PUBLISH

FILED
United States Court of Appeals
Tenth Circuit

UNITED STATES COURT OF APPEALS

July 21, 2017

FOR THE TENTH CIRCUIT
_________________________________

Elisabeth A. Shumaker
Clerk of Court

UNITED STATES OF AMERICA,
Plaintiff - Appellant,
v.

No. 16-1401

ANDREW JOSEPH WORKMAN,
Defendant - Appellee.
-----------------------------ELECTRONIC FRONTIER
FOUNDATION,
Amicus Curiae.
_________________________________
Appeal from the United States District Court
for the District of Colorado
(D.C. No. 1:15-CR-00397-RBJ-1)
_________________________________
John P. Taddei, Attorney (Robert C. Troyer, Acting United States
Attorney, Robert M. Russel, Assistant United States Attorney, Leslie R.
Caldwell, Assistant Attorney General, and Sung-Hee Suh, Deputy Assistant
Attorney General, with him on the briefs), Office of the United States
Attorney, Denver, Colorado, for Plaintiff-Appellant.
Dean Sanderford, Assistant Federal Public Defender (Virginia L. Grady,
Federal Public Defender, with him on the brief), Office of the Federal
Public Defender, Denver, Colorado, for Defendant-Appellee.
Mark Rumold and Andrew Crocker, Electronic Frontier Foundation, San
Francisco, California, filed a brief for Amicus Curiae Electronic Frontier
Foundation.

 _________________________________
Before LUCERO, BACHARACH, and PHILLIPS, Circuit Judges.
_________________________________
BACHARACH, Circuit Judge.
_________________________________
The advent of the internet created new opportunities for viewers of
child pornography, allowing immediate access to illicit websites. Use of
these sites frequently leaves a computerized trail, allowing the FBI to find
viewers of child pornography. But technological advances have allowed
viewers of child pornography to access illicit websites without leaving a
trail. To monitor access to one such website, the FBI has tried to keep up;
in this case, the FBI seized and assumed control, using malware to identify
and find the individuals accessing child pornography.
Though the FBI controlled the website, users lived throughout the
nation. To find the users, the FBI needed a warrant. But, a paradox existed.
The FBI maintained the website in the Eastern District of Virginia, but
users were spread out all over the country. Finding those users could prove
difficult because of geographic constraints on the FBI’s ability to obtain a
warrant. Notwithstanding these constraints, the FBI obtained a warrant that
led to the discovery of hundreds of viewers of child pornography. One was
the defendant, who faced prosecution in the District of Colorado.

2

 In this prosecution, the district court held that the warrant was
invalid and suppressed evidence resulting from the search. We reverse this
ruling. Even when a search warrant is invalid, the resulting evidence
should not be suppressed if the executing agents could reasonably rely on
the warrant. Here, we may assume for the sake of argument that the
warrant was invalid. But in our view, the executing agents acted in an
objectively reasonable manner. Thus, the evidence should not have been
suppressed.
I.

The FBI finds Mr. Workman by seizing the website.
The website was named “Playpen,” and it contained thousands of

images and videos of child pornography. Unlike many websites, Playpen
made it difficult to detect its users.
Detection is often possible from communication of a user’s Internet
Protocol address when accessing a website. But such communication did
not take place with Playpen. To access this website, a user had to employ
software that routed the connections through third-party computers called
“nodes.” With connections routed through a series of nodes, users could
access Playpen without communicating their Internet Protocol addresses.
But the FBI set out to find the users who were viewing child
pornography on Playpen. The FBI carried out this effort by


seizing the internet server that hosted Playpen,
3

 

loading the contents onto a government server in the Eastern
District of Virginia,



arresting the administrator of Playpen, and



hosting Playpen from the government’s server.

