Menominee Indian Tribe of Wis v. EPA

In the United States Court of Appeals For the Seventh Circuit ____________________ No. 19-1130 MENOMINEE INDIAN TRIBE OF WISCONSIN, Plaintiff-Appellant, v. ENVIRONMENTAL PROTECTION AGENCY and UNITED STATES ARMY CORPS OF ENGINEERS, et al. Defendants-Appellees, and AQUILA RESOURCES, INC., Intervening Defendant-Appellee. ____________________ Appeal from the United States District Court for the Eastern District of Wisconsin. No. 1:18-cv-108 — William C. Griesbach, Judge. ____________________ ARGUED SEPTEMBER 5, 2019 — DECIDED JANUARY 27, 2020 ____________________ Before SYKES, HAMILTON, and SCUDDER, Circuit Judges. SCUDDER, Circuit Judge. For the Menominee Indian Tribe, the river that bears its name is a place of special importance. 2 No. 19-1130 The Menominee River runs along the border between North- ern Wisconsin and Michigan’s Upper Peninsula. According to its origin story, the Tribe came into existence along the banks of the River thousands of years ago. This birthplace contains artifacts and sacred sites of historic and cultural importance to the Tribe. All these years later, the Tribe returns to the riverbanks for ceremonies and celebrations. Sometime before 2017, the Tribe learned that Aquila Re- sources intended to embark on a mining project known as the Back Forty alongside the Menominee River and in close prox- imity to Wisconsin’s northeast border. Aquila successfully ap- plied for several necessary permits from the state of Michigan. Concerned the project would disrupt and dislocate aspects of tribal life, the Tribe wrote letters to the Environmental Protec- tion Agency and Army Corps of Engineers asking both agen- cies to reconsider its 1984 decision to allow Michigan, instead of the federal government, to issue certain permits under the Clean Water Act. The EPA and Army Corps responded not by revisiting the prior delegation of permitting authority but in- stead by informing the Tribe of what it already knew—that Michigan would decide whether to issue a so-called dredge- and-fill permit to authorize Aquila’s Back Forty project. The Tribe responded on two fronts—first by commencing an administrative proceeding in Michigan and second by fil- ing suit in federal court in Wisconsin. The district court dis- missed the Tribe’s complaint on the ground that it did not challenge any final action taken by the EPA or Army Corps. The court also denied the Tribe’s request to amend its com- plaint. Despite reservations about how the federal agencies responded to the Tribe’s concerns, we affirm. No. 19-1130 3 I To open and operate the Back Forty mine, Aquila had to acquire several regulatory permits. The focus here is on Aq- uila’s need for a dredge-and-fill permit, which comes under Section 404 of the Clean Water Act, 33 U.S.C. § 1344, and al- lows its holder to fill wetlands. Section 404 regulation is not an entirely federal undertak- ing. Although the EPA and Army Corps are tasked with en- forcing the Clean Water Act, Congress allows states to apply to assume Section 404 permitting authority over waters in their jurisdictions. See 33 U.S.C. § 1344(g)–(h). Michigan is one of only two states that has implemented a Section 404 permit program. See 40 C.F.R. § 233.70 (codifying Michigan’s as- sumption of dredge-and-fill permitting over certain waters). When a state assumes permitting authority, the federal government is not removed from the Section 404 regulatory process altogether. The EPA maintains an oversight role re- viewing state-proposed permits. See 33 U.S.C. § 1344(j). A state may not issue a proposed permit if the EPA objects. See id. The EPA and Corps also continue to hold regulatory au- thority over waterways that flow between states and can be used for commercial activity, as Congress determined that those waters cannot be delegated to state control. See id. § 1344(g)(1) (providing that federal agencies issue permits for navigable waters—defined as those waters used or suscepti- ble to use in interstate commerce). Knowing that Michigan had received authority for dredge-and-fill permitting in 1984, Aquila directed its Section 404 application to Michigan’s Department of Environmental Quality. The company’s application, and the Back Forty 4 No. 19-1130 project more generally, concern the Menominee