Servs., Inc., 
    190 F.3d 26
    , 31–32 (2d Cir. 1999) (citing 
    N.Y. Ins. L. § 3106
    (c)). When the
    Western District of New York granted Ocean Reef’s motion to
    transfer the case to the Southern District of Florida, it found—for
    USCA11 Case: 21-14509     Document: 38-1     Date Filed: 06/23/2023   Page: 12 of 30
    12                    Opinion of the Court                21-14509
    the purposes of that order—that “the choice-of-laws analysis disfa-
    vors New York and favors the State of Florida, which appears to
    have more relevant contacts.” Travelers had to know that Florida
    law may apply, even if Wilburn Boat’s framework causes “confu-
    sion” as to which marine insurance warranties fall under federal
    rules requiring strict compliance. See Travelers, 996 F.3d at 1167–
    68. The following reviews the evidence each side gathered about
    the accident.
    *     *      *
    In October 2017, Gollel spoke with Captain McCall. McCall
    then emailed Gollel and Lisa Steinhoff, a manager at Ocean Reef.
    The email explained McCall’s arrangement with Gollel as Irma ap-
    proached:
    I Captain Mike McCall was hired by Mr. Gollel on
    September 5 thru September 15 2017 as temporary
    Captain. At that time I was on another boat in New
    England but was going to make arrangements to fly
    down. Due to uncertainty of where to move the
    boat, Hurricane forecast, and miscommunications
    with Mr. Gollel I never made the arrangements and
    therefore [was] not present at the time.
    Ocean Reef never compensated Captain McCall for this temporary
    captain assignment.
    Neither party disclosed Captain McCall as an expert witness.
    So, at trial, he could only testify based on his “personal
    knowledge.” Fed. R. Evid. 602. Any opinions he might give would
    need to be “rationally based on” his first-hand observations and
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    21-14509               Opinion of the Court                       13
    “not based on scientific, technical, or other specialized knowledge.”
    Fed. R. Evid. 701(a), (c).
    When Travelers deposed Captain McCall, it asked him
    about his prior experience preparing various boats for hurricanes
    as their captain. It also asked, in various ways, whether it is “gen-
    erally” better to move a boat out of the path of a hurricane. The
    following exchange illustrates:
    Travelers’ Counsel: Would you leave a vessel like
    the My Lady tied up to a concrete bulkhead during the
    storm that was anticipated?
    McCall: If that was the only option, yes.
    Travelers’ Counsel: If there was—would there be
    an[y] preferable options that you can think of to leav-
    ing a vessel tied to a concrete bulkhead in the condi-
    tions that you were anticipating?
    McCall: Yes. To move the vessel.
    Travelers’ Counsel: What sort of locations would
    you consider to be a better option?
    [intervening objection to form]
    McCall: A long ways away from where the storm was
    projecting to hit.
    McCall also noted that whether the Ocean Reef Marina would be
    “an appropriate place to leave the My Lady during hurricane condi-
    tions” would “depend[] on the conditions” and the particular cir-
    cumstances of the storm.
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    14                     Opinion of the Court                21-14509
    McCall then clarified on cross-examination by Ocean Reef’s
    counsel that using straps and ropes to secure a boat would be “typ-
    ical” when moving a boat out of a storm’s path was not a viable
    option. He also said that he did not “see a good option . . . for
    moving [the My Lady] to avoid the storm entirely” because the
    storm was forecasted to move up the East Coast, where he had
    previously considered moving it.
    Travelers did not disclose an expert witness for its case-in-
    chief to discuss what a captain would have done with the My Lady
    during Irma. On January 28, 2019, however, Travelers disclosed a
    rebuttal expert, Captain Joseph Ahlstrom, notifying Travelers that
    “Captain Ahlstrom may be called to rebut any testimony that
    Ocean Reef Charters LLC had a full-time, professional captain at
    any relevant time.” It made this disclosure assuming a federal
    strict-compliance rule applied.
