Wednesday, April 22, 2026

The Umpire Was Taking Sides

 

The Umpire Was Taking Sides

New York Times bombshell exposé traces Court's shadow docket to its dubious origin.

Harry Litman

Apr 22, 2026


 

Ten years ago, over a long February weekend, five Supreme Court justices quietly inaugurated a practice that would reshape American law and policy for the next decade. Last Saturday, the New York Times took us inside the room where it happened.

The Times published a package of leaked internal memos from the Supreme Court justices, sixteen pages of correspondence exchanged over five days in February 2016, that traced the birth of the so-called shadow docket. The memos had never been seen before. They show the justices writing to one another on formal letterhead, addressing each other by first name, signing off with their initials, debating in real time whether to do something the court had never done: freeze an entire federal regulatory program while the courts considered its legality.

Some commentators, mostly on the right, quickly moved to dismiss the exposé: nothing to see here, everyone already knew the court was using its emergency docket more aggressively. Move along.

They are wrong. It is a big story. Not primarily because of the memos themselves (remarkable as they are), but because of what they reveal: the founding moment of a procedural mechanism that has reshaped American law and policy over the last decade. And more than tracing the birth of the doctrine, the memos provide an origin story that is difficult to square with the ideal of a modest, impartial, and deliberative High Court.

They also shine a harsh light on Chief Justice John Roberts, who has long cultivated a public image as the neutral umpire of American law. The memos show him pushing the court hard to take aggressive action that was unprecedented, tenuous, and consequential.


The shadow docket refers to cases in which the Court grants emergency relief without the normal process of briefing, oral argument, and written opinions – in the shadows, as it were. Since the whole point of a Court is to rationalize and explain its decisions, the approach is supposed to be reserved for an extremely small slice of cases in which there is an unavoidable need for exigency.

So in a death penalty case with a scheduled execution, or an election case with a looming deadline to certify a candidate, the court might need to take immediate provisional action, for example, staying the execution, before it’s able to consider the case in its normal extended course.

In fact, the memos show that the Court adapted its existing emergency procedure for capital cases—the same quick round-the-horn canvassing used for last-minute death penalty stays—in the 2016 case at the heart of the Times story. But it put that procedure to very different ends. For the first time, it became a tool for making major decisions about nationwide federal policy, quickly, secretly, and without accountability to anyone.

The case was West Virginia v. EPA, involving the Obama administration’s Clean Power Plan, an ambitious EPA regulation aimed at shifting the nation’s power sector away from coal. A group of states challenged it. The D.C. Circuit refused to freeze the plan while it considered the challenge. The states went straight to the Supreme Court to renew that motion for a stay, even as the case remained in the court of appeals.

As even West Virginia’s own solicitor general later acknowledged, this had never been done before. The court had granted emergency relief before, in death penalty cases, election disputes, and the occasional challenge to a state law. But the court had never intervened to freeze an entire nationwide federal regulatory program, initiated by an executive branch agency, before any lower court had ruled on its legality. That was new. The EPA’s general counsel called it a Hail Mary. They were not especially worried.

They should have been.


Roberts, as Circuit Justice for the D.C. Circuit, received the emergency application first and drafted a memo to the full court with his own analysis. Nothing unusual about that. But the memo he circulated was far from routine. Rather than the standard canvassing of arguments on both sides, Roberts’s memo was a piece of forceful advocacy. He predicted the court would take the case, predicted it would reverse, and insisted immediate action was required because the energy industry “must make changes to business plans today.”

The memo relied not on a factual record—there was as yet no record—but on public sources such as a BBC television interview with the EPA administrator and a blog post. Roberts used these sources to support two core claims: that the plan would become functionally irreversible if the court did not act immediately, and that the costs of compliance would run into the hundreds of billions of dollars, figures he himself acknowledged were likely inflated.

Justice Breyer offered a diplomatic compromise. He proposed the Court tell the D.C. Circuit to move quickly, and tell the states they could apply to the EPA for two-year extensions of the compliance deadline. If extensions were denied, the states could return to the Supreme Court at that point. Under that framework, no state had to do anything immediately. No industry player faced imminent disruption. Implicit in Breyer’s memo was a direct criticism of Roberts’s irreparable harm analysis: there was no irreparable harm as of yet, not when the states could put off compliance for two years.

But Roberts doubled down. The states would still have to “engage their regulatory apparatus,” he wrote. That amorphous prospect was enough in his view to constitute “irreparable harm.”

Justice Kagan pushed back directly: “As far as I can tell, it would be unprecedented for us to second-guess the D.C. Circuit’s decision that a stay is not warranted, without the benefit of full briefing or a prior judicial decision.” She also directly challenged the irreparable harm claim, calling the industry’s predictions of immediate disruption “entirely speculative and highly doubtful.” The rule imposed no direct obligations on private parties, only on states, which could seek extensions and buy themselves two years. There was, she argued, simply nothing that could not wait.

