Matthew A. Goldstein, Pllc v. United States Department of State , 153 F. Supp. 3d 319 ( 2016 )


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  •                             UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF COLUMBIA
    MATTHEW A. GOLDSTEIN, PLLC,                        :
    :
    Plaintiff,                                  :       Civil Action No.:      15-0311 (RC)
    :
    v.                                          :       Re Document No.:       25
    :
    U.S. DEPARTMENT OF STATE, et al.,                  :
    :
    Defendants.                                 :
    MEMORANDUM OPINION
    GRANTING DEFENDANTS’ MOTION TO DISMISS
    I. INTRODUCTION
    The Arms Export Control Act (“AECA” or “the Act”) authorizes the President “to
    control the import and export of defense articles and defense services.” 22 U.S.C. § 2778(a)(1).
    The Act provides that “every person (other than an officer or employee of the United States
    Government acting in an official capacity) who engages in the business of brokering activities
    with respect to the manufacture, export, import, or transfer” of a defense article or service must
    both register with the government and seek a license before engaging in such brokering
    activities. 
    Id. § 2778(b)(1)(A)(ii)(I)–(III).
    In 2013, the United States Department of State
    (“State”), by regulation, clarified its definition of “brokering activities.” See generally
    Amendment to the International Traffic in Arms Regulations: Registration and Licensing of
    Brokers, Brokering Activities, and Related Provisions, 78 Fed. Reg. 52,680 (Aug. 26, 2013). As
    pertinent to this case, State amended the regulation to define “brokering activities” as excluding
    “activities by an attorney that do not extend beyond the provision of legal advice to clients.” 22
    C.F.R. § 129.2(b)(2)(iv); see also Amendment to the International Traffic in Arms Regulations:
    Registration and Licensing of Brokers, Brokering Activities, and Related Provisions, 76 Fed.
    Reg. 78,578, 78,578 (Dec. 19, 2011) (proposed rule explaining the change).
    This case arises out of a dispute over whether and, if so, in what circumstances an
    attorney acting on behalf of his client may nevertheless be engaging in “brokering activities.”
    After receiving advisory guidance from State about the provision’s scope that he found
    insufficient, Matthew A. Goldstein initiated this action on behalf of his eponymous law firm,
    Plaintiff Matthew A. Goldstein PLLC. Plaintiff’s complaint seeks a declaration equitably
    estopping State from applying the regulations to its legal services and declaring that State’s
    definition of “brokering activities” is ultra vires, unconstitutional, and violates the
    Administrative Procedure Act (“APA”). Plaintiff also seeks an injunction permanently enjoining
    State from applying the brokering regulations to Plaintiff’s legal services as described in Mr.
    Goldstein’s request for guidance.
    Now before the Court is Defendants’ motion to dismiss Plaintiff’s claims on the ground
    that the Court lacks subject matter jurisdiction or, alternatively, that Plaintiff’s Amended
    Complaint fails to state a claim. The Court agrees that Plaintiff lacks standing and that this case
    is not yet ripe and therefore will grant Defendants’ motion to dismiss.
    II. FACTUAL & STATUTORY BACKGROUND
    A. The AECA’s Regulation of “Brokering Activities”
    “In furtherance of world peace and the security and foreign policy of the United States,”
    the AECA empowers the President to control the import and export of defense articles and
    services. See 22 U.S.C. § 2778(a)(1). Initially, the AECA only regulated the direct
    “manufacturing, exporting, or importing” of defense articles and services. See 22 U.S.C. § 2778
    (1996 ed.); see also International Security Assistance and Arms Export Control Act of 1976,
    2
    Pub. L. No. 94–329, § 212(a)(1), 90 Stat. 729, 744–45. In 1996, however, Congress amended
    the AECA to require regulation of international arms brokering. See Act of July 21, 1996, Pub.
    L. No. 104–164, § 151, 110 Stat. 1421, 1437–38. As the House Report explained, “the extension
    of U.S. legal authority . . . to regulate [the] brokering activities” of “U.S. persons (and foreign
    persons located in the U.S.)” would allow the United States to ensure that the activities of those
    who broker in international arms “support the furtherance of U.S. foreign policy objectives,
    national security interests and world peace.” H.R. Rep. No. 104-519, at 11–12 (1996), reprinted
    in 1996 U.S.C.C.A.N. 1118, 1128–29. “More specifically,” the report noted that “in some
    instances U.S. persons are involved in arms deals that are inconsistent with U.S. policy” and
    “[c]ertain of these transactions could fuel regional instability, lend support to terrorism or run
    counter to a U.S. policy decision not to sell arms to a specific country or area.” 
    Id. at 12.
    Accordingly, the AECA now requires “every person” who “engages in the business of
    brokering activities with respect to the manufacture, export, import, or transfer” of a defense
    article or service to both register with the government and procure a license to engage in such
    brokering activities. 22 U.S.C. § 2778(b)(1)(A)(ii)(I)–(III). The statute further provides that
    entities must abide by requirements “[a]s prescribed in regulations issued under this section.” 
    Id. § 2778(b)(1)(A)(ii)(I).
    As part of its International Traffic in Arms Regulations (“ITAR”), State
    has promulgated regulations specific to brokering activities at Title 22, Part 129 of the Federal
    Code of Regulations (“Part 129”), see generally 22 C.F.R. §§ 129.1–129.11.1
    1
    In 2013, the President delegated to State his authority under 22 U.S.C. § 2778 “for the
    registration and licensing of those persons who engage in the business of brokering activities
    with respect to defense articles or defense services.” See Exec. Order No. 13,637, 78 Fed. Reg.
    16,129 (Mar. 8, 2013). But State has regulated brokering activities through the ITAR ever since
    Congress first amended the AECA in 1996. See, e.g., Bureau of Political-Military Affairs;
    Amendments to the International Traffic in Arms Regulations, 62 Fed. Reg. 67,274, 67,275
    (Dec. 24, 1997) (promulgating “new Part 129” to set forth “guidance concerning persons
    3
    Part 129 requires any person engaged in brokering activities to register with the
    Directorate of Defense Trade Controls (“the Directorate”) as a “precondition for the issuance of
    approval for brokering activities” or for “the use of exemptions.” 22 C.F.R. § 129.3(a); see also
    