Even with these steps, the FBI remained unable to identify and locate the
individuals accessing Playpen.
To find these individuals, the FBI obtained a warrant from a
magistrate judge in the Eastern District of Virginia. This warrant allowed
the FBI to install software onto the Playpen server. When Playpen was
accessed, the software would automatically install malware onto the user’s
computer. This malware would search the user’s computer for identifying
information, such as the Internet Protocol address, and transmit this
information to the FBI.
The FBI executed the warrant by installing this software on the
government’s Playpen server in the Eastern District of Virginia. With this
software, the FBI learned that Playpen was being accessed by someone in
Colorado. With this user’s Internet Protocol address, the FBI identified the
user as Andrew Joseph Workman and obtained a search warrant in the
District of Colorado to search Mr. Workman’s computer.

4

 Executing the warrant, FBI agents found Mr. Workman at home in
the act of downloading child pornography onto his computer. He confessed
and was indicted for receiving and possessing child pornography. See 18
U.S.C. § 2252A(a)(2), (a)(5)(B).
II.

Mr. Workman successfully obtains suppression of his confession
and the evidence found on his computer.
Mr. Workman moved to suppress the evidence consisting of his

confession and the child pornography found on his computer. For this
motion, Mr. Workman challenged the validity of the warrant issued by the
5

 magistrate judge in the Eastern District of Virginia. Mr. Workman did not
question the existence of probable cause; instead, he argued that the
warrant had been inadequately particularized and that the magistrate judge
had lacked territorial jurisdiction under Rule 41(b) of the Federal Rules of
Criminal Procedure and the Federal Magistrates Act, 28 U.S.C. § 636(a).
But evidence illegally obtained can be admitted in some
circumstances when the executing agents rely in good faith on a warrant
subsequently determined to be invalid. Mr. Workman insisted that these
circumstances were absent here, requiring suppression of the incriminating
evidence. The district court agreed and suppressed the evidence, prompting
the government to appeal.
III.

Even if the warrant had been invalid, the Leon exception would
still apply.
To justify suppression based on a violation of Rule 41(b) or 28

U.S.C. § 636(a), Mr. Workman had to prove that


the magistrate judge in the Eastern District of Virginia lacked
authority to issue the warrant and



the resulting search violated the U.S. Constitution or led to
prejudice.

United States v. Krueger, 809 F.3d 1109, 1113-14 (10th Cir. 2015).
But even improperly obtained evidence can often be considered
admissible under the so-called “Leon exception.” Under this exception,
6

 evidence can be considered admissible if the executing agents could
reasonably believe that the warrant was valid. The district court concluded
that this exception did not apply, and Mr. Workman defends that
conclusion. We disagree. In our view, the Leon exception applies.
For the sake of argument, we assume that (1) the magistrate judge in
the Eastern District of Virginia lacked authority to issue the warrant and
(2) the resulting search was unconstitutional or a prejudicial violation of
federal law or a federal rule. See United States v. Potts, 586 F.3d 823, 832
(10th Cir. 2009) (assuming a constitutional violation and holding that the
evidence would remain admissible under the Leon exception). According to
Mr. Workman, these assumptions would essentially result in a warrantless
search, where the Leon exception does not apply. We disagree with Mr.
Workman.
We engage in de novo review on the overarching ruling on a motion
to suppress. United States v. Krueger, 809 F.3d 1109, 1113 (10th Cir.
2015). In this case, the correctness of that ruling turns on application of
the Leon exception. On this issue, we also engage in de novo review.
United States v. Danhauer, 229 F.3d 1002, 1005 (10th Cir. 2000).
Under the Leon exception, improperly obtained evidence remains
admissible when the executing agents “act with an objectively ‘reasonable
good-faith belief’ that their conduct is lawful or when their conduct
7

 involves only simple, ‘isolated’ negligence . . . .” Davis v. United States,
564 U.S. 229, 238 (2011) (citations omitted) (quoting United States v.
Leon, 468 U.S. 897, 909 (1984) and Herring v. United States, 555 U.S.
135, 137 (2009)). The Supreme Court has identified five situations where
the exception does not apply:
1.

the affiant obtains the warrant by recklessly or intentionally
supplying false information to the judge,

2.

the judge abandons his or her judicial role,

3.

the executing officers cannot reasonably believe that probable
cause existed,

4.

the warrant is facially deficient, and

5.

the warrant is based on a “‘bare bones’ affidavit” and the
officers “then rely on colleagues who are ignorant of the
circumstances under which the warrant was obtained to conduct
the search.”

