This is a challenge to the district court’s decision to add forty-seven months to Kenneth Lippitt’s prison term for failing to pay a criminal fine ordered in conjunction with his original drug-related sentence. As part of the court’s attempt to compel payment of the fine, Lippitt has been held in civil contempt for over two years, tolling the running of his original sentence. Because he considers the contempt order punitive, Lippitt claims that the new sentence violates the Double Jeopardy Clause of the Fifth Amendment by imposing a second punishment for the same offense. We now affirm the district court’s decision.
Background
Following a federal grand jury indictment on April 26, 1995, Kenneth Lippitt pled guilty to one count of conspiracy to manufacture methamphetamine in violation of 21 U.S.C. § 846. After granting a three-level reduction for acceptance of responsibility, Judge Shabaz sentenced Lip-pitt to 188 months in prison, the minimum allowed under the applicable sentencing guideline range. The court also imposed a fine of $56,775.96 based on Lippitt’s ability to pay. At that time, Lippitt’s assets consisted of an entitlement to $46,774.96 in payments from a life insurance policy (to be made in eight monthly installments of $5,846.87) and a one-half interest in a piece of real estate in Milwaukee, Wisconsin worth $20,000. The life insurance payments were to be signed over to the government as they arrived each month starting in December 1995, and the proceeds from the sale of the real estate were due no later than July 5,1996.
*875 By February 1996, Lippitt had failed to pay any of his fine despite having received the first three life insurance installments. After a hearing on February 21, 1996, the court held Lippitt in civil contempt, enjoined him from dissipating any of his assets and enjoined the insurance company from making further payments on the policy to any party other than the United States. The court then ordered Lippitt committed to the custody of the United States Marshal. 1 Accordingly, his original prison sentence was tolled until he purged the contempt order by either paying the overdue portions of the fine, or making a reasonable effort to do so.
Two years later, having made no payments on the fine except those sent directly from the insurance company to the government, Lippitt moved to vacate the contempt order. He claimed that he had sold the Milwaukee real estate in 1996, could not account for the proceeds, and had no other assets to satisfy the fine. At a hearing on March 27, 1998, Judge Sha-baz found that Lippitt had made no effort to recover the first three insurance payments and had willfully transferred his interest in the real estate in violation of the contempt order. The court determined that the transaction was a sham intended solely to avoid paying the fine and that Lippitt in fact retained control over the property. 2 After ordering Lip-pitt to recover the real estate and make it available as security for the payment of the rest of his fine, the court refused to vacate the contempt order. The order stated, however, that Lippitt could purge it at any time by either producing the property or by showing that he has taken reasonable steps to recover it.
Soon after, the United States moved to resentence Lippitt pursuant to 18 U.S.C. § 3614, which allows the court to increase the sentence (up to the maximum amount which might originally have been imposed) of any defendant who knowingly fails to pay a delinquent fine. 3 Based on its previous finding, the court added another forty-seven months imprisonment to Lippitt’s original sentence, bringing the total to 235, the maximum allowed under his sentence range. Because it concluded that Lippitt still controlled the real estate, and therefore remained able to pay at least part of *876 the fine, the court ordered that the contempt incarceration continue.
Lippitt argued that the re-sentencing amounted to a second punishment for failing to pay the fine because it followed over two years of contempt incarceration and therefore, he claimed, violated principles of double jeopardy. The court disagreed, reasoning that the incarceration was intended to compel Lippitt’s compliance with the court ordered fine, not to punish him for failing to pay it. Thus the additional sentence was Lippitt’s first punishment for that offense and did not implicate the Double Jeopardy Clause. Lippitt now appeals that conclusion.
Discussion
The sole issue on appeal is whether Lippitt’s re-sentencing violated the Double Jeopardy Clause.
4
The Clause states that no “person [shall] be subject for the same offense to be twice put in jeopardy of life or limb.” U.S. Const. amend. V. The Supreme Court has long recognized (and recently re-emphasized) that the Double Jeopardy Clause “protects only against the imposition of multiple criminal punishments for the same offense.”
Hudson v. United States,
The test for determining whether a contempt order is civil or criminal is well established.
5
International Union, United Mine Workers of America v. Bagwell,
In this case, the contempt order issued against Lippitt in February 1996 was clearly coercive. The court found that Lippitt had willfully failed to make payments on his fine despite having the financial ability to do so. The order did not set a definite term of imprisonment but instead specified that “the defendant may purge himself by paying [the fine] ... rain the alternative mak[ing] all reasonable efforts to ensure the recovery of said amounts.... ” At least initially, therefore, the court’s order was a “paradigmatic, coercive, civil sanction.”
Bagwell,
But that does not end the inquiry, for what starts as coercive can over time become punitive.
See In re Grand Jury Proceedings of December, 1989 (Freligh),
Here, two circumstances might have transformed the original order into a punitive sanction. First, if Lippitt could not pay the fine (or otherwise purge the order), further imprisonment would obviously lose its coercive effect because he would no longer “carry the keys to his prison in his own pocket.”