    id. § 129.3(e).
    Once registered, a person may not “engage in the business of brokering activities
    . . . without first obtaining the approval of the Directorate of Defense Trade Controls for the
    brokering of” a number of regulatory-prescribed defense articles and services. 
    Id. § 129.4(a);
    see
    also 
    id. § 129.5
    (listing exemptions from the approval requirement, not relevant here). To obtain
    approval, a broker must supply the Directorate with certain information and fully describe “the
    brokering activities that will be undertaken” including: “[t]he action to be taken by the applicant
    to facilitate the manufacture, export, import, or transfer” of the defense article; “[t]he name,
    nationality, address, and place of business of all persons who may participate in the brokering
    activities”; a description of the defense articles involved; the estimated quantity and dollar value;
    and the “[e]nd-user and end-use.” 
    Id. § 129.6(a)–(b).
    Part 129 also requires registrants to
    provide a report to the Directorate “on an annual basis” detailing the registrant’s “brokering
    activities in the previous twelve months.” 
    Id. § 129.10(a).
    That report must include a
    description of the “brokering activities that received or were exempt from approval” or otherwise
    certify that “there were no such activities.” 
    Id. § 129.10(b)–(c).
    In addition, a “person who is
    required to register” as a broker “must maintain records concerning brokering activities,” which
    “shall be available at all times for inspection and copying by the Directorate.” 
    Id. §§ 129.11,
    122.5(b).
    required to register as brokers and the types of brokering activities that require prior approval of
    the Department of State”).
    4
    Until 2013, Part 129’s definition of “broker” and “brokering activities” was quite general.
    A broker was defined as “any person who acts as an agent for others in negotiating or arranging
    contracts, purchases, sales or transfers of defense articles or defense services in return for a fee,
    commission, or other consideration.” 22 C.F.R. 129.2(a) (2006 ed.); see also Bureau of
    Political-Military Affairs; Amendments to the International Traffic in Arms Regulations, 62 Fed.
    Reg. 67,274, 67,276–77 (Dec. 24, 1997) (first adding Part 129 in light of the AECA amendment
    regulating brokering activities). And “brokering activities” were defined as “acting as a broker
    as defined in § 129.2(a),” including “the financing, transportation, freight forwarding, or taking
    of any other action that facilitates the manufacture, export, or import of a defense article or
    defense service, irrespective of its origin.” 22 C.F.R. § 129.2(b) (2006 ed.).
    In 2011, in light of a 2003 report to Congress in which State had “noted that it was
    beginning a review of the brokering regulations” and “assess[ing] the need to modify the
    regulations in light of the experience gained in administering them,” State issued a Notice of
    Proposed Rulemaking that substantially altered the regulatory definition of “broker” and
    “brokering activities.” Amendment to the International Traffic in Arms Regulations:
    Registration and Licensing of Brokers, Brokering Activities, and Related Provisions, 76 Fed.
    Reg. 78,578, 78,578 (Dec. 19, 2011). As pertinent to this case, State proposed to amend the
    definition of brokering activities to clarify that “[b]rokering activities do not include . . .
    activities by an attorney that do not extend beyond providing legal advice to a broker.” 
    Id. at 78,587
    (proposed language for § 129.2(e)(3)); see also 
    id. at 78,578
    (explaining change).
    State promulgated an Interim Final Rule in 2013, amending Part 129. See generally
    Amendment to the International Traffic in Arms Regulations: Registration and Licensing of
    Brokers, Brokering Activities, and Related Provisions, 78 Fed. Reg. 52,680 (Aug. 26, 2013). In
    5
    response to the comments of three parties, State altered the proposed language of § 129.3 slightly
    to clarify that the definition of brokering activities does not extend beyond the provision of legal
    advice to a client (rather than to a broker). 
    Id. at 52,681.
    Thus, the current definition, effective
    October 24, 2013, provides that “brokering activities” do not include “activities by an attorney
    that do not extend beyond the provision of legal advice to clients.” 22 C.F.R. § 129.2(b)(2)(iv). 2
    In a “Frequently Asked Questions” section of its website, the Directorate provides further
    guidance regarding the regulatory definition’s scope. The FAQs state that:
    Activities conducted by an attorney, consultant, or any other professional that do
    not extend beyond the provision of legal or consulting advice to clients on ITAR
    compliance is not within the definition of brokering activities. For example,
    advising on the legality of a transaction, such as advising whether a transaction is
    ITAR compliant, tax rates or other laws may be preferential, drafting of contract
    terms where parties to the transaction have already been identified by the client,
    representing your client to a client-identified foreign party, conducting ITAR
    audits, and/or providing training or assistance with ITAR compliance procedures,
    are outside the scope of brokering activities. However, this does not mean that
    there are no circumstances where an attorney, consultant, or any other
    professional would be a broker. If these persons engage in activities that go
    beyond providing consulting or legal advice, including being a third party to the
    transaction, or are engaged in soliciting, locating a buyer or seller, introducing or
    recommending specific parties, structuring the transaction, marketing, promoting,
    and/or negotiating ITAR-controlled defense articles and services on behalf of
    their clients beyond contract terms of already identified foreign parties by your
    client, then such activities may constitute brokering activities under ITAR Part
    129.2(b).
    Frequently Asked Questions (FAQs) – Registration, U.S. Dep’t of State, Directorate of Defense
    Trade Controls (July 2, 2015), http://pmddtc.state.gov/registration/faqs_reg.html.
    2
    Plaintiff’s complaint alleges that this amendment is an “expansion” of Part 129 because,
    in its understanding, “Part 129 was not applied to legal services by attorneys” before 2013. Am.
    Compl. ¶ 27. In the Court’s view, Plaintiff’s interpretation gets it exactly backwards. As far as
    the regulatory history reveals, the regulation’s language remained open-ended until State
    clarified in 2013 that legal services were not generally included in the definition of “brokering
    activities.” If anything, the amendment appears to have narrowed what one might otherwise
    have previously interpreted to be the regulation’s reach.
    6
    B. Guidance Available From the Department of State
    Because this dispute was caught in the cross-hairs of the 2013 change in legal regime, the
    Court also briefly describes the available methods for seeking guidance from State about the
    ITAR’s requirements.
    Before the 2013 amendments, 22 C.F.R. § 129.10, entitled “Guidance,” provided that
    “[a]ny person desiring guidance on issues related to” Part 129, “such as whether an activity is a
    brokering activity within the scope of this Part . . . may seek guidance in writing from the
    Directorate of Defense Trade Controls.” 22 C.F.R. § 129.10 (2006 ed.). The provision cross-
    referenced to “[t]he procedures and conditions stated in § 126.9.” 
    Id. Section 126.9,
    in turn,
    provides a mechanism to request advisory opinions that “are issued on a case-by-case basis and
    apply only to the particular matters presented to the Directorate of Defense Trade Controls.” 22
    C.F.R. § 126.9(a). Any request for an advisory opinion “must be made in writing” and “must
    outline in detail the equipment, its usage, the security classification (if any) of the articles or
    related technical data, and the country or countries involved.” 
    Id. The section
    further cautions
    that advisory opinions “are not binding on the Department of State, and may not be used in
    future matters before the Department.” 
    Id. The 2013
    Interim Final Rule revised, renumbered, and substantially altered the guidance
    available to regulated entities under Part 129. Previous § 129.10 was renumbered as § 129.9.
    Section 129.9 now provides a stand-alone method by which a party can seek guidance. The
    section still provides that a person “desiring guidance on whether an activity constitutes a
    brokering activity within the scope of this part 129 may request in writing guidance from the
    Directorate of Defense Trade Controls.” 22 C.F.R. § 129.9. But the new section goes on to
    require that the requester “identify the applicant and registrant code (if applicable) and describe
    7
    fully the activities that will be undertaken,” listing specific information that a requester must
    provide—including the “name, nationality, and geographic location of all U.S. and foreign
    persons who may participate in the activities,” the “[e]nd-user and end-use,” and “[a] copy of
    any agreement or documentation, if available, between or among the requester and other persons
    who will be involved in the activity or related transactions that describes the activity to be taken
    by such persons”—that go far beyond the more limited information required by § 126.9. Id.;
    compare 22 C.F.R. § 126.9. There appears to be a benefit to that specificity, however:
    § 129.9(b) states that any guidance received as a result of a request “will constitute an official
    determination by the Department of State.” 
    Id. 3 C.
    Factual Background
    Plaintiff’s law practice focuses on international trade. See Am. Compl. ¶ 63. As alleged
    in its complaint, Plaintiff’s clients “include exporters of military, homeland security, dual-use,
    and purely commercial items and technologies,” and Plaintiff advises its clients “on all aspects of
    U.S. export control laws and related international trade laws.” 
    Id. Plaintiff contends
    that “[m]ost
    of these legal services involve advisements on transactions subject to the ITAR.” 
    Id. Concerned about
    the scope of the 2013 Final Interim Rule, Plaintiff’s principal, Matthew
    A. Goldstein, sought an advisory opinion from Daniel Cook, the Directorate’s Chief of the
    Compliance, Registration, and Enforcement Division. Am. Compl. ¶ 37. While Plaintiff’s
    complaint alleges that the request was sent pursuant to 22 C.F.R. § 129.9(a), see Am. Compl. ¶
    37, Plaintiff has since clarified that Mr. Goldstein’s request was submitted under the prior
    3
    Defendants contend that regulated entities retain the option of seeking a non-binding
    advisory opinion under § 126.9. See Defs.’ Mem. Supp. Mot. to Dismiss (“Defs.’ Mem. Supp.”)
    at 5, ECF No. 25-1. That provision remains in effect and is codified in Part 126, entitled
    “General Policies and Provisions.”
    8
    guidance provision, 22 C.F.R. § 129.10, see Pl.’s Mem. Opp’n Defs.’ Mot. to Dismiss at 7 n.2
    (“Pl.’s Mem. Opp’n”), ECF No. 26-1. Mr. Goldstein sent Mr. Cook a letter on August 29, 2013,
    three days after the Final Interim Rule was promulgated, but before its October 24, 2013
    effective date, expressing concern that some lawyers’ activities might fall within the regulatory
    definition of “brokering activities” because “export compliance advice frequently includes
    advice on how to structure transactions involving sales of defense articles and assistance in the
    preparation of contracts and other documents for such transactions.” Goldstein Aff. Attach. A
    (“Pl.’s Attach. A”), ECF No. 26-2 (reproducing letter); see also Am. Compl. ¶ 37. The letter
    requested Mr. Cook’s advice on whether six listed legal services would be considered as
    “brokering activities,” as follows:
    1) Advising how to structure transactions involving the sale of defense
    articles and defense services, to include advising how to structure sales,
    mergers, acquisitions, and divestitures that involve the transfer of defense
    articles and defense services;
    2) Preparing contracts for the sale of defense articles and defense services, to
    include clauses, parts, and other provisions to contracts, as well as letters
    of intent, nondisclosure, and other documents incidental to contracts for
    sale, mergers, acquisitions, and divestitures;
    3) Advising on and preparing technical assistance agreements and other Part
    124 agreements, to include advising on how to structure the involvement
    of subcontractors, sub-licensees, and other parties to Part 124 agreements;
    4) Advising on the availability of financing for export sales of defense
    articles and defense services, and preparation of legal documents required
    by financial institutions for financing of export sales of defense articles
    and defense services;
    5) Advising on proposals to broker and sell defense articles and defense
    services and preparing proposals and clauses, parts, and other provisions
    to proposals; and
    6) Corresponding and meeting with U.S. government personnel regarding
    licensing policy and specific requests to export defense articles and
    defense services.
    9
    Pl.’s Attach. A; see also Am. Compl. ¶ 37. The letter further stated that Mr. Goldstein’s services
    are not provided “on a commission or contingency basis” but “are performed for an hourly or flat
    fee,” that the listed services “involve defense articles, technical data, and/or defense services
    described under ITAR Part 121, to include classified and unclassified defense articles and
    technical data,” and that the listed services may “involve exports and services provided to any
    country except as limited by ITAR section 126.1” (which specifies countries with which
    brokering activities are banned or curtailed on various grounds). Pl.’s Attach. A; see also Am.
    Compl. ¶ 38.
    For over a year, State failed to respond to this request. See Am. Compl. ¶ 39. Plaintiff
    alleges that it “made repeated requests for information on [the] status of the Advisory Opinion
    Request.” 
    Id. In the
    interim, Mr. Goldstein sought an advisory opinion from the District of
    Columbia Bar Legal Ethics Committee regarding whether, to the extent his activities did
