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Trump's Unconstitutional Plan to Penalize States that Allow Cashless Bail
His executive order directs the Justice Department to deny federal funds to jurisdictions that use cashless bail for suspects for many types of crimes. The plan is another assault on federalism and separation of powers.

President Trump recently issued an executive order directing the Justice Department to penalize jurisdictions that allow cashless bail, by withholding federal funds from them:
On Monday, President Donald Trump, who has called cashless bail a "government-backed crime spree," signed an executive order to end the policy nationwide. The order restricts the allocation of "Federal policies and resources" to jurisdictions and states with cashless bail policies for "crimes that pose a clear threat to public safety and order." It tasks Attorney General Pam Bondi with creating a list of such jurisdictions within 30 days, at which point the federal funds of these jurisdictions may be suspended or terminated.
Like a number of other Trump policies, this is simultaneously an attack on federalism and an attempt to usurp Congress' spending power. Supreme Court precedent - most of it authored by conservative justices - holds that only Congress can impose conditions on state and local governments receiving federal grants, and those conditions must be clearly stated in the statutes allocating the funds. There are a number of other constitutional constraints on grant conditions, as well.
This issue has come up most often with Trump's efforts to use grant conditions to coerce sanctuary cities, which limit state and local law enforcement assistance to federal immigration enforcement operations. See my Texas Law Review article on the numerous defeats Trump suffered in his first term, on this issue. That has continued with several court decisions ruling against similar attempts to coerce sanctuary cities in his second term (see my analyses here, here, and here).
As noted in my November 2024 post on sanctuary cities and conditional grants, longstanding Supreme Court precedent holds that conditions on federal grants must 1) be enacted and clearly indicated by Congress (the executive cannot impose its own grant conditions), 2) be related to the purposes of the grant in question, and 3) they must not be "coercive."
All of these constraints apply to Trump's attack on cashless bail, as well. Few, if any, federal grants have congressionally enacted conditions restricting cashless bail. And if we are talking about grants that are not closely linked to law enforcement purposes, imposing such conditions would violate the relatedness requirement. And if Trump wants to pull all or most grants from such jurisdictions, that is likely to violate the admittedly vague "coercion" constraint.
In addition, this is an attempt to insert the federal government in a core traditional area of state and local authority. Few powers are more central to state and local autonomy than control over state criminal law enforcement. I'm old enough to remember a time when conservatives cared about limiting federal intrusion on areas of state autonomy. This is a pretty blatant example.
This order should also be seen in the context of Trump's broader assault on Congress's fiscal authority. The Constitution clearly gives Congress, not the executive, power over taxation and spending. Yet Trump has sought to impose unilateral executive conditions on grants, withheld funds allocated by Congress, usurped authority over tariffs on a massive scale, and imposed unconstitutional export taxes. This bail measure is yet another usurpation.
The Framers of the Constitution rightly wanted to avoid giving power or taxation and spending to any one man. They remembered the abuses of monarchs such as Charles I. We would do well to heed that wisdom, too.
The courts have, in many cases, curbed Trump's fiscal power grabs. But Congress should also act. Sadly, the GOP congressional leadership has largely either ignored Trump's usurpation of legislative authority or actively applauded them.
Unlike in the case of sanctuary cities, which I have long defended on a variety of grounds, I don't have much in the way of strong views on bail policy, and am not an expert on the subject. But the issue of when to grant bail or deny it is one the Constitution generally leaves to the states, at least when it comes to state crimes. The exception is the Eighth Amendment ban on "excessive" bail, which the Supreme Court construes relatively narrowly.
I will only add that there is a significant civil liberties angle here. In a free society, there should be a strong presumption against detaining or imprisoning people who have not been convicted of any crime. The presumption might be overcome in cases where a suspect poses some grave threat to public safety or cannot otherwise be prevented from fleeing the jurisdiction. But overcoming it should at least require a compelling showing that there is a grave threat or a flight risk. Requiring payment of bail is not as coercive as pretrial detention without bail. But there may be little difference between the two in cases where the suspect is indigent or does not have ready access to cash.
Trump's executive order defines situations where cashless bail must be banned to include suspects in custody "for crimes that pose a clear threat to public safety and order, including offenses involving violent, sexual, or indecent acts, or burglary, looting, or vandalism." that covers everything from very serious crimes like murder and rape to very minor ones like public "indecency" and spray-painting an inscription on the side of a building (a type of vandalism).
If the defendant is convicted, time spent in pretrial detention may count against his or her sentence. But that is little consolation if the suspect is acquitted or if they are sentenced to a fine or probation.
In sum, I am not sure what the optimal bail policy is. But there is reason to be wary of sweeping rejection of cashless bail. There is even more reason to be wary of this administration's ongoing assaults on federalism and attempts to usurp Congress's fiscal authority.
UPDATE: I have made a few additions to this post.