    On February 25, 2019, Ocean Reef disclosed Captain
    Thomas Danti and Allister Dredge, a marine surveyor, as expert
    witnesses. They attached both experts’ reports to the disclosure.
    The disclosure included both experts’ qualifications, their opinions,
    and the bases for their opinions. See Fed. R. Civ. P. 26(a)(2). Cap-
    tain Danti opined, after interviewing Gollel and inspecting the site,
    that the “storm preparations by Mr. Gollel met the standard of care
    of a professional Mariner.” He also opined that “[t]he main cause
    of the vessel’s damage was unforeseeable failure of a mooring pile.”
    So, “[t]he lack of a full time captain would not have prevented the
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    21-14509               Opinion of the Court                         15
    yacht [from] becoming a total loss.” Danti’s bottom-line conclu-
    sion was: “There was no increase[d] hazard in risk to the vessel by
    not having a full time captain at the time of the incident.” Dredge,
    the surveyor, also opined that the damage to the yacht was a “con-
    structive total loss,” as repairs would cost $2.5 million.
    Captain Danti fleshed out his opinion when Travelers’ coun-
    sel deposed him. Danti answered various questions about moving
    boats away from hurricanes. The upshot of his answers was that
    there is “no magical formula” to preparing for a hurricane “except
    to try to do the best you can to protect your vessel in a particular
    location. So you have to take that into consideration, the size of
    the vessel, where it’s located, how congested it is in the area,” along
    with the weather conditions and how the vessel could be secured.
    Captain Danti also discussed how finding an available place
    for a boat as a hurricane approaches can be challenging. He noted
    that, “if you go down any of the canals in Florida today, you’ll see
    that they’re all developed, that the ability to even put a boat in the
    mangroves has gone away because of development.” As to the In-
    tracoastal waterway, it “is very congested today, loaded with pri-
    vate docks and private yachts and is very limited as far as any loca-
    tions that may be applicable for use that I know of.” And as to
    whether hauling a boat out of the water is better than securing it
    in the water, he explained that “[t]he vessels that were damaged
    during Hurricane Irma in the islands, a lot of those boats were
    hauled out of the water and then once the storm came through, it
    was like a domino effect.”
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    16                     Opinion of the Court                  21-14509
    Travelers had thirty days from Ocean Reef’s submission of
    Captain Danti’s report on February 25, 2019, to disclose expert “ev-
    idence [that was] intended solely to contradict or rebut evidence
    on the same subject matter.” Fed. R. Civ. P. 26(a)(2)(D)(ii). Thirty
    days from then was March 27, 2019. In a letter postmarked on April
    1, 2019, Travelers mailed Ocean Reef a report—with March 29,
    2019, as the date in the header—by Captain Ahlstrom purporting
    to rebut Captain Danti’s opinions. In it, Ahlstrom opined, “Any
    competent captain would have recognized that the My Lady was in
    a perilous position moored behind Mr. Gollel’s house at Hillsboro
    Inlet and needed to be relocated to a more sheltered location.” He
    also opined that, “[d]uring the hurricane, the vessel pushed on pil-
    ings and the cement seawall[,] exactly the risk a competent captain
    would have recognized and sought to avoid by moving the vessel.”
    *      *       *
    After we remanded the case for consideration under 
    Fla. Stat. § 627.409
    (2), the parties held an unreported status conference
    on June 8, 2021. The District Court did not reopen discovery, and
    neither party claims it requested that the Court do so. Ocean Reef
    then renewed its motion for summary judgment and renewed a
    motion it had filed along with its first motion for summary judg-
    ment. 6 In the latter motion, Ocean Reef moved to either (1) strike
    Captain Ahlstrom’s rebuttal report as untimely and beyond the in-
    itial disclosure—that he would rebut evidence offered to show
    6Ocean Reef also argued in its renewed motion for summary judgment that
    Travelers could not meet its burden with a rebuttal expert.
