New York v. United Parcel Serv., Inc.

Decision Date07 November 2019
Docket NumberDocket Nos. 17-1993-cv,17-2107-cv,17-2111-cv,August Term, 2018
Citation942 F.3d 554
Parties The State of NEW YORK, The City of New York, Plaintiffs-Appellees - Cross-Appellants, v. UNITED PARCEL SERVICE, INC., Defendant-Appellant - Cross-Appellee.
CourtU.S. Court of Appeals — Second Circuit

Steven Wu, Deputy Solicitor General, State of New York, (Eric T. Schneiderman, Attorney General, State of New York, Barbara D. Underwood, Solicitor General, State of New York, Eric Del Pozo, Assistant Solicitor General of Counsel, State of New York, on the brief) for Plaintiff-Appellee - Cross-Appellant State of New York.

Richard Dearing, Chief, Appeals Division, Corporation Counsel, City of New York, (Zachary W. Carter, Corporation Counsel, City of New York, Claude S. Platton, Deputy Chief, Appeals Division, Corporation Counsel City of New York, Jeremy W. Shweder, Senior Counsel, Appeals Division of Counsel, Corporation Counsel, City of New York, on the brief) for Plaintiff-Appellee - Cross-Appellant City of New York.

Mark A. Perry, Gibson, Dunn & Crutcher LLP, Washington, D.C., (Christopher J. Baum, Aidan Taft Grano, Gibson, Dunn & Crutcher LLP, Washington, D.C., Caitlin J. Halligan, Gibson, Dunn & Crutcher LLP, New York, NY, Deanne E. Maynard, Morrison & Foerster, LLP, Washington, D.C., Paul T. Friedman, Morrison & Foerster, LLP, San Francisco, CA, on the brief) for Defendant-Appellant - Cross-Appellee.

Barry S. Schaevitz, Beth G. Oliva, Oksana G. Wright, Fox Rothschild LLP, New York, NY, for Amicus Curiae Cigar Association of America, Inc.

Richard Pianka, ATA Litigation Center, Arlington, VA, for Amicus Curiae American Trucking Associations, Inc.

Kimo S. Peluso, Heather Yu Han, Sher Tremonte LLP, New York, NY, for Amici Curiae Campaign for Tobacco-Free Kids, American Cancer Society Cancer Action Network, American Lung Association, New York State American Academy of Pediatrics, Chapters 2 & 3, Public Health Law Center at the Mitchell Hamline School of Law, and Truth Initiative Foundation.

Nora Flum, Deputy Attorney General, California, Xavier Becerra, Attorney General, California, Karen Leaf, Senior Assistant Attorney General, California, Samuel P. Siegel, Associate Deputy Solicitor General, California, George Jepsen, Attorney General of Connecticut, Russell A. Suzuki, Acting Attorney General of Hawai'i, Lisa Madigan, Attorney General of Illinois, Curtis T. Hill, Jr., Attorney General of Indiana, Thomas J. Miller, Attorney General of Iowa, Brian E. Frosh, Attorney General of Maryland, Maura Healey, Attorney General of Massachusetts, Bill Schuette, Attorney General of Michigan, Gurbir S. Grewal, Attorney General of New Jersey, Ellen F. Rosenblum, Attorney General of Oregon, Josh Shapiro, Attorney General of Pennsylvania, Alan Wilson, Attorney General of South Carolina, Sean D. Reyes, Attorney General of Utah, Thomas J. Donovan, Jr., Attorney General of Vermont, Mark R. Herring, Attorney General of Virginia, Robert W. Ferguson, Attorney General of Washington, Peter K. Michael, Attorney General of Wyoming, Karl A. Racine, Attorney General of the District of Columbia, Wanda Vázquez Garced, Attorney General of Puerto Rico, for Amici Curiae California, Connecticut, Hawai'i, Illinois, Indiana, Iowa, Maryland, Massachusetts, Michigan, New Jersey, Oregon, Pennsylvania, South Carolina, Utah, Vermont, Virginia, Washington, Wyoming, the District of Columbia, and Puerto Rico.

Leslie Rutledge, Arkansas Attorney General, Nicholas Bronni, Deputy Solicitor General, Arkansas, Jeff Landry, Attorney General of Louisiana, Elizabeth B. Murrill, Solicitor General, Arkansas, Patricia H. Wilton, Deputy Solicitor General, Arkansas, for Amici Curiae Louisiana, Arkansas, and Kentucky.

Jeffrey S. Bucholtz, King & Spalding LLP, Washington, D.C., Merritt E. McAlister, Val Leppert, King & Spalding LLP, Atlanta, GA, Warren Postman, U.S. Chamber Litigation Center, Inc., Washington, D.C., for Amicus Curiae Chamber of Commerce of the United States of America.

Cory L. Andrews, Richard A. Samp, Washington Legal Foundation, Washington, D.C., for Amicus Curiae Washington Legal Foundation.