Tribe. The Tribe fears that some of its sacred sites could be damaged by changes to the River and increased activity on its banks. Tribal members often go to the River’s banks to visit the burial mounds of tribal ancestors and to perform and participate in ceremonies. Recently the Tribe reports working to reestablish wild rice at the mouth of the River to preserve and continue its traditional agricultural practices. The Tribe also became of the view that the recent growth of commercial activity on the Menominee River meant that the federal government, not Michigan, should be in charge of permitting. In August 2017 the Tribe expressed its concerns in letters to the EPA and Army Corps. The Tribe acknowledged that under the 1984 agreement between the EPA and Michigan, the state took over issuance of dredge-and-fill permits for many of the state’s waterways, subject to the EPA’s oversight pre- served in the Clean Water Act. See 33 U.S.C. § 1344(j). But the Tribe emphasized that circumstances had changed since the 1984 delegation. In the past 35 years, the Tribe explained, the Menominee River had experienced a growth of commercial activity, including riverboat tourism. This commercial activ- ity, the Tribe continued, had a legal consequence: the segment of the Menominee River nearest to the proposed Back Forty mining site constituted a navigable waterway within the meaning of the Clean Water Act and therefore permitting for it could not remain delegated to the state. The Tribe asked the EPA and Corps to revisit whether they—as opposed to the state of Michigan—should exercise authority over Aquila’s Back Forty permit application. At the very least, the Tribe sought to consult with the EPA and Corps before Michigan made any decision about the Back Forty project. No. 19-1130 5 Who decides the permitting question matters greatly to the Tribe, and for good reason. The Tribe sought to negotiate directly with the federal government because the United States has a long-recognized general trust responsibility to- ward Native Americans. See Seminole Nation v. United States, 316 U.S. 286, 297 (1942) (explaining government’s “moral ob- ligations of the highest responsibility and trust” toward In- dian communities); see also United States v. Mitchell, 463 U.S. 206, 225–26 (1983) (emphasizing the same point). The Tribe also saw specific procedural and legal benefits to the dredge-and-fill permit being decided by the federal agencies. If the permitting had been handled in the federal system, the Tribe would have enjoyed more participation rights. For example, the National Environmental Policy Act would have applied and likely required the EPA to complete an environmental assessment or impact statement about the Back Forty mine. See 42 U.S.C. § 4332(C); 40 C.F.R. §§ 1501.3, 1501.4. Through that process, the Tribe would have an oppor- tunity to request consultation with federal environmental of- ficials. See 40 C.F.R. §§ 1501.2(d)(2), 1501.7(a)(1). The agencies responded by reinforcing—but not revisit- ing—the 1984 delegation. For its part, the Corps explained that it could not exercise jurisdiction over the permitting pro- cess for the Back Forty mine because permitting for the rele- vant section of the Menominee River had been assumed by Michigan in 1984. One month later, the Tribe received a six- sentence letter from the EPA not at all addressing its concerns but offering to speak with the Tribe by phone. Neither re- sponse addressed the Tribe’s request for the agencies to re- consider whether changed circumstances warranted the re- newed exercise of federal authority over the relevant section 6 No. 19-1130 of the Menominee River. Taking those letters as non-respon- sive, the Tribe turned to the courts and filed this lawsuit in the Eastern District of Wisconsin, naming the EPA, Army Corps, and the agencies’ secretaries as defendants. The federal lawsuit did not proceed very far. Aquila inter- vened in the action and joined the agencies in moving under Federal Rule of Civil Procedure 12(b)(1) and (6) to dismiss the Tribe’s complaint. The district court granted the motion on the basis that the challenged EPA and Army Corps letters were not “final agency actions” within the meaning of Section 704 of the Administrative Procedure Act and therefore were not subject