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    21-14509                Opinion of the Court                         17
    Ocean Reef had employed a full-time captain; or (2) preclude Trav-
    elers from calling Captain Ahlstrom to testify in its case-in-chief,
    and thereby exclude the report from consideration for summary
    judgment purposes.
    Travelers responded to Ocean Reef’s motion on Ahlstrom’s
    report by making two arguments pertinent to this appeal. One was
    titled, “Travelers Timely Disclosed Captain Ahlstrom as its Expert,
    and any Delay in Producing Captain Ahlstrom’s Rebuttal Report
    was Harmless” under Federal Rule of Civil Procedure Rule 37. See
    Fed. R. Civ. P. 37(c)(1) (“If a party fails to provide information or
    identify a witness as required by Rule 26(a) or (e), the party is not
    allowed to use that information or witness to supply evidence on a
    motion, at a hearing, or at a trial, unless the failure was substan-
    tially justified or is harmless.”). It argued that even if it sent Ocean
    Reef the report too late, the delay was “hardly time for any preju-
    dice to Ocean Reef.” Travelers “alternatively pray[ed] for a brief
    extension of the expert disclosure deadline to bring its service of
    Captain Ahlstrom’s report into compliance with Rule
    26(a)(2)(D)(ii),” which provides the 30-day deadline for disclosure
    of expert rebuttal evidence. The second argument was titled,
    “Captain Ahlstrom’s Report is Proper Rebuttal Testimony,” mean-
    ing “Ocean Reef’s Motion” to strike the report “should be denied
    because Captain Ahlstrom’s report squarely rebuts Mr. Danti’s
    opinions.”
    The District Court granted Ocean Reef’s motion to exclude
    Ahlstrom from testifying in Travelers’ case-in-chief and then
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    18                     Opinion of the Court                  21-14509
    granted summary judgment for Ocean Reef because Travelers
    lacked competent evidence to prove its case under Florida law.
    The District Court held that Ocean Reef was “entitled to $2 mil-
    lion—the full coverage amount of the Vessel . . . in case of complete
    loss.” As to Ahlstrom’s report, the Court only reached the issue of
    whether to exclude Ahlstrom from testifying in Travelers’ case-in-
    chief but did not strike the report as untimely and implicitly as-
    sumed that it was proper rebuttal evidence, even if it went beyond
    the scope of Travelers’ initial, January 2019 disclosure. This appeal
    followed.
    II.
    We review the District Court’s grant of summary judgment
    de novo. Penley v. Eslinger, 
    605 F.3d 843
    , 848 (11th Cir. 2010). Sum-
    mary judgment is proper when “there is no genuine dispute as to
    any material fact and the movant is entitled to judgment as a matter
    of law.” Fed. R. Civ. P. 56(a). A party can show there is no genuine
    dispute of material fact by “showing that the materials cited do not
    establish the absence or presence of a genuine dispute, or that an
    adverse party cannot produce admissible evidence to support the
    fact.” Fed. R. Civ. P. 56(c)(1)(B).
    Travelers bore the burden of proof under Florida law. See
    infra, Part II.A. In moving for summary judgment, Ocean Reef
    bore “the initial responsibility of informing the district court of the
    basis for its motion,” and then Rule 56 “mandate[d] the entry of
    summary judgment, after adequate time for discovery and upon
    USCA11 Case: 21-14509      Document: 38-1      Date Filed: 06/23/2023     Page: 19 of 30
    21-14509               Opinion of the Court                         19
    motion, against” Travelers if it “fail[ed] to make a showing suffi-
    cient to establish the existence of an element essential to [its] case,
    and on which [it would] bear the burden of proof at trial.” Celotex
    Corp. v. Catrett, 
    477 U.S. 317
    , 322–23, 
    106 S. Ct. 2548
    , 2552–53
    (1986). “‘In such a situation, there [could] be ‘no genuine issue as
    to any material fact,’ since a complete failure of proof concerning
    an essential element of the nonmoving party’s case necessarily ren-
    ders all other facts immaterial.’” Grange Mut. Cas. Co. v. Slaughter,
    
    958 F.3d 1050
    , 1057 (11th Cir. 2020) (quoting Celotex, 
    477 U.S. at
    322–23, 
    106 S. Ct. at 2552
    ). For the reasons discussed in Travelers
    Property Casualty Co. of America v. Ocean Reef Charters LLC, 
    996 F.3d 1161
     (11th Cir. 2021), Florida law applies.