    constitute “brokering activities,” he was permitted to comply with the ITAR’s disclosure
    requirements without violating District of Columbia Rule of Professional Conduct 1.6
    (presumably for obtaining prior approval for any transactions, see 22 C.F.R. § 129.6(a)–(b), or
    for purposes of submitting the necessary year-end report, see 
    id. § 129.10(a)–(c)).
    See Am.
    Compl. ¶ 56. 4
    Steuart Thomsen, Chair of the D.C. Bar Legal Ethics Committee, responded by two
    letters dated May 30, 2014, and June 25, 2014. See Pl.’s Mem. Opp’n Ex. 4 (“Pl.’s Ex. 4”), ECF
    4
    In pertinent part, Rule 1.6 provides that a lawyer “shall not knowingly . . . reveal a
    confidence or secret of the lawyer’s client.” D.C. Rules of Prof’l Conduct R. 1.6(a)(1). Among
    other circumstances, however, Rule 1.6(e) provides that a lawyer may reveal “client confidences
    or secrets” “with the informed consent of the client” or “when . . . required by law or court
    order.” 
    Id. R. 1.6(e)(1),
    (2)(A).
    10
    No. 26-3; Pl.’s Mem. Opp’n Ex. 5 (“Pl.’s Ex. 5”), ECF No. 26-3. 5 Those letters noted that “the
    issues [Mr. Goldstein] ha[d] identified are largely beyond the scope of the Legal Ethics
    Committee’s authority to address.” Pl.’s Ex. 4 at 2; Pl.’s Ex. 5. at 2. Nevertheless, Mr. Thomsen
    advised that “[t]urning over information required to be disclosed by law is not inconsistent with
    Rule 1.6, which provides an exception for such situations.” Pl.’s Ex. 4 at 2; Pl.’s Ex. 5 at 2. To
    the extent Mr. Goldstein’s clients object to those disclosures, Mr. Thomsen further advised that
    Mr. Goldstein should use “all legally permissible mechanisms for avoiding disclosure” or, to the
    extent he is aware of the law and its potential reach “prior to obtaining client secrets and
    confidences,” he should “refrain from obtaining sensitive client information until [he] ha[s]
    communicated the risk of disclosure” to those clients.” Pl.’s Ex. 4 at 2; Pl.’s Ex. 5 at 2. In
    circumstances, like “the instance case,” where an attorney would be “aware prior to taking on the
    engagement that he or she will be required to disclose certain confidences and secrets,” Mr.
    Thomsen explained that an attorney like Mr. Goldstein “must advise the client of these risks at
    the outset of the representation and obtain the client’s informed consent prior to receiving any
    information subject to disclosure.” Pl.’s Ex. 5 at 4 (footnote omitted).
    Mr. Thomsen acknowledged that, whether it would be possible to communicate
    “sufficient information to obtain a client’s informed consent when the law requires the attorney
    to obtain approval . . . prior to engaging in such communications is a determination that must be
    5
    Those letters state that the Directorate “recently announced it is now applying Part 129
    to a variety of legal services routinely provided by attorneys, which it considers as falling within
    the definition of brokering activities.” Pl.’s Ex. 4 at 2; Pl.’s Ex. 5 at 2. The letter does not
    identify a source for that contention, which seems to conflict in some respects with the regulation
    itself. It appears that the contention was supplied by Mr. Goldstein, as the letter reports that Mr.
    Thomsen “ha[d] not undertaken any independent review of the ITAR” but simply relied on how
    Mr. Goldstein had “described the ITAR . . . for purposes of [his] inquiry.” Pl.’s Ex. 4 at 2 & n.2;
    Pl.’s Ex. 5 at 2 & n.2.
    11
    left to the attorney’s professional judgment and discretion.” 
    Id. Ultimately, Mr.
    Thomsen
    advised that “[t]o the extent that you are required by law to reveal certain information that would
    otherwise be subject to the protections of Rule 1.6 prior to engaging in substantive
    communications with your client, you may find that it is impossible to comply with the informed
    consent provision found in 1.6(e)(1).” 
    Id. at 2
    (emphasis added). 6
    On July 3, 2014, Mr. Goldstein finally received some type of communication from State.
    On that date, Mr. Cook called Mr. Goldstein to discuss Mr. Goldstein’s advisory opinion request.
    Plaintiff alleges that the two discussed the request “at length” and Mr. Cook advised Mr.
    Goldstein that, “so long as no fee arrangements are [made] on a commission or contingency
    basis,” the “legal services described in Plaintiff’s Advisory Opinion Request are not subject to
    Part 129.” Am. Compl. ¶ 40. Thereafter, Mr. Goldstein sent Mr. Cook a follow up letter
    officially withdrawing his advisory opinion request, and reiterating the substance of Mr. Cook’s
    guidance. See Am. Compl. ¶ 42; see also Goldstein Aff. Attach. C, ECF No. 26-2. In the
    ensuing months, Plaintiff alleges that it “corresponded with attorneys and public interest groups
    and notified them of the advisement provided by Defendant Cook,” and “relying on the
    advisement provided by Defendant Cook . . . provided legal services described in the Advisory
    Opinion Request.” Am. Compl. ¶¶ 43, 44.
    6
    Although the two letters from the D.C. Bar are nearly identical, there are small but not
    unimportant differences. For example, the first letter from the D.C. Bar, dated May 30, 2014,
    opined only that “[w]hether it is practically possible to adequately communicate and evaluate
    risks in a situation in which any information transmitted to you is subject to disclosure is
    something only you can determine in discussion with your client.” Pl.’s Ex. 4 at 2. It was only
    in the D.C. Bar’s second letter, dated June 25, 2014, that a sentence was added regarding the
    potential “impossibility” of complying with Rule 1.6(e)(1). Compare Pl.’s Ex. 5 at 2, with Pl.’s
    Ex. 4 at 2. Pages four and five of the second letter also contain minor alterations, which do not
    appear to substantively change the scope of Mr. Thomsen’s advice. See Pl.’s Ex. 5 at 4–5.
    Plaintiff has not explained why a second letter, identifying the same May 1, 2014 request Mr.
    Goldstein had submitted but making substantive changes to the D.C. Bar’s opinion, was issued.
    12
    On February 24, 2015, seven months after he had spoken with Mr. Goldstein, Plaintiff
    alleges that Mr. Cook sent Mr. Goldstein a letter advising him that his advisory opinion request,
    and his conversation with Mr. Cook, “lacked sufficient detail for the Department to make an
    official determination as to whether the activities discussed constituted brokering activities.”
    Am. Compl. ¶ 46; see Decl. of Daniel L. Cook (“Cook Decl.”) Attach. B at 1, ECF No. 25-2. 7
    The letter encouraged Mr. Goldstein to review State’s Frequently Asked Questions for guidance
    and invited Mr. Goldstein to “submit a written request” under the newly-promulgated section
    129.9 should he have “further questions regarding whether a specific activity falls under the
    provisions of ITAR Part 129.” Cook Decl. Attach. B at 1–2. Mr. Cook further cautioned that
    “the information provided in this letter should be construed as general guidance, not an official
    Department position under ITAR Section 129.9, as official guidance under 129.9 must be case-
    specific.” 
    Id. at 2
    . Plaintiff characterizes this letter as a withdrawal of the advice Mr. Cook had
    previously provided by telephone. See Am. Compl. ¶ 45.
    Soon thereafter, on March 3, 2015, Plaintiff filed suit in this Court. See Compl., ECF No.
    1. Its complaint alleges that Defendants’ “application of Part 129 to legal services requires
    Plaintiff and other attorneys who may provide such services to register with the Department of
    State as arms brokers, to disclose confidential client information, and to provide law enforcement
    agents with open access to law firm records without a subpoena, warrant or other legal process
    subject to judicial review.” Am. Compl. ¶ 3. The complaint seeks recovery on five claims: (1)
    that Defendants should be equitably estopped from applying Part 129 to Plaintiff’s activities
    7
    Plaintiff alleges that the letter was sent on February 24, 2015, despite the fact that the
    letter itself is dated February 6, 2015. Compare Am. Compl. ¶ 45, with Cook. Decl. Attach. B at
    1. Plaintiff does not further explain this discrepancy, or the basis for its allegation that the letter
    was sent weeks after it was dated.
    13
    because of Plaintiff’s reasonable reliance on the advice Mr. Cook relayed by telephone; (2) that
    Part 129’s definition of “brokering activities,” specifically its description of which legal services
    are subject to the ITAR, is unconstitutionally vague in violation of the Fifth Amendment’s Due
    Process Cause; (3) that Defendants’ application of Part 129 to legal services is ultra vires and
    exceeds authority under the AECA; (4) that application of Part 129 violates the “separation of
    powers” 8 under the Tenth Amendment; and (5) that Defendants’ application of Part 129 to any
    legal services violates the Administrative Procedure Act (“APA”). See Am. Compl. ¶¶ 68–114.
    Plaintiff seeks both declaratory and permanent injunctive relief. See Am. Compl. at 22–23.
    After Plaintiff filed its complaint, Mr. Cook sent Mr. Goldstein yet another letter, dated
    May 15, 2015, stylized as a “supplemental advisory opinion” to “provide additional guidance”
    and “describe[] activities by an attorney that would constitute provision of legal advice to a client
    and not brokering activity.” Cook Decl. Attach. C at 1, ECF No. 25-2. Mr. Cook noted that the
    Directorate “does not intend for registration to be a prerequisite for providing legal services in
    connection with the types of activities referenced in your letter.” 
    Id. at 2
    . That letter advised Mr.
    Goldstein that four of the activities identified in his advisory opinion request—those enumerated
    as numbers one (advising clients how to structure transactions), two (preparing contracts), three
    (advising clients on and preparing technical assistance agreements), and five (advising on
    proposals to broker and sell defense articles)—“would constitute the provision of legal advice,”
    and thus would not “fall within the scope of brokering activities,” so long as the client has
    “already identified the foreign party/parties.” 
    Id. at 2
    . With respect to the fourth type of service,
    8
    As Defendants point out, because this claim is premised on the Tenth Amendment and
    the State Department’s alleged intrusion on the states’ traditional authority to regulate the legal
    profession, the claim is in fact premised on federalism principles, despite the “separation of
    powers” label. See Defs.’ Mem. Supp. at 30 n.8.
    14
    advising clients on the availability of financing for defense articles and preparing legal
    documents required to finance those export sales, Mr. Cook advised that “as long as you provide
    a listing from open sources of potential financial institutions for selection by your client,” this
    service would not constitute a brokering activity. 
    Id. at 2
    –3. Finally, with respect to the sixth
    listed activity—corresponding and meeting with U.S. government personnel—Mr. Cook advised
    that the activity is not within the scope of “brokering activities.” 
    Id. at 3.
    The letter also advised
    Mr. Goldstein that the activities described “would not be the subject of an ITAR enforcement
    action against you if you engaged in these activities since August 6, 2014,” and reiterated that
    Mr. Goldstein could seek official guidance with respect to “any specific proposed activity” by
    submitting a request under 22 C.F.R. § 129.9(a). 
    Id. at 1,
    3.
    Defendants have now moved to dismiss Plaintiff’s claims under Federal Rule of Civil
    Procedure 12(b)(1) and 12(b)(6), arguing that this Court lacks subject matter jurisdiction and
    that, even if jurisdiction is proper, Plaintiff’s Amended Complaint fails to state a claim. See
    Defs.’ Mem. Supp. Mot. to Dismiss (“Defs.’ Mem. Supp.”) at 10–36, ECF No. 25-1. Plaintiff
    opposes dismissal on all grounds. See Pl.’s Mem. Opp’n at 12–38.
    III. LEGAL STANDARD
    Federal courts are courts of limited jurisdiction, and the law presumes that “a cause lies
    outside this limited jurisdiction . . . .” Kokkonen v. Guardian Life Ins. Co. of Am., 
    511 U.S. 375
    ,
    377 (1994); see also Gen. Motors Corp. v. EPA, 
    363 F.3d 442
    , 448 (D.C. Cir. 2004) (“As a court
    of limited jurisdiction, we begin, and end, with an examination of our jurisdiction.”). It is the
    plaintiff’s burden to establish that the court has subject matter jurisdiction. Lujan v. Defenders of
    Wildlife, 
    504 U.S. 555
    , 561 (1992).
    15
    Because subject matter jurisdiction focuses on the Court’s power to hear a claim, the
    Court must give the plaintiff’s factual allegations closer scrutiny than would be required for a
    12(b)(6) motion for failure to state a claim. See Grand Lodge of Fraternal Order of Police v.
    Ashcroft, 
    185 F. Supp. 2d 9
    , 13–14 (D.D.C. 2001). Thus, the Court is not limited to the
    allegations contained in the complaint. See Wilderness Soc’y v. Griles, 
    824 F.2d 4
    , 16 n.10 (D.C.
    Cir. 1987). Instead, “where necessary, the court may consider the complaint supplemented by
    undisputed facts evidenced in the record, or the complaint supplemented by undisputed facts plus
    the court’s resolution of disputed facts.” Herbert v. Nat’l Acad. of Scis., 
    974 F.2d 192
    , 197 (D.C.
    Cir. 1992) (citing Williamson v. Tucker, 
    645 F.2d 404
    , 413 (5th Cir.1981)).
    The D.C. Circuit has explained that a motion to dismiss for lack of standing constitutes a
    motion under Rule 12(b)(1) of the Federal Rules of Civil Procedure because “the defect of
    standing is a defect in subject matter jurisdiction.” Haase v. Sessions, 
    835 F.2d 902
    , 906 (D.C.
    Cir. 1987). Likewise, motions to dismiss on the grounds of ripeness and mootness have
    consistently been brought under Rule 12(b)(1), because those justiciability concerns typically
    implicate the court’s subject-matter jurisdiction. See, e.g., Del Monte Fresh Produce Co. v.
    United States, 
    570 F.3d 316
    , 321, 326 (D.C. Cir. 2009) (reviewing dismissal under 12(b)(1) on
    mootness grounds); Venetian Casino Resort, L.L.C. v. EEOC, 
    409 F.3d 359
    , 363, 366 (D.C. Cir.
    2005) (reviewing dismissal under 12(b)(1) on ripeness grounds); see also Larsen v. U.S. Navy,
    