Leon, 468 U.S. at 923 & n.24.
The present case does not fit any of these five situations. But Mr.
Workman argues that


the Leon exception applies only when a warrant is issued and



a warrant is essentially non-existent (void ab initio) when the
judge lacks authority to issue the warrant.

In our view, however, this argument is foreclosed by the Supreme Court’s
opinions in Herring v. United States, 555 U.S. 135 (2009), and Arizona v.
Evans, 514 U.S. 1 (1995).
8

 In Herring, the issue was whether the Leon exception applied when
officers had mistakenly relied on a warrant even though it had been earlier
recalled. This issue arose when a clerk mistakenly told a law enforcement
officer that an arrest warrant had been issued for a named individual. 555
U.S. at 137. With this information, the officer arrested the individual. Id.
The arrest led the officer to search the individual, finding
methamphetamine in his pocket. Id.
The clerk’s error was eventually discovered, and the government
argued that evidence of the methamphetamine was admissible even though
the officer was relying on the existence of a warrant that had been recalled
months earlier. Id. at 138. The Supreme Court agreed, explaining that
improperly obtained evidence is ordinarily excluded only to deter official
misconduct, and here there was nothing to deter because the officer was
acting based on the clerk’s record-keeping error. Id. at 144-48. As a result,
the Supreme Court applied the Leon exception even though the warrant had
no longer existed at the time of the search. Id. at 147-48.
Arizona v. Evans was similar. There too a law enforcement officer
arrested an individual based on computerized information showing an
outstanding arrest warrant. 514 U.S. at 4. The arrest led to a search, which
revealed marijuana in the individual’s possession. Id. Authorities later
learned that the computerized entry was a mistake, as the prior arrest
9

 warrant had been quashed. Id. Even though the warrant had been quashed,
the Supreme Court held that the evidence was admissible because the
arresting officer had reasonably relied on the computerized entry showing
an outstanding warrant. Id. at 11-16.
Under Herring and Evans, the Leon exception applies even if the
magistrate judge had exceeded geographic constraints in issuing the
warrant. In these circumstances, the executing agents could reasonably
have relied on the warrant, just as the agents had relied in Herring and
Evans on warrants that had been recalled or quashed.
In Herring and Evans, the absence of a valid warrant 1 did not
preclude application of the Leon exception because there was no
misconduct to deter. Herring, 555 U.S. at 147-48; Evans, 514 U.S. at 1516. 2 Here too there was nothing to deter if the agents had mistakenly relied

1

Mr. Workman argues that the warrant here was void ab initio and that
a valid warrant had earlier existed in Herring and Evans. This distinction
is invalid for two reasons. First, the warrant here was not void ab initio,
for the warrant could validly be executed by extracting data from
computers within the magistrate judge’s district (the Eastern District of
Virginia). E.g., United States v. Anzalone, 208 F. Supp. 3d 358, 372 (D.
Mass. 2016). Second, in Herring and Evans, the warrants were no longer in
existence by the time of the searches. The prior existence of the warrants
had no bearing on the applicability of the Leon exception. For both
reasons, we reject Mr. Workman’s effort to distinguish Herring and Evans.
2

Prior to Herring, the Sixth Circuit Court of Appeals had held that the
Leon exception did not apply when the judge lacked legal authority to issue
10

 on the magistrate judge’s authority to issue the warrant. As a result,
Herring and Evans would require us to apply the Leon exception even if we
were to conclude that the warrant had exceeded geographical constraints. 3
Mr. Workman attempts to distinguish Herring and Evans, arguing
that in these cases, “there was no question that the third party lawfully
exercised its power in taking whatever action the officers relied on.”
Appellee’s Resp. Br. at 38. This distinction is questionable and immaterial.
The distinction is questionable because


in Herring, the third party stated that an outstanding warrant
existed even though it had been recalled and



in Evans, the third party programmed information into a
computer stating that a warrant had remained even though it
hadn’t.

the warrant. United States v. Scott, 260 F.3d 512, 515 (6th Cir. 2001). The
court later held that this approach was no longer viable after Herring.
United States v. Master, 614 F.3d 236, 242-43 (6th Cir. 2010).
3