    This case boils down to two issues. One is whether, under
    Florida’s anti-technical statute, the insurance company must prove
    that the breach of the Captain Warranty “contribute[d] to” the spe-
    cific accident. Pickett, 
    404 So. 2d at 1153
    . Travelers claims that all
    it must show is that the lack of a full-time captain generally makes
    vessels more susceptible to damage from hurricanes. Under Trav-
    elers’ theory, Florida law does not require it to prove that Ocean
    Reef’s noncompliance with the Captain Warranty actually caused
    this accident to any extent.
    The second, related issue is whether, in meeting its burden
    of proof under Florida law, Travelers needed to introduce expert
    testimony in its case-in-chief about what would have been different
    if Ocean Reef had complied with the applicable warranties. Trav-
    USCA11 Case: 21-14509      Document: 38-1      Date Filed: 06/23/2023      Page: 20 of 30
    20                      Opinion of the Court                  21-14509
    elers argues it could show that the lack of a full-time captain in-
    creased the hazard to the My Lady during Hurricane Irma without
    an expert witness in its case-in-chief. Instead, it claims it could meet
    its burden with lay testimony by Gollel that he wanted to move the
    My Lady as Hurricane Irma approached, and so-called “hybrid fact-
    expert witness testimony” by Captain McCall. Appellant’s Br. at
    23. Travelers also claims, “the District Court’s decision to grant
    Ocean Reef’s [motion] to the [sic] limit the testimony of Travelers’
    expert (Captain Ahlstrom) solely to rebuttal and, in turn, employ
    the general rule that the testimony of a rebuttal expert cannot be
    used to avoid summary judgment was an abuse of discretion.” Ap-
    pellant’s Br. at 37.
    Travelers is wrong on all counts. We address each issue in
    turn.
    A.
    The Florida anti-technical statute we must apply provides:
    A breach or violation by the insured of a warranty,
    condition, or provision of a wet marine or transpor-
    tation insurance policy, contract of insurance, en-
    dorsement, or application does not void the policy or
    contract, or constitute a defense to a loss thereon, un-
    less such breach or violation increased the hazard by
    any means within the control of the insured.
    
    Fla. Stat. § 627.409
    (2). “The statute is designed to prevent the in-
    surer from avoiding coverage on a technical omission playing no
    part in the loss.” Pickett, 
    404 So. 2d at 1153
    . Whether an insured
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    21-14509                   Opinion of the Court                                 21
    increased the hazard by noncompliance with a warranty “is typi-
    cally a question of fact for the jury.” Serendipity at Sea, LLC v. Un-
    derwriters at Lloyd’s of London Subscribing to Pol’y No. 187581, 
    56 F.4th 1280
    , 1290 (11th Cir. 2023) (citing Pearl Assurance Co. v. S. Wood
    Prods. Co., 
    216 F.2d 135
    , 136 (5th Cir. 1954)). 7
    The Florida District Court of Appeal discussed the signifi-
    cance of the state’s anti-technical statute in Pickett. There, an insur-
    ance company tried to avoid covering a claim for a death in a plane
    crash.8 Pickett, 
    404 So. 2d at
    1152–53. The insurer claimed that the
    loss was not covered because the policy did not apply to an insured
    “who operates or permits the operation of the aircraft, while in
    flight, unless its airworthiness certificate is in full force and effect.”
    
    Id. at 1152
    . After the jury found, on a special verdict form, that the
    plane lacked a valid airworthiness certificate during the accident,
    the trial court entered judgment for the insurance company. 
    Id.
