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Articles

April 10, 2025 By Reuben A. Guttman

How BigLaw Executive Orders May Affect Smaller Firms

I represent the little guy — civil rights plaintiffs, whistleblowers, consumers and inmates, to name a few.

My opposition is often BigLaw firms, the ones with hundreds, if not thousands, of lawyers.

On a normal day, I have my disputes with these firms over pleading standards, compulsory arbitration and deference to administrative agencies. We battle it out within the legal system. It’s an imperfect system, no doubt, affected by politics and bias.

I didn’t think I’d ever advocate on behalf of these firms. But today, I feel compelled to do so, because of an issue that affects us both — the executive orders targeting some of the nation’s largest law firms.

This isn’t just about BigLaw, and it’s not just about the BigLaw firms named in executive
orders. It’s also about the small firms, the solo practitioners and the public interest lawyers who see what is happening to these big firms and are wondering what they will do if and when they, too, are targeted.

Make no mistake: If BigLaw firms can be targeted, so too can midsize law firms, boutiques, solo practitioners, prosecutors and public defenders. Though I litigate against BigLaw, on this day and on this matter, we are kindred spirits.

The legal system only works if lawyers can represent clients without retribution or fear of retribution. Once in court, advocacy is regulated by the tribunal itself.

Ethical, procedural and evidentiary rules govern the lawyer and the process. It is a laboratory environment where, on a good day, a case will sink or swim on the merits, and the lawyers will move on to the next matter untainted by their advocacy on behalf of an entity or person whose position did not prevail or whose conduct was deemed unsavory.

In addition to the orders targeting specific law firms, the president signed a memorandum on March 22 making it clear that none of this is limited to just a few large firms. That memo directs the attorney general to be more aggressive in the use of sanctions motions and ethical charges against those who litigate against the government. The memo states:

I further direct that, when the Attorney General determines that conduct by an attorney or law firm in litigation against the Federal Government warrants seeking sanctions or other disciplinary action, the Attorney General shall, in consultation with any relevant senior executive official, recommend … additional steps that may be taken, including reassessment of security clearances held by the attorney or termination of any Federal contract for which the relevant attorney or law firm has been hired to perform services.1

The March 22 memo is noteworthy not only for what it says but for what it does not say. It provides for a referral for “additional steps,” including the loss of contracts or the loss of security clearance, not after a court determines that sanctions are warranted, but after the attorney general makes such a determination. That referral can occur without a motion for sanctions being filed, or before the court has ruled on a motion for sanctions. Under this memo, the referral and additional steps can be taken even if the court denies the motion for sanctions.

It is, in sum, a memo that provides a litigant — indeed the defense counsel for the government and the government itself — the sole right to sanction counsel. In this way, the memo effectively removes the judge from the sanctions calculus.

The sanction of having security clearance withdrawn is of course not an abstract proposition. A lawyer needs security clearance to represent, for instance, employees of the CIA, the FBI and the intelligence community who have lost their jobs through Department of Government Efficiency cutbacks. And a number of the firms representing plaintiffs in these cases are boutique or midsize litigation firms, or public interest nonprofits.

By eliminating the security clearance of lawyers or maintaining a threat to do so, a defendant — in this case the government — may essentially curtail opposing counsel’s ability to represent such clients, or influence their advocacy.

It was in Marbury v. Madison that Chief Justice John Marshall in 1803 famously said that “the very essence of civil liberty certainly consists in the right of every individual to claim the protection of the laws, whenever he receives an injury.”

Fundamental to that protection is the ability to secure counsel. There is no question that the March 22 memo will cause all lawyers — but especially public interest lawyers and solo practitioners — to think twice about whether to take on cases they would ordinarily assume.

Yes, the big firms have their pro bono practices, but it is the smaller firms and the boutique practices that tend do the everyday work of challenging government action. It is the small firms and public interest organizations whose institutional missions focus primarily on things like representing immigrants facing deportation or inmates of for-profit prisons who seek proper medical care, or bringing suits under the Freedom of Information Act to make government more transparent.