to judicial review. At the same time, the Michigan Department of Environ- mental Quality continued processing Aquila’s Section 404 permit application. As required under its agreement with the EPA, Michigan submitted its proposed dredge-and-fill permit for Aquila’s mine to the EPA for federal review. The EPA ob- jected to the permit and asked Michigan for additional infor- mation. A few months later, the state submitted a new draft permit. Upon reviewing the new draft and Michigan’s re- sponses, the EPA withdrew its prior objections on the basis that its concerns had been alleviated. More specifically, the EPA allowed permitting to proceed if certain conditions were included in the final state permit. The state complied and granted Aquila the permit in June 2018. Shortly thereafter the Tribe challenged the permit in Michigan’s administrative sys- tem. That case is still pending. II This appeal presents two questions—one narrow and one broad. The first is whether the agency action here is judicially No. 19-1130 7 reviewable. The broader question asks what legal avenue is available for the Tribe to seek review of the state delegation of the permitting process for the part of the Menominee River affected by the Back Forty project in light of changed circum- stances. A We begin with the narrow question, which returns us to the Tribe’s complaint. The Tribe invoked the Administrative Procedure Act and alleged that the federal agencies’ decision not to exercise permitting authority over the dredge-and-fill permit for the Back Forty project was arbitrary and capricious and contrary to law. See 5 U.S.C. § 702. The district court con- cluded that it lacked authority to review that question be- cause it was not a “final agency action” within the meaning of the APA. The APA limits judicial review to “final agency action[s].” 5 U.S.C. § 704. The Supreme Court has explained that to con- stitute a final action, the decision in question “must mark the consummation of the agency’s decisionmaking process—it must not be of a merely tentative or interlocutory nature” and it must “be one by which rights or obligations have been de- termined, or from which legal consequences will flow.” Ben- nett v. Spear, 520 U.S. 154, 177–78 (1997) (internal quotations omitted). The district court applied this framework and concluded that the EPA and Army Corps’s letters did not reflect any final agency decisions. We agree. The EPA and Corps’s responses did little but restate what the Tribe already knew—that Mich- igan, as a result of the 1984 delegation, had permitting author- ity over the section of the Menominee River near the Back 8 No. 19-1130 Forty site. A letter “purely informational in nature” is not a final agency action because it “impose[s] no obligations and denie[s] no relief.” See Indep. Equip. Dealers Ass'n v. EPA, 372 F.3d 420, 427 (D.C. Cir. 2004). Letters restating earlier inter- pretations likewise do not carry legal consequences for pur- poses of the “final agency action” requirement. See Clayton County v. Fed. Aviation Admin., 887 F.3d 1262, 1268 (11th Cir. 2018). Because the Corps and EPA letters only reiterated the status quo, there was nothing for the district court (or now, us) to review. The Tribe understandably will find this conclusion unset- tling. Its letters to the EPA and the Army Corps were detailed and specific. The Tribe explained its basis for believing that the relevant part of the Menominee River should be under federal permitting authority. Neither the EPA nor the Corps accepted the Tribe’s invitation to revisit the 1984 delegation decision in light of the changed commercial circumstances highlighted in the Tribe’s letters. Indeed, neither agency re- sponded in any way to that contention. This silence is partic- ularly troubling since the agencies asserted for the first time at oral argument that the Tribe could have sought the re- quested relief by filing a petition for rulemaking under 5 U.S.C. § 553(e). We are at a loss to understand why the EPA and the Army Corps did not inform the Tribe of this route upon receiving its letters. Although we see nothing standing in the way of the Tribe’s ability to file a § 553(e) petition at this point, it may be too late for any rulemaking to affect the dredge-and-fill per- mit at issue in this case. This