    The Florida District Court of Appeal reversed and re-
    manded. The court explained that, “[f]rom the facts as stated” by
    the insured, “the crash was due to pilot error,” as “the plane flew
    7 Decisions of the former Fifth Circuit issued before October 1, 1981, consti-
    tute binding precedent in the Eleventh Circuit. Bonner v. City of Prichard, 
    661 F.2d 1206
    , 1209 (11th Cir. 1981) (en banc).
    8 The decedent had originally planned “to return [home] by commercial airline
    to Daytona Beach from a golfing trip in North Carolina.” Tracie S. Boone,
    Case Note, Pickett v. Woods, 
    404 So. 2d 1152
     (Fla. 5th DCA 1981), 10 FLA. ST. U.
    L. REV. 737, 741 (1983) (citing Appellant’s Initial Br. at 5, Pickett, 
    404 So. 1152
    (No. 80-1112)). He changed his mind and “accepted a ride home in a friend’s
    Cessna 310,” a propeller plane, “and played nine more holes of golf.” 
    Id.
    USCA11 Case: 21-14509     Document: 38-1      Date Filed: 06/23/2023     Page: 22 of 30
    22                     Opinion of the Court                 21-14509
    into the ground while attempting to land in bad weather.” Id. at
    1153. The crash was not, however, “the result of any malfunction,”
    so “the failure to have a valid airworthiness certificate did not con-
    tribute to the accident.” Id. The court held that the anti-technical
    statute “should apply and prevent the insurance company from re-
    lying on the exclusion to deny coverage” if the trial court found on
    remand that the breach did not increase the hazard to the plane.
    Id. The court emphasized that if the insurer’s “interpretation” of
    the anti-technical statute “were accepted, it would actually be to
    the insurer’s advantage that the insured failed to renew the air-
    worthiness certificate. In such event, the insurer would collect a
    premium but would have no exposure to risk because the policy
    would no longer be effective.” Id.
    We recently applied Florida’s anti-technical statute in a case
    involving the destruction of a yacht during Hurricane Dorian. See
    Serendipity at Sea, 56 F.4th at 1282. There, the insurer, not the in-
    sured, hired Captain Danti as an expert witness. Id. The insurer
    claimed Captain Danti offered “undisputed testimony” that the in-
    sured’s failure to “employ a full-time licensed captain in violation
    of the policy’s Captain Warranty” increased the hazard to the
    yacht. Id. In essence, he opined that a full-time captain would have
    moved the boat away from the Bahamas—where the yacht was
    moored, and where the hurricane hit head on—and back to Cape
    Canaveral, the yacht’s primary mooring location. Id. at 1287. The
    District Court found Captain Danti’s opinion on the matter undis-
    puted because the insured did not offer an opposing expert and
    granted summary judgment to the insurer. Id.
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    21-14509                Opinion of the Court                         23
    We reversed the District Court because we found Captain
    Danti’s expert opinion relied on facts about which there was rea-
    sonable dispute. See id. at 1288. Specifically, we explained that the
    insured cited weather reports in its motion for summary judgment
    that showed Hurricane Dorian was unpredictable, and that as of
    the day before the storm hit the Bahamas—where the yacht was
    moored—it was projected to hit Cape Canaveral, not the Bahamas.
    Id. at 1283, 1289. That undermined Captain Danti’s opinion that a
    full-time captain would have moved the yacht from the Bahamas
    to Cape Canaveral. See id. at 1287–89. So, there was a genuine
    factual issue for the jury as to whether the lack of a full-time captain
    increased the hazard to the yacht. Id. at 1290–91.
    The rule from these cases is clear: to meet its burden under
    Florida’s anti-technical statute, the insured must show that, under
    the circumstances of the specific accident at issue, the breach of the
    warranty had some material effect on the loss. Otherwise, the in-
    surer could “avoid[] coverage on a technical omission playing no
    part in the loss.” Pickett, 
    404 So. 2d at 1153
    .
    B.