Remarkably, neither Roberts nor any other justice ever directly answered her. Roberts conceded only that “the posture of this stay request is not typical,” and moved on.

Justice Alito weighed in the same day, taking the opposite view with characteristic bluntness: failing to act, he wrote, would render the court’s institutional legitimacy “a nullity.”

Anthony Kennedy (for whom I clerked) settled the matter with a three-sentence note: the court would probably grant a stay in four to six months anyway, so it might as well do it now.

That reasoning, of course, in effect acknowledged that there was no immediate need for the stay. That the court “probably” would grant it, and not immediately but months later (during which the states could seek an extension), suggests doubt as to both the need and the urgency for immediate intervention.

But that vote broke the stalemate. The order issued at 6:20 p.m. on Tuesday, February 9, 2026.


One might assume, or hope, that even though the court’s decisions in shadow docket cases are themselves curt, a rich deliberative process occurs behind the unexplained public orders. The Times story lays that assumption to rest. The Court’s entire deliberations consist of a series of hastily sketched thoughts that are not remotely a stand-in for the normal briefing, argument, and deliberation of a merits case. ** katie to place

As Steve Vladeck, the foremost scholar of the shadow docket, put it when we discussed the story: “This is a bit of the emperor really not having much clothing”. Those memos, in all likelihood, were the process. There was nothing more happening behind the curtain.


At the core of shadow docket outcomes sits a concept of irreparable harm that has become all too malleable in the justices’ hands. The Court has applied it casually and inconsistently, accepting harm that is neither immediate nor unavoidable.

In the Clean Power Plan case, the harm Roberts invoked was that states might have to start thinking about regulatory compliance. Industry might voluntarily begin adjusting. That is not irreparable harm by any serious measure. Voluntary compliance with a rule that has not yet been struck down is not a constitutional injury. Engaging a regulatory apparatus is not irreparable. And Breyer’s compromise, which Roberts rejected, would have mooted even those attenuated concerns.

Roberts never even mentioned the harm on the other side: to the government trying to implement its climate policy, to the environment, or to anyone outside the power industry.

The contrast with the Court’s treatment of the shadow docket during the Trump administration is glaring. In case after case, the Trump administration has claimed, with remarkable success, that any court order blocking any executive policy constitutes irreparable harm to the government. The mere inability to enforce whatever it wants, right now, counts as injury enough.

The standard Roberts refused to apply to the Obama administration has become the automatic, unquestioned assumption when the program belongs to Trump. Roberts himself, in a 2012 in-chambers opinion, established the principle that the government suffers irreparable harm when courts enjoin its policies. He simply declined to apply it in February 2016. The standard did not change. The party in power did.


The practice the EPA order inaugurated has dramatically affected the entire country in the ten years since, often without the public fully appreciating the stakes. In the entirety of the Obama administration, the government filed three emergency applications with the Supreme Court. In the first fifteen months of Trump’s second term alone, the number is thirty-four.

Far more troubling is the pattern of how the Court’s conservative supermajority has ruled in these cases. The shadow docket has assumed an outsize importance in enabling Trump’s agenda, granting him emergency victories on immigration, agency power, and personnel. The court used the shadow docket to allow the firing of 16,000 federal workers, to strip legal status from more than 500,000 immigrants, to terminate research grants mid-project, and to permit deportations to third countries without basic due process protections. And every one of those decisions arrived in unsigned, unexplained orders, without a word of reasoning to the public that lives with the consequences.


One might assume, or hope, that even though the court’s decisions in shadow docket cases are themselves curt, a rich deliberative process occurs behind the unexplained public orders. The Times story lays that assumption to rest. The Court’s entire deliberations consist of a series of hastily sketched thoughts that are not remotely a stand-in for the normal briefing, argument, and deliberation of a merits case.

The Supreme Court’s authority rests entirely on the persuasiveness of its reasoning. The political branches can draw arbitrary lines; the Court must justify and persuade. As Professor Vladeck put it: “What makes the Supreme Court different from the other branches of government is that its power comes from its explanations. If it’s not explaining itself, all it’s doing is fiat.”

The shadow docket has become a fiat machine, one of enormous and often unappreciated import in the lives of Americans. At his confirmation hearing, Roberts famously promised “to call balls and strikes, and not to pitch or bat.” The memos show something different: a justice with a rooting interest, and a strike zone that shifts depending on who’s up.

Talk to you later.

Tuesday, April 21, 2026

NEW INC. MAGAZINE COLUMN FROM HOWARD TULLMAN

 

How to Sell Your Aging Parents’ Home (Without a Family Blowup)

Sales contingencies can wreck deals. Here’s a way around it.