further adds to our sense that the Tribe got the runaround here. No. 19-1130 9 B Even if we could somehow treat the agency responses as reflecting final decisions, our next step would be far from clear given parallel proceedings ongoing in Michigan. In ad- dition to filing suit in federal court, the Tribe contested Aq- uila’s Section 404 permit before the Michigan Department of Environmental Quality. To our knowledge that proceeding (which is called a contested case hearing) is pending before Michigan’s Administrative Hearing System. See MICH. ADMIN. CODE r. 792.10301–.10306. And, if it does not prevail, the Tribe can seek review of the outcome of the contested case hearing in state court. See MICH. COMP. LAWS §§ 24.302–.305. Duplicative litigation in state and federal courts can cause coordination problems, interfere with effective government functioning, and lead to conflicting judgments. See, e.g., Colo- rado River Water Cons. Dist. v. United States, 424 U.S. 800, 817 (1976). The Tribe sees those concerns as overstated because it perceives the scope of the state proceedings to be narrow. It says that there will be no overlap between the state and fed- eral suits because the state administrative proceeding will not entail an adjudication of Michigan’s dredge-and-fill permit- ting authority under the Clean Water Act. For support, it notes that in denying a motion for a stay, the administrative law judge ruled on only state-law grounds. But the administrative law judge has not yet reached a de- cision on the merits, and after that the Tribe may turn to the state court for relief. As the Tribe acknowledged in its letter to the EPA and the Corps, the definition of “navigability” is ul- timately decided by the judiciary. See 33 C.F.R. § 329.3. The ultimate decider need not be the federal judiciary, though. State courts are equally able to adjudicate questions of federal 10 No. 19-1130 law. See Tafflin v. Levitt, 493 U.S. 455, 459 (1990) (noting the “deeply rooted presumption” of concurrent jurisdiction over cases arising under federal law unless Congress decides oth- erwise). It is not the unique province of the federal courts to adjudicate administrative law challenges related to the Clean Water Act. See, e.g., In re Freshwater Wetlands Prot. Act Rules, 798 A.2d 634, 643 (N.J. Super. Ct. App. Div. 2002) (evaluating whether state 404 permit met federal standards); see also Si- erra Club Mackinac Chapter v. Dep’t of Envtl. Quality, 747 N.W.2d 321, 331–32, 335 (Mich. App. 2008) (concluding that pollution-discharge permit violated the Clean Water Act). Nothing has been brought to our attention to suggest that the Tribe cannot receive full and fair review in a Michigan court. III The Tribe also challenges the district court’s denial of its motion for leave to amend its complaint. The Tribe sought to add two Administrative Procedure Act claims—one contend- ing that the EPA’s withdrawal of its objections to Michigan’s issuance of the permit was arbitrary and capricious, and a sec- ond alleging that the agencies failed to consult with the Tribe about the Back Forty mine as Congress required under the National Historic Preservation Act. The district court denied the motion on the basis of futility, reasoning that neither claim would survive a motion to dismiss. We review a denial of a motion for leave to amend for abuse of discretion, while con- sidering any embedded legal questions de novo. See Gandhi v. Sitara Capital Mgmt., LLC, 721 F.3d 865, 868–69 (7th Cir. 2013). A To evaluate the Tribe’s claim that the EPA’s withdrawal of objections to Michigan’s proposed permit was arbitrary and No. 19-1130 11 capricious, we must revisit the regulatory scheme. Recall that where Section 404 permitting authority has been delegated to a state, the EPA retains an oversight role. See 33 U.S.C. § 1344(j). The EPA reviews, and can object to, proposed per- mits. See id. If the agency lodges objections, the state cannot issue a permit without revising and resubmitting it for ap- proval. See id.; see also 40 C.F.R. § 233.50. The EPA originally objected to Michigan’s proposed dredge-and-fill permit for Aquila’s Back Forty project on mul- tiple grounds and sought more information. Michigan sub- mitted a revised permit and agreed to add additional condi- tions, including, for