    The next question is whether Travelers has admissible evi-
    dence that raises a genuine issue of material fact about whether the
    lack of a full-time captain or crew played a material role in causing
    the My Lady’s sinking. Because Travelers did not disclose an expert
    to testify in its case-in-chief, it lacks evidence from which a jury
    could reasonably find in its favor.
    USCA11 Case: 21-14509        Document: 38-1    Date Filed: 06/23/2023      Page: 24 of 30
    24                      Opinion of the Court                  21-14509
    The effect of Ocean Reef’s failure to retain a full-time captain
    and crew leading up to and during Hurricane Irma is exactly the
    kind of issue that requires expert testimony. The question is hypo-
    thetical. Discussing what would have happened if a captain were in
    charge of the My Lady during Hurricane Irma necessarily requires
    hypothesizing. “And the ability to answer hypothetical questions
    is ‘[t]he essential difference’ between expert and lay witnesses.”
    United States v. Henderson, 
    409 F.3d 1293
    , 1300 (11th Cir. 2005) (ci-
    tation omitted) (alteration in original).
    As Rule 701 provides, a lay witness could not competently
    offer an opinion on what a captain would have done with the My
    Lady if one were in charge. Federal Rule of Evidence 701, Opinion
    Testimony by Lay Witnesses, states:
    If a witness is not testifying as an expert, testimony in
    the form of an opinion is limited to one that is:
    (a) rationally based on the witness’s percep-
    tion;
    (b) helpful to clearly understanding the wit-
    ness’s testimony or to determining a fact in is-
    sue; and
    (c) not based on scientific, technical, or other
    specialized knowledge within the scope of
    Rule 702.
    Fed. R. Evid. 701.
    So, a lay witness can only speak to what he in fact observed.
    Rule 701 permits opinions, but only those “rationally based on the
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    21-14509               Opinion of the Court                        25
    witness’s perception” that help clarify the lay witness’s actual ob-
    servations, and which do not rely “on scientific, technical, or other
    specialized knowledge.” 
    Id.
     A lay witness cannot offer a hypothe-
    sis about what caused the My Lady to sink or what professional cap-
    tains or crews might have done to change the outcome. Indeed,
    the question here is what experts would have done differently to
    avoid the accident.
    Travelers’ attempts to avoid this fundamental problem with
    its case-in-chief do not work. There is no such thing as “hybrid fact-
    expert witness testimony” in the sense that Travelers claims. Ap-
    pellant’s Br. at 23. Of course, a properly disclosed and qualified
    expert can testify as both an expert and a fact witness. But the Ad-
    visory Committee’s note to the 2000 amendment to Rule 701—the
    amendment that added Rule 701(c)—explicitly says that the
    amendment was designed to “eliminate the risk that the reliability
    requirements set forth in Rule 702 will be evaded through the sim-
    ple expedient of proffering an expert in lay witness clothing.” Fed.
    R. Evid. 701 advisory committee’s note to 2000 amendment. And
    so, “[b]y channeling testimony that is actually expert testimony to
    Rule 702, the amendment also ensures that a party will not evade
    the expert witness disclosure requirements set forth in Fed. R. Civ.
    P. 26 and Fed. R. Crim. P. 16 by simply calling an expert witness in
    the guise of a layperson.” 
    Id.
    True, a lay witness who has a job requiring expertise may
    acquire first-hand, “particularized knowledge” of probative facts
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    26                        Opinion of the Court                       21-14509
    while performing her duties. 
    Id.
     For example, a physician’s obser-
    vation of a patient’s injury during treatment is permissible lay tes-
    timony (assuming it is otherwise admissible). See Henderson, 
    409 F.3d at 1300
    . But a hypothesis about causation is outside a lay wit-
    ness’s competency, even if the lay witness happens to have the ex-
    pertise to draw such conclusions. 9 See id.; see also 4 Weinstein’s Fed-
    eral Evidence § 701.03[1] (2023) (“Regardless of the degree to which
    9 There is some gray area between lay and expert testimony when the lay wit-
    ness has expertise and used that expertise to make first-hand observations. For
    example, in Henderson, we noted that a treating physician’s “diagnosis of the
    injury itself, that [the victim’s] jaw was fractured, would be permissible lay
    testimony.” 