EXPERT OPINION BY HOWARD TULLMAN, GENERAL MANAGING PARTNER, G2T3V AND CHICAGO HIGH TECH INVESTORS @HOWARDTULLMAN1

Photo: Getty Images


Buying or selling a house can be a traumatic event, especially in today’s market where the good homes draw multiple competitive cash bids over the asking price while the tired, old residences just sit and wait for the phone to ring—which it rarely does. Sales of previously occupied homes fell in March to their slowest pace in nine months, at a time of year which is traditionally the busiest season for the real estate industry. 2026 annual sales could be up to a million less homes than the historical norm. This is not good news for anyone.

One thing even more traumatic than buying or selling a house is helping your aging, often infirm, and stubborn parents to list and sell their house. Which, of course, they call their home. Setting aside all the psychological issues and insinuations that you’re an ungrateful child who’s trying to toss them out of their lifelong residence, the fact is that the entire process basically stinks for buyers and sellers.

The best of these lousy situations is the prospect of moving your folks into a nice condo or rental apartment in a retirement committee. Nonetheless, the downsizing is very painful and there are almost as many steps backwards as forward in the discussions and negotiations leading up to the inevitable decision. Add to this perilous equation all of the angst, anger and uncertainty inherent in the best-managed sale process and one which employs—for better or worse—an experienced real estate agent, and it’s still an uncomfortable and challenging process.

It’s especially hard for seniors to get their homes into market-ready selling condition; it’s difficult and uncomfortable for them to have to be leaving the house on short-notice for showings; and—even at these late dates—many seniors may still need financial and equity assistance in order to fund their new acquisition. If they’re stuck in the middle, having not sold the old place, but needing those proceeds and possibly some additional financial help to pay for the prospective new place, the stress on all of the parties is terrible and unrelenting.

But, as any good entrepreneur knows, there’s nothing like someone else’s pain and problems to create a new opportunity for an innovative solution. The best entrepreneurs see what everyone else has seen but think what no one else has thought. In this case, the primary goal was to get rid of as much as possible of the fear, uncertainty, and friction in the sales process and, at the same time, add more flexibility and leverage for the seller.

That’s why the QuickBuy program was created by some young Chicago entrepreneurs. It originally began as an adjunct to an ongoing senior living relocation program where, in case after case, the folks anxious to move into their new living space had the delays and complications of selling their old place hanging over their heads. While the QuickBuy program started with a focus on assisting nursing homes and self-help facilities which were looking to recruit seniors, it expanded over the years into a service for all home sellers and the business has grown exponentially since then.

It’s basically a B2B service now offered as a convenient tool by various partners across the country including large brokerages, mortgage companies, and real estate portals to their own clients who are trying to sell their homes. It’s designed to eliminate a great deal of the angst and aggravation inherent in the sales process and, at the same time, give the sellers some support and confidence in their negotiations to acquire their new living quarters.

And, just to be clear, having the QuickBuy solution in place actually gives some comfort and assurance to the parties on the other side of any deal because it essentially eliminates the second worst contingency in any offer to buy a new home—the requirement that the prospective buyer sell their old home. The worst contingency, of course, is that the buyers need to secure mortgage financing to make the purchase which is extra hard to come by if they’re still on the hook for their old home.

The QuickBuy process is straightforward and offers two options, Immediate Offer and Advantage. QuickBuy Immediate Offer is designed for unlisted properties. It provides a single settlement offer that allows the seller to close on the home based on their preferred timeline. QuickBuy Advantage is available for all homes, whether listed or unlisted. It is a dual‑settlement structure. At the first closing, the seller receives a majority of their equity upfront. Then, once the home sells to a market buyer, the seller receives a second payment equal to the net sales price from the market buyer minus the amount already paid at the first closing. Both programs are designed to deliver convenience, ease, and certainty. For sellers whose primary goal is certainty, QuickBuy also offers the Lock program. For a small fee, QuickBuy Lock keeps the QuickBuy offer open for up to 150 days, giving sellers the peace of mind of having a qualified cash backup offer if their home does not sell traditionally.

Bottom line: if you’re trying to pry your aging parents out of their current house for their own good and move them to a new place, being able to relieve them of all of the grief, work, uncertainty, and anxiety inherent in selling their long time residence couldn’t be easier with an assist from the QuickBuy guys.

Sunday, April 19, 2026

JOYCE VANCE

 

Justice According To Trump

Joyce Vance

Apr 18, 2026

The Justice Department has moved to drop the last remaining January 6 insurrection criminal matters: the Oath Keepers and Proud Boys seditious conspiracy cases. It’s a gratuitous move. On the first day of his second term, Trump issued full pardons to more than 1500 people who overran the Capitol on January 6. Then he commuted the sentences of 14 of the Proud Boys and Oath Keepers defendants, the people convicted of the most serious January 6-related offense, seditious conspiracy. Getting clemency got them out of prison, but it didn’t erase their convictions.