    525 F.3d 1
    , 4 (D.C. Cir. 2008) (“‘Federal courts lack jurisdiction to decide moot cases because
    their constitutional authority extends only to actual cases or controversies.’” (quoting Iron Arrow
    Honor Soc’y v. Heckler, 
    464 U.S. 67
    , 70 (1983))); Exxon Mobile Corp. v. FERC, 
    501 F.3d 204
    ,
    16
    208 (D.C. Cir. 2007) (noting that “[t]he question of ripeness goes to our subject matter
    jurisdiction” (quoting Duke City Lumber Co. v. Butz, 
    539 F.2d 220
    , 221 n.2 (D.C. Cir. 1976))). 9
    IV. ANALYSIS
    In support of their motion to dismiss, Defendants argue that this Court is without
    jurisdiction over this dispute because Plaintiff has not established an injury in fact sufficient to
    confer standing and because Plaintiff’s claims are not yet ripe, or have now become moot. From
    the outset the Court notes that three aspects of this case are particularly informative to its
    analysis: the broad, generalized nature of Mr. Goldstein’s request for an advisory opinion from
    State, devoid of any specific detail describing Plaintiff’s proposed activities; the hypothetical and
    inherently tentative nature of State’s response to that request; and Plaintiff’s vague, generalized
    9
    To be sure, not every justiciability concern is one of subject matter jurisdiction. Indeed,
    the D.C. Circuit recently clarified that certain justiciability questions are governed by Rule
    12(b)(6), rather than Rule 12(b)(1), while at the same time acknowledging that it “‘ha[s] not
    always been consistent in maintaining’” the “distinction between a claim that is not justiciable
    . . . and a claim over which the court lacks subject matter jurisdiction.” Sierra Club v. Jackson,
    