    409 F.3d at 1300
    . But we have not held that any treating physician
    can testify as a lay witness about any diagnosis she made while treating the
    patient. The plain language of Federal Rule of Evidence 701(c) prohibits lay
    opinions “based on scientific, technical, or other specialized knowledge within
    the scope of Rule 702.” Fed. R. Evid. 701. A diagnosis requiring more complex
    diagnostic reasoning than that required to notice a broken jaw may fall under
    Rule 701(c)’s prohibition. See Stephen A. Saltzburg et al., 3 Federal Rules of
    Evidence Manual § 701.02[7] (Matthew Bender 12th ed.) (“When the [treating]
    physician testifies that the plaintiff was coughing and running a fever, this is
    lay witness testimony governed by Rule 701. However, if the physician also
    testifies that he diagnosed the patient as having Reactive Airways Dysfunction
    Syndrome caused by exposure to a toxic chemical, then this is testimony based
    on scientific, technical, or other specialized knowledge and must be qualified
    under Rule 702.”) (citing Williams v. Mast Biosurgery USA, Inc., 
    644 F.3d 1312
    ,
    1317–18 (11th Cir. 2011)). We also note that the Tenth Circuit cases we cited
    for the so-called “treating physician” doctrine, under which “[a] treating phy-
    sician is not considered an expert witness if he or she testifies about observa-
    tions based on personal knowledge, including the treatment of the party,”
    Davoll v. Webb, 
    194 F.3d 1116
    , 1138 (10th Cir. 1999), both predated the 2000
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    21-14509                   Opinion of the Court                                 27
    a witness’s lay opinion is based on specialized knowledge, it seems
    clear that the witness’s personal perception will remain a funda-
    mental prerequisite to admissibility.”).
    Accordingly, Captain McCall—whom Travelers did not dis-
    close as an expert witness—could not provide his opinion on what
    would have happened to the My Lady if a licensed, professional cap-
    tain were employed full-time. He could discuss the weather fore-
    casts he observed and relate what Gollel asked of him. But those
    facts would leave the jury to speculate about what a captain would
    have done differently to avoid the storm under the specific circum-
    stances of this case.
    amendment to Rule 701. The other case was Weese v. Schukman, 
    98 F.3d 542
    (10th Cir. 1996).
    In Williams v. Mast Biosurgery USA, we summarized “our discussion” of the
    treating physician doctrine in Henderson as follows: “[W]hen a treating physi-
    cian’s testimony is based on a hypothesis, not the experience of treating the
    patient, it crosses the line from lay to expert testimony, and it must comply
    with the requirements of Rule 702.” 
    644 F.3d at
    1317–18. We also emphasized
    that “[t]he testimony of treating physicians presents special evidentiary prob-
    lems that require great care and circumspection by the trial court,” 
    id. at 1316
    ,
    and “that trial courts [must] be vigilant in ensuring that the reliability require-
    ments set forth in Rule 702” are not “‘evaded through the simple expedient of
    proffering an expert in lay witness clothing.’” 
    Id. at 1317
     (quoting Henderson,
    
    409 F.3d at 1300
     (quoting Fed. R. Evid. 701 advisory committee’s note to 2000
    amendment)).
    Here, the issue is what would have happened if the My Lady had a captain, a
    hypothetical that McCall cannot speak to as a lay witness. In an appropriate
    case, we should clarify when a lay witness goes too far in discussing observa-
    tions that he made using his expertise.
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    28                     Opinion of the Court                21-14509
    Nor does evidence of Gollel’s subjective desire to move the
    My Lady before the hurricane change the equation. Gollel, who is
    not a professional captain, thought his yacht might have been safer
    somewhere else. But where the yacht would have actually been
    safer was not within the competence of a nervous boat-owner as
    the storm approached.