But these firms simply do not have the resources or cash flow of the big firms. Unlike Perkins Coie LLP, WilmerHale and Jenner & Block LLP, which have all challenged these executive orders, small firms may be unable to tap the expertise of the best constitutional lawyers in the land to defend themselves against ruin.

Imagine a scenario where a solo practitioner represents a student who is in this country under a student visa, but who has been detained and subject to deportation because of the content of an article they authored in the student newspaper. How might that practitioner react when the government lawyer takes him aside and says that a potential lawsuit is sanctionable? A gutsy lawyer might say, “I’ll see you in court.” But of course, under the March 22 memo, the government may secure sanctions absent a court determination.

The sanctions might include loss of security clearance and/or loss of government contracts. For the lawyer who represents members of the intelligence community or the public interest group that benefits from government grants, the threat is significant. But these are only examples as the memo’s use of the phrase “additional steps that maybe taken, including” makes clear that potential recriminations are boundless.

A big firm may have lobbyists or insiders who can negotiate a resolution with the president. But the average solo practitioner does not have such access or leverage.

In the end, solo practitioners, small law firms and public interest attorneys may find themselves more dramatically affected by the collective impact of these executive orders and memoranda than even the BigLaw firms that have been directly targeted.

Absent the resources and revenue of their BigLaw counterparts, these firms may just temper their advocacy or curtail client relationships. When this happens, there will be no headlines or banner story on the nightly news. Public interest advocacy will have been curtailed — perhaps forever — in ways that will not be easy to quantify.

______________________________________
Reuben A. Guttman is a senior founding partner at Guttman Buschner & Brooks PLLC. The opinions expressed are those of the author(s) and do not necessarily reflect the views of their employer, its clients, or Portfolio Media Inc., or any of its or their respective affiliates. This article is for general information purposes and is not intended to be and should not be taken as legal advice.

1. https://www.whitehouse.gov/presidential-actions/2025/03/preventing-abuses-of-the-legal-system-and-the-federal-court/.

February 19, 2025 By Reuben A. Guttman

Undoing An American Ideal Of Fairness

In his first week in office, President Donald Trump issued orders purporting to eliminate birthright citizenship, which is enshrined in the 14th Amendment to the U.S. Constitution, end diversity, equity and inclusion programs at federal agencies, and halt the work of the U.S. Department of Justice, Civil Rights Division. On Jan. 29, he issued an order regarding what schools can teach students about our nation’s civil rights history.[1]

In his second week in office, the president also fired two commissioners of the U.S. Equal Employment Opportunity Commission, an agency empowered to enforce provisions of the nation’s civil rights laws.

That same week, before black box data had been analyzed, let alone a U.S. National Transportation Safety Board report issued, the president blamed an airplane crash in Washington, D.C., on the Federal Aviation Administration’s DEI efforts. In effect, he pinned the cause of an air disaster on minorities, women and the disabled.

These events must be juxtaposed against decades of painstaking and incremental efforts to achieve equality in our country by eliminating overt discrimination — and by addressing biases caused by government-sanctioned conduct that separated people based on their immutable characteristics. No doubt this is the history that our president does not want schools to teach.

While laws have been enacted and judicial opinions issued to prevent ongoing discrimination, the matter of bridging gaps in equality that are embedded in the law has been left to voluntary efforts ostensibly known as DEI.

The Lessons of Brown v. Board of Education

With the end of the Civil War, the nation adopted the 13th Amendment abolishing slavery, the 14th Amendment, designed in part to create equality, and the 15th Amendment, which proscribed the denial of voting rights based on race.

Despite the protections and proscriptions of those amendments, the states promulgated laws that separated the races and denied people rights based on their race. Judicial opinions that sustained such laws further embedded such bias.

In Plessy v. Ferguson, the U.S. Supreme Court’s 1896 opinion affirmed the doctrine of separate but equal, declaring that “if one race be inferior to the other socially, the Constitution of the United States cannot put them on the same plane.”[2]

Although Plessy involved a Louisiana law requiring separate railroad cars for the races, its logic was used to justify school segregation. Following Plessy, the NAACP Legal Defense Fund, or LDF, filed cases against public educational institutions for failing to provide separate but equal educational opportunities, facilities and teacher pay.