In United States v. Krueger, 809 F.3d 1109 (10th Cir. 2015), we
upheld suppression of evidence when a magistrate judge authorized a
search in another district. In upholding the district court’s ruling, we stated
that “suppression furthers the purpose of the exclusionary rule by deterring
law enforcement from seeking and obtaining warrants that clearly violate
Rule 41(b)(1).” 809 F.3d at 1117 (citations omitted). But we did not
consider the Leon exception because the government had waived the issue.
Id. at 1113 n.5.
11

 See pp. 9-10, above. Mr. Workman does not explain why he believes that
the third parties had lawful authority to communicate the existence of
outstanding warrants when they had already been terminated.
Mr. Workman’s distinction is also immaterial. Even if the third
parties in Herring and Evans had lawful authority to communicate
misinformation to law enforcement officers, the misinformation would still
have constituted mistakes just like the mistake that we have assumed here.
Mr. Workman suggests that the mistake in our case rendered the
warrant void because the magistrate judge had exceeded geographic
constraints. Let’s assume, for the sake of argument, that Mr. Workman is
right and that the warrant lacked any legal effect. In Herring and Evans,
law enforcement officers had based the searches on warrants that were no
longer in existence. How can we say that an agent is unable to rely on a
warrant exceeding a magistrate judge’s reach if the agent is able to rely on
a warrant that doesn’t even exist?
In our view, Herring and Evans govern, requiring application of the
Leon exception when the search is based on a warrant exceeding the
issuing judge’s authority.

12

 IV.

The agents acted with an objectively reasonable belief in the
validity of the warrant.
The district court did not apply the Leon exception, mistakenly

thinking that it did not apply. Thus, we must consider this exception in the
first instance. To apply this exception, we consider whether a reasonably
well-trained agent would have known that the warrant was invalid despite
the magistrate judge’s authorization. United States v. Leon, 468 U.S. 897,
922 n.23 (1984). 4
We start with the presumption that the executing agents “acted in
good-faith reliance upon the warrant.” United States v. Campbell, 603 F.3d
1218, 1225 (10th Cir. 2010). This presumption is bolstered by what the
executing agents would have known:
1.

The software was installed in a government server located in
the Eastern District of Virginia.

2.

The magistrate judge, who issued the warrant, was in the
Eastern District of Virginia.

3.

All of the information yielded from the search would be
retrieved in the Eastern District of Virginia.

4

Mr. Workman and the amicus curiae also argue that the search was
unconstitutional because the warrant lacked particularity. But Mr.
Workman and the amicus curiae do not question the executing agents’
objective reasonableness in regarding the warrant as adequately
particularized.
13

 With these facts, the executing agents could reasonably rely on the
magistrate judge’s authority to issue a warrant authorizing installation of
software and retrieval of information in the Eastern District of Virginia.
If the executing agents had sophisticated legal training, they might
have recognized geographic constraints that had escaped the notice of the
magistrate judge. These geographic constraints exist in both the Federal
Magistrates Act and the Federal Rules of Criminal Procedure.
One potential problem involved the Federal Magistrates Act. Under
this statute, the magistrate judge issuing the warrant had authority only in
the Eastern District of Virginia. 28 U.S.C. § 636(a). But this magistrate
judge authorized installation of software only in the Eastern District of
Virginia. For many downloads, the data would move among districts, but
the executing agents lacked precedent on whether magistrate judges could
authorize a search of electronic data when it moves across other districts.
See United States v. Rowland, 145 F.3d 1194, 1207 (10th Cir. 1998)
(holding that the Leon exception was satisfied because the absence of
Tenth Circuit precedent made it reasonable for the executing officers to
rely on the magistrate judge’s authorization).
A second potential problem involved Rule 41(b) of the Rules of
Criminal Procedure. The parties appear to agree that Rule 41(b) was

14

 satisfied if the FBI’s method of extracting the data constituted a “tracking
device.” Mr. Workman insists that


the affiant did not identify the FBI’s method of extracting data
as a “tracking device” and



the FBI’s method of extracting the data did not operate as a
tracking device.