Gompers,
The continued contempt order could also lose its coercive force if there were simply no reasonable possibility that the contem-nor would ever comply with the court’s demands.
See In re Crededio,
In view of the length of time the petitioner has remained silent even though in a custodial situation, there exists a substantial likelihood that continued confinement is no longer serving its purpose. If that is true, it may be that the nature and duration of the commitment no longer bear a reasonable relationship to the purpose for which [the contem-nor] was committed and that, in fact, the commitment has lost its coercive force, and is now punishment falling under the pale of criminal contempt.
Lambert,
Determining whether there ceases to exist any reasonable possibility that a contemnor will eventually comply is obviously a very difficult task, and is firmly committed to the district court’s discretion: “Since a prediction is involved and since that prediction concerns such uncertain matters as the likely effect of continued confinement upon a particular individual, we think a district judge has virtually un-reviewable discretion ... as to the merits of this conclusion.”
Simkin,
Here, the district court could reasonably conclude that the contempt order might yet secure Lippitt’s compliance. During the March 27, 1998 hearing, Judge Shabaz determined that Lippitt had the “authority to have the real estate diverted to the government for the use of restitution. Accordingly, he will remain in contempt of Court until he makes good faith efforts to assign that real estate [to the government].” In re-instating the order, the court altered the terms so that Lippitt could purge it by merely making a good faith effort to help the government secure the real estate. The court implicitly gave up on ever collecting the missed insurance payments, and eliminated their recovery as a condition of lifting the order. It was certainly within the court’s discretion to conclude that despite Lippitt’s past intransigence, further incarceration, combined with a lighter purging requirement, could induce Lippitt’s compliance. See
Freligh,
Lippitt’s attorney argues that despite the court’s findings, the fact that his client has not complied for over two years is conclusive evidence that he never will. Relying by analogy on cases dealing with recalcitrant grand jury witnesses, Lippitt’s attorney maintains that after eighteen months, criminal contempt incarceration loses its coercive effect and becomes punishment.
See Crededio,
Having said that, however, we emphasize that the district court has a continuing duty to determine whether its contempt order still has a reasonable chance of coercing Lippitt’s compliance. As this court explained in
Crededio,
the district court must “periodically evaluate, [the contemnor’s] incarceration at reasonable intervals, or in the court’s discretion, when requested by either party.”
Conclusion
The district court could reasonably have concluded that continued contempt incarceration might coerce Lippitt into making an effort to pay his fine. Lippitt concedes that he has the ability to do so, and has provided no reason why he will not. We therefore believe that the contempt order was (and remains) primarily coercive rather than punitive. Because it is a civil sanction, the act of re-sentencing Lippitt did not implicate principles of double jeopardy. We therefore Affirm the district court’s decision.
Notes
. The district court had the authority to order confinement for contempt based on 18 U.S.C. § 401. That provision states:
A court of the United States shall have the power to punish by fine or imprisonment, at its discretion, such contempt of its authority, and none other, as—
(1) Misbehavior of any person in its presence or so near thereto as to obstruct the administration of justice;
(2) Misbehavior of any of its officers in their official transactions;
(3) Disobedience of or resistance to its lawful writ, process, order, rule, decree, or command.
. Evidence presented at this hearing indicated that Lippitt sold the Milwaukee property to Kelly Nolan, a friend of Lippitt's mother, for no money down and without taking back a mortgage. Soon after, Ms. Nolan transferred the property by quitclaim deed to a Mr. James M. Boston. On cross examination Lippitt admitted that he had previously used the name as an alias. This is either a remarkable coincidence or, as the district court concluded, strong evidence of a sham transaction.
. 18 U.S.C. § 3614 states:
(a) Resentencing. — Subject to the provisions in (b), if a defendant knowingly fails to pay a delinquent fine or restitution the court may resentence the defendant to any sentence which might originally have been imposed.
(b) Imprisonment. — The defendant may be sentenced to a term of imprisonment under subsection (a) only if the court determines that—
(1) the defendant willfully refused to pay the delinquent fine or had failed to make sufficient bona fide efforts to pay the fine; or
(2) in light of the nature of the offense and the characteristics of the person, alternatives to imprisonment are not adequate to serve the purposes of punishment and deterrence.
(c) Effects of indigency. — In no event shall a defendant be incarcerated under this section solely on the basis of inability to make payments because the defendant is indigent.
. We review double jeopardy claims de novo,
United States v. Doyle,
. Lippitt argues that the Court's decision in
Hudson
effectively overrules the line of cases establishing this test.
. For the same reason, little weight is given the label the district court attaches to the contempt order.
Bagwell,
. Although Lippitt's brief suggests he no longer controls the real estate, at oral argument his attorney conceded that he is not challenging the district court’s factual findings. The record does not show that those findings are clearly erroneous.
See Freligh,