However, it was not until the 1950s — when five cases, each against a state or federal entity, made their way to the Supreme Court — that the LDF was positioned to wage a direct attack on Plessy by arguing that the rule of separate but equal, standing alone, violated the 14th Amendment.[3]

In 1954, Chief Justice Earl Warren penned his opinion in Brown v. Board of Educaton, which held that segregation in public education violated the 14th Amendment’s equal protection clause.[4] The Brown opinion addressed four of the five cases in which a state entity was subject to the 14th Amendment.

The fifth case, Bolling v. Sharpe, challenged segregated public schools in the District of Columbia, which is subject to the Fifth Amendment, rather than the 14th Amendment.[5] Unlike the 14th Amendment, the Fifth Amendment does not include an equal protection clause.

The challenge Bolling posed was how to capture the logic of Brown — decided on equal protection grounds — and apply it within the due process clause of the Fifth Amendment.[6] Justice Warren’s words in his 1954 Bolling opinion were profound: The “concepts of equal protection and due process both [stem] from our American ideal of fairness.”[7]

Was the chief justice doing more than calling balls and strikes, as Chief Justice John Roberts once described the role of the judiciary?[8]

No. Justice Warren was stating the obvious. With a constitution that begins with the words “We the People,” and amendments that use the terms “due process” and “equal protection,” how could our rule of law not encompass an American ideal of fairness?

The Brown and Bolling opinions were issued at the height of the Cold War. They demonstrated to the world how our rule of law allowed individuals — albeit those who had been oppressed for ages — to invoke the legal system to successfully challenge the law itself.

Eradicating Embedded Inequality in all Sectors

Brown and Bolling were landmark decisions that only applied to the government. These cases did not eradicate private segregated lunch counters or hotels, or eradicate segregation in private education.

The Civil Rights Act was passed in 1964 to prohibit discrimination based on race, color, religion, sex or national origin. It was a significant step toward addressing private-sector discrimination. After its passage, the nation began the long arduous process of Civil Rights Act enforcement.

In 1971, Griggs v. Duke Power Co. came before the Supreme Court.[9] At its Dan River facility, Duke Power had implemented employment tests and a high school graduation requirement as prerequisites for most positions, which adversely affected black job applicants.

The trial court, and later the U.S. Court of Appeals for the Fourth Circuit, had held that these job requirements were facially neutral and thus not discriminatory.

The Supreme Court reversed, holding that facially neutral employment practices that have a disparate impact on protected classes can implicate liability under Title VII of the 1964 Civil Rights Act.[10] Specifically, the court noted that such employment requirements had to be job-related.

The court in Griggs acknowledged two historic points. First, prior to 1964, Duke Power had discriminated in hiring at its Dan River facility.[11] Second, the North Carolina public education system had historically failed to afford black students an equal education.[12]

That discrimination was baked into the workplace, the education system and even the law was nothing new. Yet, what was becoming apparent was that even laws like the Civil Rights Act could not address a bigger problem: how to achieve equality without accounting for decades of past discrimination.

Suppose, for example, that the testing at issue in Griggs was job-related? Would a black applicant who had been subject to an inferior education system have been able to compete for a position? Under this scenario, Griggs would not necessarily have violated the law by denying employment, but the applicant would still have suffered from the blight of inequity.

None of this can be fully understood without really digging into how the government — the courts and the legislatures — have created inequality. Yet, on Jan. 29 Trump issued an executive order titled “Ending Radical Indoctrination in K-12-Schooling,” which may prevent students from reading or learning about the very laws and court decisions that explain the history of inequity — knowledge of which history is essential for navigating the path forward.[13]

To be clear, after the passage of the 1964 Civil Rights Act, the challenge was not just about enforcement and addressing schemes to evade enforcement. The challenge was also about addressing the long-term impact of decades of inequality, a matter that can only be understood through a study of unvarnished history.