    648 F.3d 848
    , 853 (D.C. Cir. 2011) (alteration in original) (quoting Oryszak v. Sullivan, 
    576 F.3d 522
    , 527 (D.C. Cir. 2009)) (holding that a motion to dismiss claiming that a decision is
    committed wholly to an agency’s discretion, and “therefore not justiciable,” is governed by Rule
    12(b)(6)). Accordingly, although the D.C. Circuit does not appear to have directly addressed the
    issue, it is possible that a motion to dismiss a prudentially, but not constitutionally, unripe claim
    is properly brought under Rule 12(b)(6), rather than Rule 12(b)(1) because where “prudential
    considerations . . . innervate the ripeness doctrine,” courts “‘dismiss[] even if there is not a
    constitutional bar to the exercise of [its] jurisdiction.’” Full Value Advisors, LLC v. SEC, 
    633 F.3d 1101
    , 1106 (D.C. Cir. 2011) (first alteration in original) (quoting Wyo. Outdoor Council v.
    U.S. Forest Serv., 
    165 F.3d 43
    , 48 (D.C. Cir. 1999)); see Horne v. Dep’t of Agric., 
    133 S. Ct. 2053
    , 2062 (2013) (explaining that “prudential ripeness” considerations “[are] not, strictly
    speaking, jurisdictional” (internal quotation marks and citation omitted)). But “even in a case
    raising only prudential concerns, the question of ripeness may be considered” as a threshold
    issue “on a court’s own motion.” Nat’l Park Hospitality Ass’n v. Dep’t of Interior, 
    538 U.S. 803
    ,
    808 (2003). Therefore, regardless of whether Rule 12(b)(1) or Rule 12(b)(6) applies, the Court
    would still conclude that Plaintiff’s claims are not prudentially ripe for the same reasons as
    explained below. Cf. Sierra 
    Club, 648 F.3d at 854
    (“[I]f the district court was correct in
    dismissing the action as a nonjusticiable challenge . . . it is within our power to affirm despite the
    citation of the wrong rule.”).
    17
    assertion, unaccompanied by specific factual allegations, that Plaintiff will be required to
    disclose confidential client information if it is subjected to Part 129’s requirements. The
    requirement that a plaintiff show standing, like other justiciability concerns, “assures that there is
    a real need to exercise the power of judicial review in order to protect the interests of the
    complaining party” and “requires federal courts to satisfy themselves that the plaintiff has
    alleged such a personal stake in the outcome of the controversy as to warrant his invocation of
    federal-court jurisdiction.” Summers v. Earth Island Inst., 
    555 U.S. 488
    , 493 (2009) (emphasis
    in original) (internal quotation marks and citations omitted). Ultimately, Plaintiff has failed to do
    so here. Because Plaintiff has not demonstrated an injury in fact and because, in any event, its
    claims are not yet ripe, the Court will grant Defendants’ motion to dismiss. 10
    A. Plaintiff Fails to Demonstrate an Injury in Fact
    Article III limits federal courts’ jurisdiction to particular “cases” and “controversies” and
    the Supreme Court has consistently explained that “[n]o principle is more fundamental to the
    judiciary’s proper role in our system of government than the constitutional limitation of federal
    court jurisdiction to actual cases or controversies.” Clapper v. Amnesty Int’l USA, 
    133 S. Ct. 1138
    , 1146 (2013) (quoting DaimlerChrysler Corp. v. Cuno, 
    547 U.S. 332
    , 341 (2006)). “The
    10
    The Court thus need not consider the merits of Plaintiff’s claims. The Court also notes
    that it finds Defendants’ contention that Mr. Cook’s May 15, 2015 letter mooted Mr. Goldstein’s
    claims unpersuasive. That letter stated that Plaintiff “would not be the subject of an ITAR
    enforcement action . . . if [Mr. Goldstein] engaged in [the listed] activities since August 6, 2014.”
    Cook Decl. Attach. C at 1. But in explaining that Part 129’s “brokering activities” definition
    would not apply to legal services where an attorney’s “client has already identified the foreign
    party/parties” to the transaction, 
    id. at 2,
    the letter implicitly left open the possibility of
    enforcement where the foreign parties remain unidentified. Although the Court concludes below
    that Plaintiff has not sufficiently alleged an injury in fact based on activities of that sort, and any
    such claim is nevertheless unripe, to the extent those strictures had been satisfied the possibility
    of enforcement left open by the May 15 letter would preclude Plaintiff’s claims from becoming
    moot.
    18
    ‘irreducible constitutional minimum’ for standing is (i) the party must have suffered a concrete
    and particularized injury in fact, (ii) that was caused by or is fairly traceable to the actions of the
    defendant, and (iii) is capable of resolution and likely to be redressed by judicial decision.”
    Sierra Club v. EPA, 
    755 F.3d 968
    , 973 (D.C. Cir. 2014). In other words, to establish standing as
    a constitutional matter a plaintiff must “demonstrate the existence of a ‘personal injury fairly
    traceable to the opposing party’s allegedly unlawful conduct and likely to be redressed by the
    requested relief.” Delta Air Lines, Inc. v. Exp.-Imp. Bank of U.S., 
    85 F. Supp. 3d 250
    , 260
    (D.D.C. 2015) (brackets omitted) (quoting Allen v. Wright, 
    468 U.S. 737
    , 751 (1984)). And, to
    show an injury in fact, a plaintiff must have suffered “an invasion of a legally protected interest
    which is (a) concrete and particularized and (b) actual or imminent, not conjectural or
    hypothetical.” Lujan v. Defenders of Wildlife, 
    504 U.S. 555
    , 560 (1992) (internal quotation
    marks and citations omitted).
    A plaintiff bears the burden of demonstrating its standing. 
    Id. at 561.
    When assessing
    standing at the motion to dismiss stage, the Court will “accept the well-pleaded factual
    allegations as true and draw all reasonable inferences from those allegations in the plaintiff’s
    favor,” but will “not assume the truth of legal conclusions, nor . . . accept inferences that are
    unsupported by the facts set out in the complaint.” Arpaio v. Obama, 
    797 F.3d 11
    , 19 (D.C. Cir.
    2015) (internal quotation marks and citations omitted). Mere assertions of injury, unsupported
    by factual allegations, will not do. See 
    Clapper, 133 S. Ct. at 1154
    (finding no standing where
    respondents “present no concrete evidence to substantiate their fears, but instead rest on mere
    conjecture about possible governmental actions”). If an allegation of injury is based on future
    conduct, the Supreme Court has “repeatedly reiterated that ‘threatened injury must be certainly
    impending to constitute injury in fact,’ and that ‘allegations of possible future injury’ are not
    19
    sufficient.” 
    Id. at 1147
    (brackets omitted) (quoting Whitmore v. Arkansas, 
    495 U.S. 149
    , 158
    (1990)). While “imminence is concededly a somewhat elastic concept, it cannot be stretched
    beyond its purpose, which is to ensure that the alleged injury is not too speculative for Article III
    purposes.” 
    Id. (quoting Lujan,
    504 U.S. at 565 n.2).
    In response to Defendants’ motion to dismiss, Plaintiff claims that Part 129’s application
    to legal services forces a head-on conflict between those regulations and the D.C. Rules of
    Professional Conduct. Plaintiff claims that it is injured by Part 129 because that Part’s
    application to legal services “requires that attorneys disclose confidential client information.”
    Pl.’s Mem. Opp’n at 16. As a result, Plaintiff contends that it will be forced “to choose between
    not providing the legal services and violating professional rules of responsibility or violating
    federal law.” 
    Id. at 2
    0. Further, it argues that Part 129’s application to Plaintiff’s legal services
    violates its “constitutionally protected liberty interest in pursuing its profession.” 
    Id. at 15.
    While the Court does not gainsay that an interest in pursuing one’s profession is a
    cognizable liberty interest, “the injury in fact test requires more than an injury to a cognizable
    interest. It requires that the party seeking review be himself among the injured.” 
    Lujan, 504 U.S. at 563
    (quoting Sierra Club v. Morton, 
    405 U.S. 727
    , 734–35 (1972)). For several reasons,
    Plaintiff fails to carry its burden to show that it is among the injured here.
    First, Plaintiff’s theory of injury relies entirely on a threshold showing that it has engaged
    in or will engage in some activity that might fall within the scope of “brokering activity.” Only
    by showing that fact can Plaintiff claim that Part 129’s requirements will be applied to its
    activities. To the extent Plaintiff does anything more than simply assume this to be the case, it
    relies primarily on Mr. Cook’s letter, and its implicit acknowledgement that an attorney’s advice
    to or services on behalf of a client where the foreign parties are unknown might fall within the
    20
    definition of “brokering activity.” 11 See, e.g., Pl.’s Surreply at 2–3, ECF No. 30. Yet, Plaintiff
    has failed to concretely allege that it has, or will in the future, engage in any such activities. Mr.
    Goldstein’s affidavit merely states that his firm “regularly represents clients” where the foreign
    parties to prospective transactions “are often not identified by the client.” Goldstein Aff. ¶ 9.
    Indeed, although Plaintiff claims it “provided legal services [as] described in the Advisory
    Opinion Request” for a period of several months before Mr. Cook clarified his advice, Am.
    Compl. ¶ 44, it is telling that Mr. Goldstein’s affidavit nevertheless lacks any specific allegation
    that Plaintiff did during that time, or definitively will in the future, advise clients in transactions
    where the foreign parties remain unknown. See Human Soc’y of U.S. v. Babbitt, 
    46 F.3d 93
    , 98
    (D.C. Cir. 1995) (citing Lujan and finding standing theory insufficient where association’s
    member’s affidavit “omits an allegation that the asserted injury to [that member] is ‘imminent’”).
    Even charitably read, Mr. Goldstein’s allegation that he “often” represents clients where the
    prospective parties to the transaction are not identified by the client at most implies that Plaintiff
    11
    Defendants contend that Part 129 makes clear that the definition of “brokering activity”
    does not “include legal advice or services.” Defs.’ Mem. Supp. at 12. To be sure, the terms of
    the regulation state that “activities by an attorney that do not extend beyond the provision of
    legal advice to clients” do not fall within the regulation’s scope. 22 C.F.R. § 129.2(b)(2)(iv)
    (emphasis added). Yet, without explanation, Defendants refer much more broadly to “legal
    services.” Moreover, the record does not seem to support Defendants’ claim that only activities
    taken by a lawyer which “involve taking a role in the transaction beyond simply advising on the
    transaction” fall within the definition of “brokering activities.” Defs.’ Mem. Supp. at 13.
    Indeed, Mr. Cook’s letter indicates that the same activities might fall within or outside
    “brokering activities” depending on whether the other party to a client’s transaction has been
    identified. But it is not immediately clear to the Court why a client’s failure to identify the
    particular foreign parties involved would transform “legal advice” into something else. Perhaps
    Defendants mean only to note that a failure to identify other parties might indicate or pose a risk
    that an attorney is acting more like a broker and less like an attorney. In any event, and
    semantics aside, the record does suggest that State might seek to regulate as “brokering
    activities” some services that lawyers periodically provide to their clients. Ultimately, as
    explained above, this issue matters little because Plaintiff’s allegations here do not suffice to
    show that it engages in such activities.
    21
    anticipates engaging in such representation at some indeterminate point in the future. “Such
    ‘some day’ intentions—without any description of concrete plans, or indeed even any
    specification of when the some day will be—do not support a finding of the ‘actual or imminent’
    injury that [the Supreme Court’s] cases require.” 
    Lujan, 504 U.S. at 564
    .
    Second, even had Plaintiff adequately alleged it was engaged in such activities, it has
    shown nothing other than a speculative threat of enforcement. Mr. Cook’s letter echoes State’s
    Frequently Asked Questions, which indicate that the agency might conclude that, in some
    circumstances, an attorneys’ activities in assisting a client fall within the definition of “brokering
    activities.” See Frequently Asked Questions (FAQs) – Registration, U.S. Dep’t of State,
    Directorate of Defense Trade Controls, http://pmddtc.state.gov/registration/faqs_reg.html (July 2,
    2015) (stating, for example, that if an attorney is involved in various services “beyond contract
    terms of already identified foreign parties by your client, then such activities may constitute
    brokering activities” (emphasis added)). As Defendants explain, whether a particular transaction
    crosses into “brokering activity” is an inherently fact-bound determination dependent on the
    nature of the transaction and the parties. The limitation is intended to “avoid the possibility, for
    example, that an attorney providing these services would also engage in brokering activities by
    finding the foreign party to the transaction.” 12 Defs.’ Reply at 5, ECF No. 29. The government
    has gone to pains to emphasize that the definition of “brokering activities” explicitly excludes
    12
    Presumably, in such circumstances an attorney’s actions could extend beyond mere
    “legal advice” and include the “[s]oliciting, promoting, negotiating, contracting for, arranging, or
    otherwise assisting in the purchase, sale, transfer, loan, or lease of a defense article or defense
    service.” 22 C.F.R. § 129.2(b)(1)(ii). Although Defendants have not noted it, if a client has not
    yet identified the foreign party to a transaction at the time an attorney acts, an attorney’s
    activities might also conflict, even inadvertently, with Congress’s purpose to ensure that U.S.
    persons are not “involved in arms deals that are inconsistent with U.S. policy” or transactions
    that “lend support to terrorism or run counter to a U.S. policy decision not to sell arms to a
    specific country or area.” H.R. Rep. No. 104-519, at 12 (1996).
    22
    traditional “legal advice,” and Plaintiff has been unable to point to a single instance in which the
    services provided by an attorney were subject to an enforcement action or criminal proceeding
    for violating Part 129. Cf. 
    Clapper, 133 S. Ct. at 1148
    (finding plaintiffs’ theory of standing
    “speculative” and “undermine[d]” where they “fail to offer any evidence that their
    communications have been monitored under” the challenged statute and “merely speculate and
    make assumptions about whether their communications with their foreign contacts will be
    acquired” under the statute). Plaintiff contends that “the whole point of pre-enforcement suits is
    to give plaintiffs relief before they must choose between exposing themselves to liability or
    refraining from exercising constitutional rights.” Pls.’ Mem. Opp’n at 21. That undoubtedly is
    so. But that purpose does not absolve Plaintiff of its burden to show that any threat of
    enforcement is imminent or otherwise inflicts injury upon it. 13 See Johnson v. District of
    Columbia, 
    71 F. Supp. 3d 155
    , 162 (D.D.C. 2014) (finding standing wanting where there existed
    a “total lack of previous enforcement,” the government “has never threatened [plaintiff] with
    prosecution,” “the government has disavowed any intention to prosecute,” and the government
    “does not believe such conduct is prohibited by the statute”).
    Third, even if Plaintiff could show that it was actually engaging in or has previously
    engaged in brokering activities and that State might initiate enforcement proceedings against it,
    Plaintiff has alleged nothing more than conjecture to substantiate its claim that it risks being
    injured by Part 129’s requirements. Plaintiff points out that, if it does engage in “brokering
    13
    The Court also rejects Plaintiff’s “concerns over a change in enforcement policy”
    which it bases on its contention that “Defendants have already retracted earlier guidance
    provided to Plaintiff.” Pls.’ Mem. Opp’n at 21. Plaintiff readily concedes that its advisory
    opinion request was submitted under the prior guidance provision, § 129.10, which provided for
    non-binding guidance. 
    Id. at 7
    n.7; see 22 C.F.R. § 129.10 (2006 ed.); 22 C.F.R. § 126.9. Mr.
    Cook’s subsequent letter merely confirms that State was unable to make a final, binding decision
    about whether Plaintiff’s activities would constitute “brokering activities.”
    23
    activities,” it would be required to seek advance approval to engage in brokering activities on
    behalf of its client, submit a yearly report to State about those activities, and maintain records
    available for State’s inspection. See Pl.’s Mem. Opp’n at 16. And Plaintiff generally alleges that
    it “cannot reasonably comply with Part 129 disclosure and record access requirements” and Rule
    1.6. Am. Compl. ¶ 64. But beyond its bald assertion that it will be required to disclose
    confidential attorney client information, Plaintiff has not even attempted to allege with any
    specificity what type of information it would be required to but cannot provide without violating
    Rule 1.6. Cf. R.J. Reynolds Tobacco Co. v. FDA, -- F.3d ----, No. 14-5226, 
    2016 WL 191913
    , at
    *4 (D.C. Cir. Jan. 15, 2016) (finding purported injury resulting from several Tobacco Products
    Scientific Advisory Committee members’ access to plaintiffs’ confidential information
    insufficiently imminent to confer standing because “plaintiffs ha[d] not set forth by affidavit or
    other evidence specific facts suggesting that the challenged members have made or will make
    improper use of confidential information”).
    Several basic questions remain unanswered. For example: What kind of information
    would Plaintiff have to produce to which it anticipates that the attorney-client privilege might
    attach? Why would that information fall within the ambit of Rule 1.6? And why would it be
    difficult for Plaintiff to provide some more generalized information that would both satisfy Part
    129’s disclosure requirements and shield confidential information? Defendants point out that
    Part 129 only requires an individual to “provide detailed factual information about a prospective
    transaction, not privileged information.” Defs.’ Mem. Supp. at 15; cf. U.S. v. Legal Servs. of
    N.Y. City, 
    249 F.3d 1077
    , 1081 (D.C. Cir. 2001) (explaining that “[c]ourts have consistently held
    that the general subject matters of clients’ representations are not privileged . . . [n]or does the
    24
    general purpose of a client’s representation necessarily divulge confidential professional
    communication” (citation omitted)). Plaintiff has not responded to this argument in its briefing.
    Moreover, Plaintiff fails entirely to explain why or how it would be unable to advise its
    client about the requirements of Part 129, and seek informed consent before obtaining from its
    clients or providing to State any confidential information that might be necessary to comply with
    those requirements. Cf. Defs.’ Reply at 7 (arguing that Plaintiff “ignores the option that it could
    inform a client of the requirements imposed by Part 129 and obtain the client’s informed consent
    to seek guidance regarding whether a particular activity is a brokering activity”). Plaintiff cherry
    picks a single line from the D.C. Bar’s opinion letter stating that “[t]o the extent that you are
    required by law to reveal certain information that would otherwise be subject to the protections
    of Rule 1.6 prior to engaging in substantive communications with your client, you may find that
    it is impossible to comply with the informed consent provision found in 1.6(e)(1).” Pl.’s Ex. 5 at
    2. But that opinion letter itself appears to support the idea that where an attorney is “aware prior
    to taking on the engagement that he or she will be required to disclose certain confidences and
    secrets,” he can “advise the client of these risks at the outset of the representation and obtain the
    client’s informed consent prior to receiving any information subject to disclosure.” Pl.’s Ex. 5 at
    4 (footnote omitted). Without more specific allegations, Plaintiff’s singular assertion that
    application of Part 129 will cause it injury is no more than conjecture. 14
    14
    Goldstein seems to imply that he is caught in a Catch-22, making informed consent
    impossible. He claims, somewhat opaquely, that “the advice necessary to provide the client with
    adequate information and explanation about the material risks of and reasonably available
    alternatives to the proposed course of conduct is itself subject to prior approval under 22 C.F.R.
    § 129.4” Pl.’s Mem. Opp’n at 17–18. Yet, Goldstein fails to explain how this circular logic is
    necessarily so.
    25
    Ultimately, Plaintiff has failed to allege in any concrete way that it is engaging in
    activities that might constitute “brokering activities,” that possible enforcement by State over
    those activities is imminent, and that, if Plaintiff must comply with Part 129, it will face actual
    injury to its ability to pursue its profession and will necessarily be required to disclose client
    confidences. 15 Plaintiff’s bald assertion that it will be unable to carry out its profession and
    comply with Part 129 “cannot replace the type of factual allegations necessary to transform a
    speculative chain of possibilities into a plausible allegation of concrete, actual injury in fact.”
    Campbell v. Nat’l Union Fire Ins. Co. of Pittsburgh, Pa., No. 14-0892, 
    2015 WL 5449791
    , at *8
    (D.D.C. Sept. 16, 2015). Without such factual allegations, Plaintiff lacks standing.
    B. Plaintiff’s Claims are Not Ripe
    These same infirmities counsel in favor of the Court’s conclusion that, even if Plaintiff
    could establish standing, a second jurisdictional obstacle inevitably stands in Plaintiff’s way:
    ripeness. “The ripeness doctrine generally deals with when a federal court can or should decide
    a case.” Am. Petroleum Inst. v. EPA, 
    683 F.3d 382
    , 386 (D.C. Cir. 2012). “The ripeness
    doctrine is ‘designed to prevent the courts, through avoidance of premature adjudication, from
    entangling themselves in abstract disagreements over administrative policies, and also to protect
    the agencies from judicial interference until an administrative decision has been formalized and
    its effects felt in a concrete way by the challenging parties.’” Chlorine Institute, Inc. v. Fed. R.R.
    Admin, 
    718 F.3d 922
    , 927 (D.C. Cir. 2013) (quoting Nat’l Park Hosp. Ass’n v. Dep’t of Interior,
    