example, a requirement that Aquila mon- itor the effect of dust levels on nearby wetlands. Upon its sec- ond review, EPA concluded that its concerns were resolved and allowed the permit to go forward. In the district court, the Tribe sought leave to amend its complaint to challenge the EPA’s withdrawal of its objections to the permit that Michigan planned to issue to Aquila. The Tribe asserts that the EPA provided little to no explanation, rendering its decision arbitrary and unsupported. The district court, however, concluded that the proposed claim would fail (and therefore be futile) because the EPA’s decision was ex- empt from judicial review as a matter of law. Specifically, the district court reasoned that the EPA’s decision to withdraw its objections was “committed to agency discretion by law.” 5 U.S.C. § 701(a)(2). The Supreme Court has explained that § 701’s limitation on judicial review is “a very narrow exception” applicable only when there is “no law to apply.” Citizens to Preserve Over- ton Park, Inc. v. Volpe, 401 U.S. 402, 410 (1971). Discretionary enforcement decisions reflect one category of agency 12 No. 19-1130 decisions that the Supreme Court has identified as unsuitable for judicial review. A clear illustration came in Heckler v. Cheney, 470 U.S. 821 (1985). There the Court explained that courts generally do not review agency decisions about whether to bring an enforcement action because such a deci- sion “often involves a complicated balancing of a number of factors which are peculiarly within its expertise.” Id. at 831. Such factors, the Court underscored, include resource con- straints and policy priorities. See id. When deciding whether a decision is committed to agency discretion, we first review the applicable statutes and regula- tions. See Head Start Family Educ. Program, Inc. v. Coop. Educ. Serv. Agency 11, 46 F.3d 629, 632 (7th Cir. 1995). We examine those measures to see if they contain “judicially manageable standards . . . for judging how and when an agency should exercise its discretion.” Heckler, 470 U.S. at 830; see also Miami Nation of Indians of Ind. v. Dept. of Interior, 255 F.3d 342, 348–49 (7th Cir. 2001) (examining regulations governing the tribal recognition process to determine if they contain criteria that “courts are capable of applying”). The Tribe does not point to any regulations governing the withdrawal of objections. We searched too and came up empty, finding no statute, regulation, or guideline that in- structs the EPA how to decide whether a state has tendered a satisfactory resolution to a previous permitting objection. The Tribe suggests that we fill the gap by looking to the regula- tions governing the decision to object in the first place. It notes that those regulations require that any objection “be based on the [EPA’s] determination” that the proposed permit is “out- side [the] requirements of the [Clean Water] Act, these regu- lations, or the 404(b)(1) Guidelines.” 40 C.F.R. § 233.50(e). On No. 19-1130 13 the surface, the Tribe’s argument makes sound sense: the same reasons that the EPA might object could, the reasoning runs, be used to decide when a permit can go forward. We read the regulatory language another way, though. Re- member that the language about objections is permissive, making plain that “[a]ny such objection” the EPA chooses to lodge must be based on certain prescribed factors. Id. The in- itial choice—the decision whether to object—remains discre- tionary. That discretion remains no matter how much a par- ticular permitting proposal may, as an objective matter, devi- ate from the prescribed regulatory standards. See id.; see also Heckler, 470 U.S. at 835–37 (explaining that agency action was unreviewable where nothing in the regulatory scheme com- pelled enforcement in the event of violations); American Paper Inst. v. EPA, 890 F.2d 869, 878 (7th Cir. 1989) (concluding that the EPA’s decision to object to a state-issued permit in a simi- larly structured pollutant-discharge program under the Clean Water Act was committed to agency discretion). The proper conclusion, then, is that, in the absence of any regulation addressing the basis for the decision to withdraw an objection, the choice is as committed to the agency’s dis- cretion as the decision to object in the first instance. If the EPA finds a shortcoming in the state’s response to a particular ob- jection, the agency must again make a judgment call about whether to maintain the objection. The decision may depend on many factors, including the EPA’s judgment about not only the materiality of the concern that gave rise to the initial objection and the sufficiency of the state’s responsive measures, but also whether the agency’s limited time and re- sources are best used to persist with an objection pertinent to one project when others likewise call for federal attention. 