Some of that history is buried in cases addressing mundane matters — for example, real estate transactions. In 1926, the Supreme Court in Corrigan v. Buckley, affirmed the right to enforce racially restrictive housing covenants that created and guaranteed segregated neighborhoods.[14]

Twenty-two years later, the Supreme Court’s 1948 decision in Shelly v. Kramer, found that using the courts to enforce such agreements violated of the 14th Amendment.[15] Yet the court in Shelly issued an opinion explaining how to discriminate without implicating the 14th Amendment:

We conclude, therefore, that the restrictive agreements, standing alone, cannot be regarded as violative of any rights guaranteed to petitioners by the Fourteenth Amendment. So long as the purposes of those agreements are effectuated by voluntary adherence to their terms, it would appear clear that there has been no action by the State, and the provisions of the Amendment have not been violated.

By the time Brown was argued, schools in this nation were segregated because of housing discrimination the created, in effect, whites-only and blacks-only neighborhoods, and hence blacks-only and whites-only local schools.[16]

In his oral argument before the court in Brown, Thurgood Marshall noted that the impact of any decision for the plaintiffs would be blunted by historic housing discrimination, which reduced the likelihood that a black child could walk to a neighborhood white school. The ultimate solution to the problem would come in later cases that addressed forced integration.

The Corrigan and Shelly opinions placed the imprimatur of government on the separation of the races. These cases are part of our history and need to be taught. They explain the existence of segregated neighborhoods, local schools that lack diversity, why red-lining is possible, and what makes it easy for government officials to channel education and other dollars along racial lines.

If there is bright spot in our history, it is the heroic dissenting opinions of jurists who spoke out when doing so was not popular. Consider, for example, the 1908 Supreme Court decision in Berea College v. Kentucky,[17] which upheld a Kentucky law precluding private colleges from teaching both black and white students on the same campus.

Justice John Marshall Harlan — dissenting as he did in Plessy — framed the issue as the government embedding discrimination:

If pupils of whatever race — certainly if they be citizens — choose, with the consent of their parents or voluntarily, to sit together in a private institution of learning while receiving instruction which is not in its nature harmful or dangerous to the public, no government, whether federal or state, can legally forbid their coming together, or being together temporarily, for such an innocent purpose.

I fear that the president’s Jan. 25 order will deter educators from teaching these cases — and the words of the justices who used their dissents and concurrences to set the record straight.

In 1968, in Jones v. Alfred H. Mayer Co., the Supreme Court finally upheld an age-old reconstruction-era statute that addressed housing discrimination.

In his concurrence, former Justice William Douglas wrote:

The true curse of slavery is not what it did to the black man, but what it has done to the white man. For the existence of the institution produced the notion that the white man was of superior character, intelligence, and morality. The blacks were little more than livestock — to be fed and fattened for the economic benefits they could bestow through their labors, and to be subjected to authority, often with cruelty, to make clear who was master and who slave. Some badges of slavery remain today. While the institution has been outlawed, it has remained in the minds and hearts of many white men. Cases which have come to this Court depict a spectacle of slavery unwilling to die.[18]

Broader Implications of the Attack on Birthright Citizenship

While legislation and case law have institutionalized discrimination, the painstaking efforts of noted civil rights lawyers, like former Justice Thurgood Marshall and former NAACP first special counsel Charles Hamilton Houston, used the legal process to dismantle discriminatory law and precedent brick by brick.

Their tool in doing so has been the 14th Amendment. That this amendment may be vulnerable to an executive order regarding birthright citizenship is a chilling proposition.

The words at issue are clear: “All persons born or naturalized in the United States, and subject to the jurisdiction thereof, are citizens of the United States and of the state wherein they reside.”

Those words were written to address the Supreme Court’s 1857 decision in Dred Scott v. Sanford, which denied Scott the right to assert diversity of citizenship jurisdiction in a federal court because he was not — in the first instance — a citizen.