    538 U.S. 803
    , 807–08 (2003)). While part of the ripeness analysis is “subsumed into the Article
    15
    Plaintiff briefly alludes to potential “economic loss” from its “inability to serve clients
    in the representations at issue.” Pl.’s Mem. Opp’n at 20–21. But, yet again, Plaintiff’s
    pleadings, affidavit, and memoranda are devoid of any concrete, non-speculative factual
    allegations showing that they have yet or will in the future lose business because of Part 129.
    26
    III requirement of standing . . . even if a case is ‘constitutionally ripe,’ . . . the prudential aspect
    of ripeness may provide an independent basis for a court not to exercise its jurisdiction.” Delta
    Air 
    Lines, 85 F. Supp. 3d at 269
    (internal quotation marks and citation omitted).
    Under the prudential ripeness doctrine, “courts apply a familiar two-pronged balancing
    test: first, a court must evaluate the ‘fitness of the issue for judicial decision’; and second, a court
    must consider ‘the hardship to the parties of withholding [its] consideration.’” 
    Id. (quoting Abbott
    Labs v. Gardner, 
    387 U.S. 136
    , 149 (1967)). “In assessing the fitness prong, courts
    evaluate ‘whether the agency action is final; whether the issue presented for decision is one of
    law which requires no additional factual development; and whether further administrative action
    is needed to clarify the agency’s position.’” Nat’l Mining Ass’n v. Jackson, 
    768 F. Supp. 2d 34
    ,
    46 (D.D.C. 2011) (quoting Action Alliance of Senior Citizens v. Heckler, 
    789 F.2d 931
    , 940
    (D.C. Cir. 1986)).
    Plaintiff’s claims are not yet fit for judicial review. A “regulation is not ordinarily
    considered the type of agency action ‘ripe’ for judicial review under the APA until the scope of
    the controversy has been reduced to more manageable proportions, and its factual components
    fleshed out, by some concrete action applying the regulation to the claimant’s situation in a
    fashion that harms or threatens to harm him.” Lujan v. Nat’l Wildlife Fed’n, 
    497 U.S. 871
    , 891
    (1990). Here, Mr. Cook’s letter providing guidance to Plaintiff was phrased tentatively,
    indicated that an assessment of any potential “brokering activity” necessarily depends on case-
    specific facts, and was not binding upon State. Courts consistently find guidance letters of this
    sort non-final and not ripe for adjudication. See Ctr. for Auto Safety v. Nat’l Highway Traffic
    Safety Admin., 
    452 F.3d 798
    , 808–09 (D.C. Cir. 2006) (concluding that a “generic letter” from
    the National Highway Safety Administration was non-final where it suggested that “in general”
    27
    certain limitations to automobile recalls might be permissible but remained “conditional” and
    “only general in its prescriptions”); Reliable Auto. Sprinkler Co., Inc. v. Consumer Prod. Safety
    Comm’n, 
    324 F.3d 726
    , 734 (D.C. Cir. 2003) (concluding that a letter indicating that the agency
    would consider plaintiff’s products a “consumer product” under the relevant statute was not final
    because the letter contained “no unequivocal statement of the agency’s position on the meaning
    of ‘consumer product’” and that “application of the statutory term . . . would clearly involve the
    resolution of factual issues and the creation of a record”); Am. Fed’n of Gov’t Empls., AFL-CIO
    v. O’Connor, 
    747 F.2d 748
    , 756 (D.C. Cir. 1984) (finding advisory opinion of the Merit Systems
    Protection Board’s Special Counsel not ripe where unions had only “solicited an assurance that
    their registration activities, broadly and briefly described” complied with the law, and where the
    Special Counsel had not confronted any “member with a prosecution threat”).
    Moreover, further factual development here “would ‘significantly advance [the court’s]
    ability to deal with the legal issues presented.’” Nat’l Park Hospitality Ass’n v. Dep’t of Interior,
    