    Finally, Travelers cannot rely on potential testimony from
    Captain Ahlstrom to avoid summary judgment because it only dis-
    closed him as a rebuttal expert. If the case went to trial, Travelers
    would first present its case-in-chief as plaintiff. It would need to
    prove that the lack of a captain had some material effect on the My
    Lady’s demise. It would not have an expert to present in its case-
    in-chief. After it rested, Ocean Reef would move for judgment as
    a matter of law under Rule 50 of the Federal Rules of Civil Proce-
    dure. The District Court would grant the motion because “a rea-
    sonable jury would not have a legally sufficient evidentiary basis to
    find for” Travelers. Fed. R. Civ. P. 50(a)(1). We can therefore grant
    summary judgment for Ocean Reef because Travelers does not
    have a legally sufficient case to present.
    III.
    Travelers’ remaining argument is that the District Court
    abused its discretion in refusing to consider Captain Ahlstrom’s re-
    port for summary judgment purposes. Specifically, Travelers ar-
    gues that it was “effectively seeking to use a rebuttal expert as a
    primary expert, [which] was akin to a motion to add or substitute
    an expert.” Appellant’s Br. at 39. Travelers emphasizes that after
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    21-14509               Opinion of the Court                        29
    remand, the burden of proof flipped in that it had to prove the lack
    of a full-time captain played a role in the accident. So, Travelers
    claims the District Court “should have employed its discretion to
    allow Travelers a modicum of flexibility to adjust to that change (at
    the time Ocean Reef filed and Travelers responded to Ocean Reef’s
    Motion to Strike Captain Ahlstrom) by allowing Travelers some
    flexibility with regard to Captain Ahlstrom’s use as an expert.” Id.
    at 38. Travelers claims there was “‘good cause’ to re-designate or
    effectively substitute Captain Ahlstrom as Travelers’ primary ex-
    pert in this case.” Id. at 38–39 (quoting Fed. R. Civ. P. 16(b)(4) (“A
    schedule may be modified only for good cause and with the judge’s
    consent.”)).
    When reviewing the District Court for abuse of discretion,
    we must affirm unless the District Court made a legal error—such
    as “appl[ying] an incorrect legal standard” or “follow[ing] improper
    procedures in making a determination”—or made “clearly errone-
    ous” factual findings.        Equal Emp. Opportunity Comm’n v.
    Eberspaecher N. Am. Inc., 
    67 F.4th 1124
    , 1130 (11th Cir. 2023) (inter-
    nal quotation marks and citation omitted). The District Court did
    not consider a motion to redesignate Captain Ahlstrom as an expert
    for Travelers’ case-in-chief because Travelers did not file one. In
    its response to Ocean Reef’s motion to exclude Captain Ahlstrom’s
    report, Travelers asked the District Court not to strike Ahlstrom’s
    rebuttal report as untimely. And it argued that his report rebutted
    Captain Danti’s opinions as if it did not have the burden of proof
    or did not need an expert to meet that burden. The District Court
    did not strike the report. But Travelers did not move the Court to
    USCA11 Case: 21-14509     Document: 38-1      Date Filed: 06/23/2023   Page: 30 of 30
    30                    Opinion of the Court                 21-14509
    redesignate Ahlstrom as a case-in-chief expert. And the District
    Court correctly applied Rule 56 by refusing to consider rebuttal ev-
    idence as evidence that could meet Travelers’ burden of proof. We
    will not reverse the District Court for failing to sua sponte rescue
    Travelers’ case.
    IV.
    All told, without expert testimony about what a professional
    captain would have done differently to avoid harm to the My Lady
    during Hurricane Irma, the jury would have had to speculate to
    find for Travelers under Florida’s anti-technical statute. And we
    see no need to give Travelers another bite at the apple. The Dis-
    trict Court’s grant of summary judgment is
    AFFIRMED.