These words are so clear that when a challenge to the president’s executive order came before a U.S. District Judge John Coughenour in the U.S. District Court for the District of Washington, issued a temporary restraining order against its enforcement.[19]

At oral argument on Jan. 25, Coughenour, who was appointed by former Republican President Ronald Reagan, said to government counsel: “I have difficulty understanding how a member of the bar could state unequivocally that this is a constitutional order.”[20]

Addressing the Taint of Inequality

The president’s actions have no doubt caused discomfort, causing some to wonder, “Am I going to be OK?” There is reason to be concerned and to ask this question.

How this nation addresses biases that were baked into law, creating generations of inequality, is a complicated matter.

If life is analogous to a 100-yard dash, then DEI is about creating equality in the middle of the race, after some runners started the dash at a deficit.

This is a problem that our laws really do not address. And, unfortunately, courts cannot eradicate bias that has descended through generations and at times tempers the behavior of individuals in ways that are not obvious — even to the biased.

On the other hand, there is no doubt that DEI programs have become a hotbed for consultants and seemingly formulaic rules. There is also concern that some groups are not protected by DEI programs.[21] And there controversy — and indeed litigation — over whether such efforts are themselves discriminatory. These are legitimate matters for discussion.

It is apparent, however, that we have not reached the point where bias and discrimination no longer exist. It is hard to imagine that bias can be completely eradicated, and so the effort to create equality will always be an unfinished task.

One thing we cannot do is rewrite or sugar-coat our history. To chart a course forward, it must be fully understood. The question is whether we will be guided by the American ideal of fairness or driven to undo it.

_________________

Reuben A. Guttman is a senior founding partner at Guttman Buschner & Brooks PLLC.

[1] Ending Radical Indoctrination in K-12 Schooling — The White House.

[2] See, Plessy v. Ferguson, 163 U.S. 537 (1896).

[3] Those cases were Brown v. Board of Education, 347 US 483 (1954); Briggs v. Elliott, 163 U.S. 537 (1896); Davis v. County School Board of Prince Edward County, 103 F. Supp. 337 (1952); Gebhart v. Belton, 91 A.2d 137 (1952); and Bolling v. Sharpe, 347 U.S. 497 (1954).

[4] See, 347 U.S. 483 (1954).

[5] See, 347 U.S. 497 (1954).

[6] See, 347 US 497 (1954).

[7] The Court explained:
The Fifth Amendment, which is applicable in the District of Columbia, does not contain an equal protection clause as does the Fourteenth Amendment which applies only to the states. But the concepts of equal protection and due process, both stemming from our American ideal of fairness, are not mutually exclusive. The ‘equal protection of the laws’ is a more explicit safeguard of prohibited unfairness than ‘due process of law,’ and therefore we do not imply that the two are always interchangeable phrases. But, as this Court has recognized, discrimination may be so unjustifiable as to be violative of due process. [citations omitted].

[8] See, Chief Justice Roberts Statement – Nomination Process, https://www.uscourts.gov/about-federal-courts/educational-resources/supreme-court-landmarks/nomination-process/chief-justice-roberts-statement-nomination-process.

[9] See, 401 US 424 (1971).

[10] One could argue that the concept of disparate impact is as old — if not older — than Yick Wo v. Hopkins, 118 U.S. (1886).

[11] Justice Warren Burger noted: “The District Court found that, prior to July 2, 1965, the effective date of the Civil Rights Act of 1964, the Company openly discriminated on the basis of race in the hiring and assigning of employees at its Dan River plant.”

[12] Justice Burger explained: “Because they are Negroes, petitioners have long received inferior education in segregated schools, and this Court expressly recognized these differences in Gaston County v. United States, 395 U. S. 285(1969). There, because of the inferior education received by Negroes in North Carolina, this Court barred the institution of a literacy test for voter registration on the ground that the test would abridge the right to vote indirectly on account of race.”

[13] Ending Radical Indoctrination in K-12 Schooling — The White House.

[14] See, 271 U.S. 323 (1926).

[15] See, 334 U.S. 1 (1948).