    538 U.S. 803
    , 812 (2003) (quoting Duke Power Co. v. Carolina Envtl. Study Grp., Inc., 
    438 U.S. 59
    , 82 (1978)). Mr. Goldstein’s request for guidance was phrased in the most general way. As
    Defendants aptly point out, “[g]iven the complete lack of specific factual information about the
    proposed transactions . . . [the Directorate] could hardly be expected to provide a response that
    discussed whether a particular service is a brokering activity in every possible circumstance.”
    Defs.’ Reply at 5. Whether any particular activity an attorney engages in shades into “brokering
    activity” will presumably depend on the contours of the particular transaction or activity. And
    the Court would necessarily have to consider those factual questions to assess Mr. Goldstein’s
    constitutional vagueness, federalism, and APA claims—all of which require some understanding
    of whether, and to what extent, State’s definition of “brokering activities” will capture attorneys’
    28
    legal services. Unmoored from a fleshed-out factual setting, the Court is hindered in its ability to
    assess Plaintiff’s claims. Thus, for “many of the same reasons that standing is absent, the Court
    finds that further factual development is necessary (or at the very least, desirable) here.” Delta
    Air 
    Lines, 85 F. Supp. 3d at 270
    .
    The Court shares Plaintiff’s concern that some uncertainty persists in State’s definition of
    “brokering activities.” Yet, Plaintiff is not without recourse. If Plaintiff desires concrete
    guidance before it faces the threat of an enforcement action, nothing precludes it from seeking
    guidance—and a binding State Department determination—that its proposed activity does not
    constitute a “brokering activity” by submitting a more detailed request that provides as much
    information as Plaintiff is able to without disclosing confidential attorney-client information. 16
    See 22 C.F.R. § 129.9(a). Even the government acknowledges that, had Plaintiff submitted a
    request for binding guidance under § 129.9(a) and had been “dissatisfied with the result,” an
    action challenging State’s response “may have been ripe.” Defs.’ Mem. Supp. at 19. For now,
    however, Plaintiff has not shown that it is injured by Part 129’s hypothetical application to the
    legal services it provides and, in any event, its claims are not ripe.
    V. CONCLUSION
    For the foregoing reasons, Defendants’ motion to dismiss is GRANTED. An order
    consistent with this Memorandum Opinion is separately and contemporaneously issued.
    Dated: January 26, 2016                                              RUDOLPH CONTRERAS
    United States District Judge
    16
    Cf. 22 C.F.R. § 129.9(b) (noting that “[i]f at the time of submission certain information
    is not yet available, this circumstance must be stated and explained” and the Directorate “will
    take the completeness of the information into account in providing guidance on whether the
    activities constitute brokering activities”).
    29
    