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Given that impoundment is now legal, at least while Trump is in office, surely the greater must include the latter, meaning that coercive president-imposed conditions on grants are now legal?
To quote the man himself, just now:
I have the right to do anything I want to do. I'm the president of the United States.
https://bsky.app/profile/atrupar.com/post/3lxdalfrxrt2z
Socialists and libertarians agree: criminals should go free!
Did you know that criminals are responsible for charging their own ankle monitors (what, you thought the battery was perpetual)? And when the batter dies, offenders often offend.
I'd be somewhat sympathetic to Somin's argument, except that in 2025 the toothpaste needs to be locked up in CVS and its pointless to even go into the store. Crime pays. It kills retailers. Make it stop.
Back to the thief's head on a pike outside the store?
Worked pretty well actually
So your argument is that since there is a lot of crime, the constitutional limitations on the executive branch should no longer apply.
Did you know when someone on GPS whose GPS fails for whatever reason..gets a warrant for violating pre-trial release conditions and is taken back into custody??
If they destroy the bracelet; they are charged with a new crime for destruction of govt property?
oooh, the threat of more paperwork and charges that wont stick like the earlier paperwork and charges! Now thats some real lawyering!
You don't know what a libertarian is. It ain't Ilya.
Prof. Somin is the only real libertarian blogger on this blog. There are some others with varying libertarian tendencies — and I'm glad of that — but none are nearly as doctrinaire as he is. If you don't think so, you don't understand libertarian philosophy.
The setup of the Constitution is that Congress decides what is good and bad, and the President executes that decision.
Whether that decision was wise or not is not the President's prerogative. He can make the argument that the law should be changed, propose new statutes and amendments, and lead the effort. But, until the time that the law changes, he's just breaking his Oath of Office by failing to execute the law and by issuing illegal orders.
And one notes that Trump never does try to change the law. He doesn't have faith in his ability to convince people about his position or he's more focused on creating headlines about illegal use of his powers of office, to distract from things like pardoning corrupt politicians and his various crypto and NFT scams.
Robbers throw out red meat to dogs, to get in to raid the safe. If your eye is on the meat, you're going to find that it wasn't worth it in the long run.
Trump never does try to change the law because the gutless GOP won't kill the filibuster.
What kind of fisher price ankle monitors are you using? Probation gets low power alerts with any model I know of. EM escape cases are almost always just cutting the strap, which means they have a felony escape charge when they’re picked up.
Is anyone keeping track of how many Somin headlines start with "Trump's unconstitutional . . . " or "Trump's [variable} is unconstitutional" ?
Beat me to it.
Why do we even need a Supreme Court when we have Somin?
FAAFO in action
Just a quick comment as I practice in IL. The IL statute was challenged by a multitude of prosecutors and sheriffs. It made its way up the appeal ladder and was upheld by the IL Sup Ct in 2023.
For those interested in the IL Sup Ct opinion; link below.
https://www.aclu-il.org/sites/default/files/field_documents/rowe_v._raoul_-_opinion.pdf
"upheld by the IL Sup Ct"
Surprising, Democrats are usually more pro-police than that.
The prosecutors are full of shit. They routinely would file to deny people bail or file motions for 'source of funds' to prevent people from posting bail when we had it. They just wanted to keep people locked up as long as possible because then they would eventually plead to time served making the prosecutors job easier and conviction rates higher.
On no, prosecutors trying to keep felons in jail and stop them from reoffending! And here Johnny was just getting his life back together.
Siri, what do we call people who haven't been convicted?
When I got my (only) DUI 1983, didn’t have to post any actual money(the jail had taken my wallet so I wouldn’t have any money to spend in the Cell(ht Arlo Guthrie), but a friend had to sign a form saying he’d be responsible for me showing up, and if I didn’t he’d have to pay whatever the bail was.
“Don’t worry, I’ll show up in Court” I joked
“I know you will, and if you don’t, I know where you live”
Guy ended up going to Law Screw-el, handles mostly DUI cases, I like to think I was the inspiration
Frank
"(b) The head of each executive department and agency, in coordination with the Director of the Office of Management and Budget, shall identify Federal funds, including grants and contracts, currently provided to cashless bail jurisdictions identified pursuant to subsection (a) of this section that may be suspended or terminated, as appropriate and consistent with applicable law"
"provided to cashless bail jurisdictions" is a broad sweep. Does it apply to research grants to schools in the jurisdiction? State schools? What about Highway funds? National Guard equipment? Medicare bloc grants?
You take the king's coin, you do the king's bidding.
If you don't want to do the king's bidding, don't take the king's coin.
(And to all those who latch on to "king" to beat the TDS drums, congrats for wasting your time on nonsense.)
We've never been a country for whom federal general welfare spending came with slavish devotion to the administration's priorities.
Don't pretend that's normal.