14 No. 19-1130 The Tribe would be on much stronger footing if the Clean Water Act’s regulatory scheme required the EPA to object if certain conditions were not met. See, e.g., Amador County v. Salazar, 640 F.3d 373, 376–77 (D.C. Cir. 2011) (rejecting the ar- gument that the Secretary of the Interior’s acceptance of a state-tribal compact was committed to agency discretion be- cause the law at issue obligated the Secretary to disapprove of compacts that violated the regulatory scheme). But the differ- ence in the Section 404 context—that the agency is not com- pelled to address all defects in every proposed dredge-and- fill permit—is that the withdrawal decision is committed to the EPA’s discretion. And it is that reality that requires us to reject the Tribe’s proposed claim. A final and broader point is worth observing. The Clean Water Act’s regulations allow the EPA to decline to review whole categories of state-issued dredge-and-fill permits through a blanket waiver program. See 40 C.F.R. § 233.51; see also Save the Bay, Inc. v. EPA, 556 F.2d 1282, 1295 (5th Cir. 1977) (noting similar feature of the Clean Water Act pollutant dis- charge program as support for concluding that EPA decision not to veto a permit was committed to agency discretion and therefore not subject to judicial review). It makes little sense to apply a strict set of criteria for withdrawing objections when the regulatory scheme allows the EPA to assign whole- sale its review authority and put permitting completely in the hands of the state officials. That expansive delegation author- ity reinforces our conclusion that the Clean Water Act com- mits dredge-and-fill permit objections and subsequent with- drawals to the EPA’s discretion. No. 19-1130 15 B The Tribe also sought leave to add another APA claim— that the EPA had failed to recognize the Tribe’s consultation rights conferred by the National Historical Preservation Act. See 5 U.S.C. § 706(1) (authorizing courts to “compel agency action unlawfully withheld or unreasonably delayed”). The Preservation Act creates a consultation requirement for cer- tain federal “undertaking[s].” 54 U.S.C. § 306108. The federal agency overseeing the project must, before approving fund- ing or licensure, “take into account the effect of the undertak- ing on any historic property.” Id. The Preservation Act em- phasizes the importance of protecting the interests of recog- nized Indian tribes and requires consultation when an under- taking would alter historic property of religious or cultural significance to a tribe. See id. §§ 302701, 306102(b)(5)(B). The Tribe reads the Preservation Act as obligating the EPA and Army Corps to consult with it about the Back Forty mine project. But that position is mistaken. The Preservation Act applies only to undertakings that are “[f]ederal or federally assisted.” Id. § 306108. The Tribe alleged neither federal fund- ing nor federal assistance. We have held that the procedural requirements of the statute do not apply to projects for which no federal support has been sought, “no federal dollars have been obligated, and no federal license is required.” Old Town Neighborhood Ass'n Inc. v. Kauffman, 333 F.3d 732, 735 (7th Cir. 2003). Because the Back Forty mine is privately funded and state-licensed, the Preservation Act’s consultation require- ment is not triggered here. 16 No. 19-1130 *** The Menominee Indian Tribe of Wisconsin’s sincere ef- forts to protect its cultural heritage ran into a legal labyrinth and regulatory misdirection. Had the federal agencies pro- vided a meaningful response to the Tribe’s concerns, perhaps this suit could have been avoided. But in light of the regula- tory scheme that we cannot change, the resolution