So earlier this week, Trump’s U.S. Attorney for the District of Columbia, Jeanine Pirro, moved to vacate the convictions of prominent insurrectionists including Stewart Rhodes and Ethan Nordean. She wrote that doing so was “in the interests of justice.”

 

Here’s what that means: The government wants to pretend the indictments didn’t occur and juries never convicted these defendants on some of the most serious charges that can be leveled against people in a democracy. Vacating a conviction means it never happened.

Prosecutors need a judge’s permission to dismiss a case after it has been indicted. These cases are on appeal, and the government filed its request to vacate before the defendant/appellants’ first briefs are due. Pirro explained “The government respectfully requests that, before the defendants are required to file their opening brief, the Court vacate their convictions under 28 U.S.C. § 2106 and remand so that the government may move to dismiss the indictment with prejudice.” A defendant’s conviction isn’t final until it has been affirmed on appeal, and these convictions haven’t been, so it’s still possible to do away with them. The government argues that judges “routinely” grant these types of motions.

One might hope that the judges here will inquire further into precisely how fulfilling the government’s requests serves “the interests of justice.” But rejecting them could easily result in mandamus orders from a higher court requiring the judges to do so. It’s likely Trump will get his way.

This is what Donald Trump does for his friends—the people willing to plot a violent insurrection in hopes he could hold onto power after losing the 2020 election. He treats the people he thinks of as enemies very differently, but the stench of corruption is the same.

The current example is former CIA Director John Brennan—one of the ultimate catches on Trump’s revenge prosecution list. Trump became convinced during his first term in office that Brennan had been involved in some shadowy plot against him, and although nothing in the extensive “Crossfire Hurricane” investigation carried out by then AG Bill Barr and Special Counsel John Durham bore that out, Trump apparently still holds a grudge. Trump has always been sensitive to the 2017 intelligence assessment that found Russia interfered in the 2016 presidential election in order to help him, and since Brennan was at the CIA when that happened, Trump seems to hold him responsible. The intelligence assessment appears to have been accurate; both the FBI and a bipartisan Senate Committee agreed.

Brennan is now the target of an investigation in the Southern District of Florida, which appears to be amping up, despite the fact that the career prosecutor who has been running that investigation had been resisting “pressure to quickly bring charges against the former CIA director and prominent critic of President Donald Trump,” according to CNN. She reportedly questioned the strength of the evidence and was subsequently removed from the case. She will be replaced by Joseph diGenova, a former U.S. Attorney during the Reagan administration. diGenova is one of the lawyers who helped with Trump’s effort to overturn the 2020 election.

CNN went on to report that the Justice Department said in a statement that it is a routine practice to move attorneys around on cases “so offices can most effectively allocate resources.” The statement continued, “It is completely healthy and normal to change members of legal teams.” That’s unlikely to fool anyone. It’s counterproductive and wasteful of time and deep knowledge about the evidence in a case to make a move like this, and it doesn’t happen in the absence of solid reason. Here, it appears to be happening, as we saw in the Eric Adam’s case in New York, and the cases involving Jim Comey and Letitia James in the Eastern District of Virginia, to remove an unwilling prosecutor and replace her with a more compliant one. We don’t yet know what the potential charges might look like here, and the government seems confident, with the matter proceeding in Judge Aileen Cannon’s district. But it’s hard to imagine there’s anything of substance here.

The polar opposite treatment of these two cases clarifies just how defunct the Justice Department is. During Trump’s first term in office and his bid for reelection, I repeatedly spoke of the danger he posed to our criminal justice system and hence to our democracy, the risk he would turn us into a banana republic where an authoritarian leader uses the criminal justice system to reward his friends and punish his enemies. And here we are. This is what the stakes are in the midterm elections. Because a president who is willing to do all of this—and has a party behind him that is willing to be complicit—will try to do whatever it takes to hold onto power. It’s a moment where no one can afford to stay on the sidelines.

This isn’t about one case or a handful of defendants. It’s about whether the rule of law still has meaning, whether Trump will succeed in eroding it into yet another political tool; applying it differently to people depending on who they are—and whose side they’re on. When a president can make convictions disappear for his allies while leaning on prosecutors to go after his critics, the damage isn’t just theoretical, it’s already happening in front of our eyes. And once that line is crossed, it doesn’t easily uncross itself. It’s on all of us to see it clearly and refuse to look away.

Thanks for being here with me at Civil Discourse and making it possible, through you subscriptions, for me to write the newsletter.

We’re in this together,

Joyce

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