Before: Jacobs and Lynch, Circuit Judges, and Vilardo, District Judge.*

Gerard E. Lynch, Circuit Judge:

In this civil action, filed in the United States District Court for the Southern District of New York (Katherine B. Forrest, Judge ), the State and City of New York (collectively "plaintiffs") charged UPS with violating the Contraband Cigarette Trafficking Act ("CCTA"), 18 U.S.C. 2341 et seq ., the Prevent All Cigarette Trafficking Act ("PACT Act"), 15 U.S.C. 375 et seq ., and New York Public Health Law ("PHL") 1399-ll , as well as with breaching its settlement agreement (the "Assurance of Discontinuance" or "AOD") with the New York State Attorney General ("NYAG"). After a bench trial, the district court found that UPS had violated its obligations under the Assurance of Discontinuance in a number of respects, and knowingly transported contraband cigarettes from its shipper-customers on Native American reservations to consumers throughout the State and City in violation of several statutes. The district court ordered UPS to pay $9.4 million in unpaid taxes and $237.6 million in total penalties to the plaintiffs. UPS appeals from that judgment, arguing that the district court erred in both its liability and damages rulings; the plaintiffs cross-appeal from aspects of the damages rulings. For the reasons explained below we AFFIRM the district court's liability rulings, MODIFY the damage and penalty awards, and AFFIRM the judgment as modified.

TABLE OF CONTENTS
BACKGROUND... 561
I. Factual Background... 561

A. The State's and City's Cigarette Taxation Regime.... 561

B. Tax Evasion in the State and City... 562

C. The NYAG's First Investigation of UPS... 563

D. The NYAG's Second Investigation of UPS... 564

III. Procedural History... 566
D. The District Court's Liability Opinion... 572
E. The District Court's Damages and Penalties Opinion... 576DISCUSSION... 577
I. Standard of Review... 578
III. The Damages and Penalties Awards... 590
A. The District Court Did Not Abuse Its Discretion in Allowing the Plaintiffs to Present Their Damages Case Nor Did It Clearly Err in Making Factual Findings Based on Record Evidence... 590
2. The District Court's Factual Findings on Damages and Penalties Were Supported by the Evidence... 592

(i) Package Quantity.... 592

(ii) Package Contents... 593

3. The District Court Did Not Err By Ordering the Parties to Submit Post-Trial Calculations of Damages and Penalties...595
C. The District Court Abused Its Discretion in Awarding Per-Violation Penalties Under Both the PACT Act and PHL § 1399-ll ... 599CONCLUSION... 603BACKGROUND
I. Factual Background
A. The State's and City's Cigarette Taxation Regime

The deleterious effects of cigarette smoking and the associated public health costs are enormous. Tobacco use kills almost 30,000 people per year in New York, exceeding the number of deaths caused by alcohol, motor vehicle accidents, firearms, and toxic agents combined. Tobacco-related health care costs New Yorkers $10.4 billion annually. Thus, like the federal government, New York State (the "State") and New York City (the "City") impose excise taxes on cigarettes in order to discourage cigarette smoking and defray some of the health care costs it causes. Those public policy goals, obviously, can be achieved only insofar as the taxes are actually paid.

The State first instituted an excise tax on cigarettes in 1939. N.Y. Tax Law § 471 (1939). The law requires a tax to be imposed on "all cigarettes possessed in the state by any person for sale" except when the "state is without power to impose such tax." Id . The law presumes that all cigarettes possessed for sale or use are taxable, unless an exemption applies. See id .; 20 N.Y.C.R.R. § 76.1(a)(1).

Taxable cigarettes must bear a stamp evidencing payment of the tax. N.Y. Tax Law § 471 ; N.Y.C. Admin. Code § 11–1302(g). New York's Department of Taxation and Finance ("DTF") "precollects" the tax from a limited number of state-licensed stamping agents, who buy and affix tax stamps to each pack of cigarettes, and incorporate the value of the tax into the sale price of the cigarettes, thereby passing the tax along to each subsequent purchaser in the distribution chain and, ultimately, to the consumer. See Tax Law § 471(2) ; 20 N.Y.C.R.R. §§ 74.2 – 74.3 ; N.Y.C. Admin. Code § 11–1302(g)(h) ; see also Oneida Nation of N.Y. v. Cuomo , 645 F.3d 154, 158 (2d Cir. 2011) (discussing licensed stamping agents' pivotal role in state taxation scheme). Given this regulatory regime, it is immediately apparent that the tax has not been paid on cigarettes not bearing stamps ("unstamped cigarettes").

Both the State's and City's excise taxes on cigarettes increased significantly in the 2000s. At nearly all times relevant to this appeal, the State's excise tax was $4.35 per pack of cigarettes,1 see Tax Law § 471(1) ; 20 N.Y.C.R.R. § 74.1(a)(2), and the City's excise tax was $1.50 per pack, see N.Y.C. Admin. Code § 11–1302.2 The combination of State, City, and Federal cigarette taxes meant that by July 2010, the taxes on a pack of cigarettes were $6.86 in New...

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