What makes you think I'm pretending it's normal? Are you back to knowing what I'm thinking? Note: I'm asking, not guessing. You're the one asserting you know what I'm thinking.
Oh, so you meant: "You take the king's coin, you do the king's bidding. [abnormal.]"
Don't blow smoke up my ass; you are trying for an apologia and we both know it.
You have a point.
He might go after colleges who give their students "too much" due process
The feds have been enforcing all sorts of edicts on recipients of federal aid. The simple solution is for states and cities to stop taking the king's coin. It's pretty sorry that their answer is "We want the coin but not the strings that are tied to it."
If you can't see that as the core problem, and only concentrate on the method of one particular king, and ignore all the previous kings who have done the same thing, then you have TDS.
https://www.congress.gov/crs-product/R46827
The Supreme Court has a whole doctrine about imposing conditions on federal funding.
1) Congress must provide clear notice to the recipient of what actions are required in exchange for federal funds.
2) Funding conditions must be related to the purposes of the federally funded program or activity
3) Although Congress may incentivize states to adopt a particular policy in order to obtain specific federal funds, it may not coerce state participation
4) The funding condition may not violate an independent constitutional bar or the related unconstitutional conditions doctrine.
The real core problem is you don't know what you're talking about.
In other words, you're fast to lash out at others who presume to say what you think and know, and when you get called out for your own hypocrisy, you duck and dodge and change the subject.
No, I mean what you claim you meant does not align with what you said, and what you said it to argue for.
I can't countermand you if you claim you meant different, but if so you're a terrible communicator.
And here I thought that's why the drinking age is 21 in all states.
Um... it's because Congress passed the National Minimum Drinking Age Act in 1984.
President Reagan didn't just impose it on the states all by himself.
The issue that Ilya keeps harping on is that Trump is repeatedly overstepping the authority he is granted under Article II. Whether cashless bail is a good idea or not is orthogonal to the problem of executive overreach.
Trump on deploying the National Guard to Chicago: "I have the right to do anything I want to do. I'm the president of the United States."
So yeah, we kinda do have a king. At least in his own mind.
I shoulda guessed you'd be the one wasting your time pretending to not know an old saying.
What old saying?
Also wanted to add: the same thing Trump (and therefore the MAGA bots in these comments) is saying about the problem with no cash bail is the same thing the cop unions and prosecutors said would happen when the law passed in 2020. Welp it went into effect Sept 2023 so we are almost at 2 full yrs of it in practice.
The predictions of mayhem and chaos on the streets did not materialize. We have data.
You live in a bubble if you believe your last sentence.
Will anyone point out that funding grants to states, counties, towns, colleges, and so on, is not an enumerated power?
If we let him get away with this, what is next?
Denying federal funds to colleges who give accused students too much due process?
You're wasting your breath, Somin. You cannot outrage these MAGA unless it affects vetted whites that will not be replaced by brown or Jew.
A discussion of New York:
https://www.cityandstateny.com/policy/2025/08/no-new-york-doesnt-have-cashless-bail/407691/
All of these "lets provide it for free to indigents because people with means can afford it" suffer from the same fundamental flaw.
The intention is good. The idea is that if I was charged with a crime, I can post my house as collateral or dip into savings and post a cash bail. I get to go home and fight my charges from my living room couch and TV. A poor person, in my situation, cannot afford the bail and must sit in jail and await trial. That seems fundamentally unfair.
But to just make bail cashless causes problems of its own. To assume that waiving the cash portion puts me and the poor person in an equal position ignores the real fact that I have scratch in the game. I can lose my house or a significant amount of money if I screw up. The poor person has nothing on the line.
That basic difference skews the incentives in the situation. I agree with the idea that a charge does not make one guilty and the state should be held to its proof before punishment, but the cashless bail has a perverse result of letting the poor criminal element make a mockery of the whole system.
Do we have stats on bail-jumping rates comparing states with cash bail and states with cashless bail?
Also, the speedy trial constitutional requirement shouldn't get an exemption because the courts are backlogged. The whole thing would be much less of a problem if we didn't have situations where someone spends 3 years on Riker's Island awaiting trial on a charge of stealing a backpack.
In the New York business records prosecution, Trump was released on cashless bail.
https://www.lawfaremedia.org/article/arraignment-donald-j-trump-detailed-summary
And there is no difference at all between that and what the general policy of cash bail does? Nothing at all possibly different?
Trump was a lot more likely to reoffend than the average criminal.
There is NO Constitutional requirement for the federal government to give ANYONE any funds. Therefore, withholding federal funds CANNOT be unconstitutional.
That's just incorrect on its face. There are in fact constitutional requirements for the federal government to give certain people funds. Article I Section III says that the compensation for a federal judge cannot be reduced while he holds his office, and the 27th Amendment says that the compensation for Congress cannot change until the next election. (And that's not even the main reason why your post is wrong.)
CAPS make it TRUE.
FRAUD!