Document Info

Docket Number: Civil Action No. 2015-0311

Citation Numbers: 153 F. Supp. 3d 319

Judges: Judge Rudolph Contreras

Filed Date: 1/26/2016

Precedential Status: Precedential

Modified Date: 1/13/2023

Authorities (36)

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american-federation-of-government-employees-afl-cio-v-k-william , 747 F.2d 748 ( 1984 )

Edward Haase v. William S. Sessions, Director, F.B.I. , 835 F.2d 902 ( 1987 )

Victor Herbert v. National Academy of Sciences , 974 F.2d 192 ( 1992 )

General Motors Corp. v. Environmental Protection Agency , 363 F.3d 442 ( 2004 )

Exxon Mobil Corp. v. FEDERAL ENERGY REGULATORY COMMISSION , 501 F.3d 204 ( 2007 )

Ctr Auto Sfty v. Natl Hwy Traf Sfty , 452 F.3d 798 ( 2006 )

Larsen v. US Navy , 525 F.3d 1 ( 2008 )

United States v. Leg Svc NY , 249 F.3d 1077 ( 2001 )

Del Monte Fresh Produce Co. v. United States , 570 F.3d 316 ( 2009 )

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the-humane-society-of-the-united-states-v-bruce-babbitt-secretary-of-the , 46 F.3d 93 ( 1995 )

Oryszak v. Sullivan , 576 F.3d 522 ( 2009 )

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