[16] Trump is not unfamiliar with both housing discrimination and the work of the Civil Rights Division. In 1973, The Division filed United States of America v. Fred C. Trump, Donald Trump, and Trump Management Inc, in the United States District Court for the Eastern District of New York alleging violation of the Fair Housing Act of 1968. In 1975, the case was concluded with a consent agreement — signed by Donald Trump — that enjoined the Defendants from, among other things, refusing to rent a dwelling “on account of race, color, religion, sex or national origin.”[16]

[17] See, 211 U.S. 45 (1908).

[18] See, 392 U.S. 409 (1968).

[19] See, State of Washington et al. v. Trump et al., case number 2:25-cv-00127, in the U.S. District Court for the Western District of Washington.

[20] Four courts have now blocked this Executive Order. https://www.delawareonline.com/story/news/2025/02/14/federal-judge-sides-with-delaware-blocks-president-donald-trump-birthright-citizenship-order/78542953007/.

[21] See, New York Times January 22, 2025, Does D.E.I Help or Hurt Jewish Students.

February 11, 2025 By Staff

Insight: DOJ Prosecutors announce intention to drop charges against New York City Mayor Adams

Judge Nancy Gertner (Ret.) discusses her insight into the Trump Administration’s Department of Justice announced intention of dropping corruption charges against New York City Mayor Eric Adams.

Watch her interview on CNN here.

February 11, 2025 By Staff

What the judicial branch can do when a president refuses to comply with a court order

NPR speaks with retired federal judge Nancy Gertner about how the judicial branch could, or could not, enforce a court order against a sitting president who refuses to comply.

Click here to listen to the interview with Judge Nancy Getner (Ret.) for more information.

Excerpt:

LEILA FADEL, HOST:

A federal judge in Rhode Island says the White House has defied an order to unfreeze federal grant and program funds and is ordering the administration to immediately end any federal funding pause. And this case is just one of dozens of lawsuits that have been filed to try to block some of President Trump’s many executive actions that are pushing legal limits. But what if the Trump administration just ignores court rulings?

* * *

GERTNER: Well, the – a court – a judge has tools available to him or her in the first instance. You know, they can cite the parties in front of them for contempt. They can impose fines. Of course, since one of the parties, arguably, here is Elon Musk, it’s not clear that fines are going to make a particle of difference. There’s even the possibility of imprisoning someone until the order is followed. All of these are, obviously, empty threats with respect to the defendants in this case. The marshals would have to enforce whatever orders the judge entered. The problem is that the Marshals Service is under the Department of Justice, and if Trump wanted to fully not comply, he could direct the Department of Justice not to comply. At that point, you have a full unconstitutional crisis. You have one branch of the government ignoring the legitimate comments – the legitimate orders, rather, of another branch.

Let me also say the other thing available to the – to Trump, if he doesn’t agree with the judge, is to appeal. And so to some degree, hastening a constitutional crisis says something about what he’s trying to do, which is more about showing his power than it is about following the law.

* * *

The question is whether or not Trump is exercising power in a legitimate way. And when he violates the Administrative Procedure Act, which says that you can change regulations only if you follow certain procedures, when he violates the Privacy Act, threatening to release the names of the FBI agents who arguably participated in January 6, when he holds up the funding of programs that have been appropriated by Congress – that’s the question of whether or not he’s acting in a legitimate fashion. And these cases are essentially saying there’s nothing remotely legitimate about what the president is doing under these circumstances.

I can’t say – I can’t emphasize enough how difficult it is for a judge to enter a temporary restraining order, which is the case in these cases. You have to find the likelihood of success on the merits, and you have to find irreparable harm. And the bar is high. It says something about how far Trump has gone from what the legitimate lawmaking function is in these cases that judges are doing this.

__________

Read full transcipt here.

October 17, 2024 By Staff

The Lawyer Pharma Loves to Hate

A conversation about the False Claims Act

October 17, 2024, 5-7pm
Georgetown Law Students Association, Corporate Crime & Anti-Corruption, Georgetown Law School

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