united-states
Every U.S. jurisdiction has some version of the Uniform Fraudulent Transfers Act which provides a variety of remedies when this is attempted, although different versions of it have been enacted in different states since not every U.S. state has updated its statutes to the latest version.
Some U.S. jurisdictions have, in addition to some version of the Uniform Fraudulent Transfers Act, a separate statute or common law doctrine that self-settled trusts (i.e. those funded by someone who is later a debtor in which the debtor has some possibility of benefitting from the trust assets) are void ab initio with respect to claims of the debtor's creditors, no matter how much time elapses from the funding of the trust. This is subject to a statutory exemption from creditors for legally allowed contributions to tax favored retirement accounts like a 401(k), pension, or IRA.
If Bob is in bankruptcy, Title 11 of the United States Code (the bankruptcy code) also contains its own fraudulent transfer statute applicable to bankruptcy cases only, in addition to continuing to make the relevant state law remedy still available to a bankruptcy estate trying to claw back assets for general creditors. Furthermore, if a debtor in bankruptcy has engaged in a generally fraudulent course of conduct rather than just isolated instances of fraudulent conduct, a bankruptcy discharged can be completely denied to the debtor.
While not all fraudulent transfers that can be clawed back have to be made with an intent to defraud creditors, when that intent is present, common law fraud claim and criminal fraud charges are also available as remedies.
If such a transfer has been made and it has the effect of harming a spouse in a divorce, this is covered by the "economic waste" doctrine, which can be used to adjust property divisions or make alimony awards to balance the harm caused by the fraudulent transfer. Alimony awards, moreover, can't be discharged in bankruptcy.
If a transfer is made in an arrangement which the debtors claims that the debtor can't control, but the court issuing the judgment doesn't believe that the debtor is being truthful, the court can order that the debtor be incarcerated indefinitely until the asset in question is paid over, for contempt of court.
If property is subject to a lien (e.g. a tax lien, or a mechanic's lien, or a Uniform Commercial Code security interest, or a mortgage) before it is transferred, the lien remains in effect against collateral for the debt it secured, even if the collateral is transferred to someone (pretty much, no matter who receives the transferred property). The rules for determining whether the lien was in effect and valid before a transfer is made are often quite technical and tricky in practice.
In what circumstances will a court deem the agreement valid?
If the statute of limitations for seeking a particular remedy for a fraudulent transfer expires before legal action is taken.
Under the Uniform Act, the statute of limitations is usually four years, although there is some state to state variation. In the case of transfers that are fraudulent as a matter of law (usually because they involve a transfer of property without a substantially equivalent exchange of value while the debtor is insolvent), this statute of limitations usually runs from the date that the transfer becomes possible to discover from publicly available information. In the case of transfers that are made with an actual intent to defraud a creditor (including a particular foreseen future creditor), then the statute of limitations usually runs from the date that the fraudulent transfer is discovered by the creditor.
In bankruptcy, the deadline for seeking a clawback is governed by within the case deadlines for completing various steps of the bankruptcy process and usually has to be raised no later that the Federal Rule of Civil Procedure 60(b) deadline for setting aside a civil judgment due to newly discovered evidence, that begins to run after the case is close and discharge is granted.
The deadlines are similar in divorce cases (involving divorce case deadlines and deadlines for setting aside divorce judgments based upon new evidence under the relevant state rules of civil procedure).
The deadline for suing for common law fraud varies considerably from state to state and tends to usually begins to run on the date that the fraud is discovered or should have been discovered with reasonable diligence.
The death of the debtor also established additional jurisdictional deadlines for seeking non-criminal remedies from the debtor. But, even if, for example, Bob died and the deadline for bringing civil claims against him expired before the defrauded creditor took action against Bob, relief could still be sought from Alice.
The deadline for bringing criminal prosecutions for fraud varies greatly between jurisdictions. The death of the debtor prevents criminal prosecutions from being brought and terminates any pending criminal cases.
Footnote regarding foreign asset protection trusts
Most non-U.S. jurisdictions that are popular places to locate asset protection trusts allow fraudulent transfer actions to be brought, but have short statutes of limitations to do so, high procedural barriers to bringing lawsuits of this kind, and crabbed interpretations of the substantive grounds for awarding relief when a fraudulent transfer lawsuit is commenced in a timely fashion and the procedural barriers are overcome.
But if a foreign asset protection trust is invested in assets that are subject to the jurisdiction of a U.S. court, the U.S. court will often disregard the laws of the jurisdiction where the foreign asset protection trust is formed or administered and instead may treat the assets in the name of the foreign asset protection trust as if they were owned by the debtor who contributed those assets to the trust instead.
Contempt of court sanctions are frequently imposed on debtors who transfer assets to a foreign asset protection trust, when the debtor claims that the debtor is unable to control the assets of the trust and the current assets of the trust are beyond the jurisdiction of the court.