of this case is clear. We cannot review the agency action here. In these cir- cumstances, the Tribe is left to pursue its challenge in the Michigan administrative system and state courts. And we are left to AFFIRM the judgment of the district court. No. 19-1130 17 HAMILTON, Circuit Judge, concurring. I agree that the EPA and Army Corps letters were not final agency actions, 5 U.S.C. § 704, and that the EPA’s decision to withdraw its objections to the Michigan permit was committed to agency discretion by law, id. § 701(a)(2). As a result, the federal courts lack au- thority to intervene in this dispute at this juncture. I write sep- arately (a) to highlight the problem with the statutory stand- ard that allows the federal government to delegate Clean Wa- ter Act permitting to the State of Michigan and (b) to empha- size that the Tribe can still pursue its challenges to the Back Forty mine under Section 404 of the Act, 33 U.S.C. § 1344, through the EPA and the Michigan state courts. A delegation of Clean Water Act permitting authority to a state under 33 U.S.C. § 1344(g) must, as a practical matter, re- flect a fairly long-term commitment. The practical problem with the statutory standard is that the state’s permissible ju- risdiction over waters depends on facts that can change over time. The delegation may not include major waterways, though. The statute bars delegation for “waters which are presently used, or are susceptible to use in their natural con- dition or by reasonable improvement as a means to transport interstate or foreign commerce shoreward to their ordinary high water mark” and adjacent wetlands. 33 U.S.C. § 1344(g)(1). Under this standard, as uses of particular stretches of waterways may change, so may the legality of a federal delegation of authority to a state. As applied to the Menominee River near the proposed Back Forty mine, there is a substantial issue whether the original delegation in 1984 remains valid as a matter of federal law. 18 No. 19-1130 That issue is not teed up for federal courts to decide in this case, as Judge Scudder has explained. That does not mean the issue is closed, however. First, the Tribe may petition the EPA to reassume federal permitting authority over this stretch of the Menominee River as an amendment to a rule. See 5 U.S.C. § 553(e). The EPA’s 1984 approval of Michigan’s Section 404 permit program bore the hallmarks of a legislative rule. See 49 Fed. Reg. 38,947 (Oct. 2, 1984), codified at 40 C.F.R. § 233.70. The approval was writ- ten as a “regulation” that was promulgated after public notice and comment. See id. at 38,947; see also 40 C.F.R. § 233.15(e) (providing for public participation in state program approv- als). The EPA would have a duty to respond to any petition for revisions to the scope of the Michigan delegation. See Nat’l Parks Conservation Ass’n v. U.S. Dep’t of Interior, 794 F. Supp. 2d 39, 44 (D.D.C. 2011) (“an agency ‘is required to at least de- finitively respond to . . . [a] petition—that is, to either deny or grant the petition” (alteration in original)). If the Tribe submits such a petition, the EPA will have to answer within a reasonable time. See 5 U.S.C. § 555(b) (requir- ing an agency to “conclude a matter presented to it” within “a reasonable time”); id. § 706(1) (a “reviewing court shall . . . compel agency action unlawfully withheld or unreasonably delayed”); see also Envtl. Integrity Project v. EPA, 160 F. Supp. 3d 50, 54 (D.D.C. 2015) (“the APA is the source of an agency’s duty to respond to a petition for rulemaking . . . within a rea- sonable time . . . .”); Families for Freedom v. Napolitano, 628 F. Supp. 2d 535, 540 (S.D.N.Y. 2009) (holding that delay in de- ciding a rulemaking petition was unreasonable and ordering response within thirty days). The D.C. Circuit has set forth a general framework for deciding claims of agency delay that No. 19-1130 19 courts can apply to unanswered rulemaking petitions. See Tel- ecommunications Research & Action Ctr. v. FCC, 750 F.2d 70, 80 (D.C. Cir. 1984) (identifying six factors to evaluate); Families for Freedom, 628 F. Supp. 2d at 540 (applying TRAC factors in this context). Absent periodic review by the EPA, the scope of a Section 404 delegation to a state could quickly fall behind the times and out of legal compliance. This