It is true that the affiant and magistrate judge never mentioned the term
“tracking device,” and the FBI’s method differs from more conventional
tracking devices. But the executing agents lacked precedents on these
issues and could reasonably defer to the magistrate judge on these nuanced
legal issues. See Rowland, 145 F.3d at 1207.
We expect agents executing warrants to be “reasonably well-trained,”
but we do not expect them to understand legal nuances the way that an
attorney would. See United States v. Corral-Corral, 899 F.2d 927, 938-39
(10th Cir. 1990) (stating that for the Leon exception, we do not require law
enforcement officers to appreciate “‘constitutional intricacies’” under “‘the
standards applicable to lawyers’” (quoting United States v. Cardall, 773
F.2d 1128, 1133 (10th Cir. 1985))); see United States v. Leary, 846 F.2d
592, 609 (10th Cir. 1988) (“[W]e are not expecting the [executing agents]
to anticipate legal determinations or resolve ambiguities in the law.”).
“[B]ecause a reasonable jurist has more legal training than a reasonably
well-trained officer, what would be reasonable for a well-trained officer is
15

 not necessarily the same as what would be reasonable for a jurist.” United
States v. Taxacher, 902 F.2d 867, 872 (11th Cir. 1990). Thus, objective
reasonableness sometimes turns on the clarity of existing law. See United
States v. Barajas, 710 F.3d 1102, 1111 (10th Cir. 2013) (holding that the
Leon exception applied in part because the law was “very much
unsettled”).
For purposes of our discussion, we assume (without deciding) that
the extraction of data from a user’s computer in another district would
violate the Federal Magistrates Act and the Federal Rules of Criminal
Procedure. But if a violation took place, it has escaped the notice of eight
federal judges who have held that the same warrant complied with federal
law and the federal rules even though data was being extracted from
computers outside the Eastern District of Virginia. 5 See United States v.

5

See United States v. Jones, ___ F. Supp. 3d ___, 2017 WL 511883, at
*4 (S.D. Ohio Feb. 2, 2017) (holding that issuance of the same warrant was
authorized by Rule 41(b)(4)); United States v. Austin, ___ F. Supp. 3d ___,
2017 WL 496374, at *4 (M.D. Tenn. Feb. 2, 2017) (same); United States v.
Sullivan, ___ F. Supp. 3d ___, 2017 WL 201332, at *6 (N.D. Ohio Jan. 18,
2017) (same); United States v. Bee, No. 16-00002-01-CR-W-GAF, 2017
WL 424905, at *4 (W.D. Mo. Jan. 13, 2017) (unpublished) (report and
recommendation by magistrate judge, concluding that issuance of the same
warrant was authorized by Rule 41(b)(4)), adopted 2017 WL 424889 (W.D.
Mo. Jan. 31, 2017) (unpublished); United States v. Lough, 221 F. Supp. 3d
770, 777 (N.D. W. Va. 2016) (holding that issuance of the same warrant
was authorized by Rule 41(b)(4)); United States v. Smith, No. 15-CR00467, slip op. at 14-15 (S.D. Tex. Sept. 28, 2016) (unpublished) (same);
16

 Falso, 544 F.3d 110, 128-29 (2d Cir. 2008) (stating that a split among
panel members shows that reasonable minds could differ, indicating
satisfaction of the Leon exception).
These eight federal judges would have been mistaken if the warrant
here were invalid. But executing agents could reasonably have made the
same mistake and reasonably relied on the magistrate judge’s decision to
issue the warrant. See United States v. Gonzales, 399 F.3d 1225, 1228-29
(10th Cir. 2005) (“[O]fficers are generally not required to second-guess the
magistrate’s decision in granting a warrant.”). 6 Thus, the district court
erred in granting the motion to suppress.
Reversed with instructions to deny the motion to suppress.

United States v. Jean, 207 F. Supp. 3d 920, 942-43 (W.D. Ark. 2016)
(same).
6

The government also argues that the affiant could reasonably rely on
prior warrants authorizing the same investigative method. We need not
consider this argument.
17