case illustrates that risk. As codified, the Michigan approval incorporated a Memoran- dum of Agreement signed in the spring of 1984 that retained just a small portion of the Menominee River under federal ju- risdiction. See 40 C.F.R. § 233.70(c)(2); Joint App. at 163, 166, 168. But rivers change, and so does the commerce they carry. The nearly forty-year-old memorandum might no longer re- flect actual conditions. The EPA may need to decide, on its own initiative or in response a petition by the Tribe, whether the 1984 delegation is still viable as applied to the Menominee River near the Back Forty mine. A reassessment by the EPA to ensure that the scope of the Michigan delegation still complies with the Clean Water Act appears long overdue. I don’t mean to criticize § 1344(g)(1); the statute reflects policy compromises that are of course up to Congress. But since Congress chose to make the scope of permissible delegation depend on circumstances that can change decisively over time, agencies and courts must do their best to comply. The Act also provides that the EPA “shall” withdraw approval of a state program not adminis- tered “in accordance with this section,” including the jurisdic- tional provision. 33 U.S.C. § 1344(i). I express no view on whether or how such a withdrawal would affect current con- troversies like this case. 20 No. 19-1130 Second, as Judge Scudder’s opinion for the panel observes, the Tribe may argue in state court that Michigan lacks permit- ting jurisdiction over this portion of the Menominee River un- der § 1344(g)(1). If the Tribe raises that issue of federal law, a state court will need to decide it. Michigan courts have heard Clean Water Act challenges to state actions. See Sierra Club Mackinac Chapter v. Dep’t of Envtl. Quality, 747 N.W.2d 321, 331–32, 335 (Mich. App. 2008) (ruling that Michigan courts had jurisdiction over claim that general permit violated the Clean Water Act and finding such a violation). If the Tribe were to prevail in state court on its jurisdictional argument, such a decision would deprive Michigan environmental offi- cials of “adequate authority to carry out” the state program on this stretch of river. 33 U.S.C. § 1344(g)(1). That decision would presumably require the EPA to reassume federal au- thority, exercising its power under § 1344(i) if necessary. The Tribe objects that the Michigan administrative law judge who is hearing the “contested case” has refused to ad- dress the questions of federal law, including a challenge to the scope of the federal delegation of permitting authority. See Order on Motion to Stay, Petitions of Thomas Boerner et al., No. 18-013058 at 2–3 (Mich. Admin. Hearing Sys. Jan. 29, 2019) (at- tached to Appellant’s Br.). I express no view on the adminis- trative law judge’s refusal to consider the scope of the delega- tion as a matter of Michigan administrative law, but limits on the issues that administrative law judges may consider are not unusual. Whether the administrative law judge is right or wrong, however, should not affect the power of Michigan courts of general jurisdiction to address the issue. If the Tribe seeks judicial review in a Michigan circuit court, see Mich. Comp. Laws §§ 24.302–.305, that court will be No. 19-1130 21 bound to examine a jurisdictional challenge based on federal law. “State courts, like federal courts, have a constitutional obligation to safeguard personal liberties and to uphold fed- eral law.” Stone v. Powell, 428 U.S. 465, 494 n.35 (1976); Martin v. Hunter’s Lessee, 14 U.S. (1 Wheat.) 304, 340–44 (1816) (Su- premacy Clause requires both federal and state judges to de- cide cases “according to the constitution, laws and treaties of the United States”); see also Gulf Offshore Co. v. Mobil Oil Corp., 453 U.S. 473, 477–78 (1981) (recognizing state courts’ duty to apply binding federal law). If the state courts reject the Tribe’s arguments under federal law, review would ultimately lie with the Supreme Court under 28 U.S.C. § 1257. For now, however, the EPA’s 1984 delegation of authority over this stretch of the Menominee River to Michigan remains in effect. For that reason, we must affirm. The Tribe must ask the EPA, the Michigan ALJ, and Michigan courts to examine alleged infirmities in the Section 404 permit for the mine.