Sidley’s Peter Bruland Makes History as First Associate to Argue Before SCOTUS

Peter Bruland particularly enjoys zeroing in on the most persuasive way to frame an argument. As a senior managing associate in Sidley’s Supreme Court, Appellate, and Litigation Strategies practice, Bruland has written dozens of briefs, grappling with the challenges and rewards of working through the most complex legal matters. He even jokes, “You can write a 50-page brief about two words in a statute — I’m only kind of exaggerating there.”

Bruland, who is based in the firm’s Washington, D.C. office, took his legal skills to the highest level this spring when he became the first Sidley associate ever to argue before the Supreme Court of the United States. “Not many firms give their associates that opportunity. Sidley is special,” Bruland shared.

Over and above his usual caseload of Supreme Court matters, appellate briefing, and strategic advising at the trial and agency level, Bruland is also an active participant in Sidley’s pro bono practice, dedicating well over 700 hours to pro bono appellate matters in 2024. “Sidley has put a lot of time and resources into pro bono endeavors. I think the saying ‘it takes a village’ is true here — I’ve had a village working with me on this case.”

Working with a team of lawyers from the firm’s Washington, D.C. and Miami offices, Bruland describes the briefing that led up to argument as “trying to solve a procedural puzzle. It’s exciting to jump in and try and find the right answer.”

That SCOTUS agreed to hear the pro bono case, Rivers v. Lumpkin, is a testament to Bruland’s advocacy. At issue is a Fifth Circuit ruling that would prohibit Sidley’s client Danny Richard Rivers, a Texas state prisoner, from proceeding with a federal challenge to his state conviction — effectively forcing him to start from scratch with a second or successive habeas petition. Historically, courts have differed over when an initial petition ends and a second petition begins.

For Bruland, nothing about the case is open-and-shut. “It’s by no means an easy question, and ten courts of appeals have splintered four ways over this issue. But when Congress amended the habeas statute in 1996, they were focused on efficiency and avoiding piecemeal litigation. The Fifth Circuit’s ruling would frustrate both aims.”

Rivers is currently serving a 38-year sentence for allegations leveled against him in the midst of a bitter divorce. In 2014, he began to represent himself pro se and filed a Texas post-conviction petition alleging ineffective assistance of counsel. He also spent years trying to get his trial lawyers’ records. When Rivers finally received them, he discovered a Texas state investigator’s report suggesting that he was wrongly convicted — evidence that his lawyers had apparently overlooked.

The day the Fifth Circuit issued its ruling in Rivers, Bruland reached out to the client: “He was very concerned because he had just lost, and he didn’t want to have to seek Supreme Court review while simultaneously continuing to fight in the lower courts.” Sidley was not the only firm to contact Rivers, Bruland said, but “he went with us because he could tell that we cared about him.”

Peter Bruland outside the Libary of Congress

In May 2024, Bruland visited Rivers at the Texas state prison. “It’s important to have a personal connection with the client. It helped me to meet him and hear his story. He’s spent years fighting to prove his innocence, and I admire his efforts to try and figure out the procedural rules along the way.”

Thinking back to cases that helped him hone his experience, Bruland recalled leading the cert-stage and merits briefing in a pro bono Supreme Court case involving the Armed Career Criminal Act. Although they lost, Bruland was proud of Sidley’s work and its long-standing partnership with the Carter G. Phillips Center for Supreme Court and Appellate Advocacy at the Northwestern Pritzker School of Law, which pairs Sidley lawyers and law students to work on pro bono SCOTUS cases.

Bruland cites several Sidley mentors as inspirations, including partners Carter Phillips and Kwaku Akowuah, senior counsel Virginia Seitz, former partner Eric McArthur, and retired partner Peter Keisler. A dedicated SCOTUS enthusiast, Bruland admits he even listens to oral argument recordings while relieving stress at the gym: “You stay in shape, and you keep up with what’s happening at the Court.”

While Bruland describes winning federal habeas relief as “a bit like Mission Impossible,” he is nevertheless confident in the Sidley team and their dedication to providing the highest-quality pro bono representation.

“One of my favorite Texans was Lyndon Johnson,” Bruland said, reflecting on the state where Rivers’ case began. “Johnson would always say, ‘If you do everything, you’ll win.’ Of course that’s never guaranteed — but it’s still a good mindset when you’re writing a brief or preparing for oral argument. That’s the approach we’ve taken here, and it’s what got us to the Supreme Court.”

“Oftentimes, law students think they must choose between working at a law firm and working on issues they’re passionate about. Sidley turns that assumption on its head by giving associates the pro bono fellowship opportunity, and countless other opportunities, to provide meaningful pro bono work.”

Keanu Balani, Century City
Private Equity

“My legal fellowship at the Becket Fund for Religious Liberty was an incredible experience. I was immediately given substantive legal work to do, and I also learned so much about religious liberty legal work and made connections that have allowed me to continue to take on religious liberty pro bono projects, and even participate in multiple Supreme Court amicus briefs that touch on the same themes, during my time at Sidley.”

Levi Brown, Washington, D.C.
Commercial Litigation and Disputes

“Working with Bet Tzedek’s Impact Litigation team allowed me to gain substantive experience quickly, develop litigation skills, and most importantly, to advocate for and to help those in need of legal assistance. Starting my legal career at Bet Tzedek instilled in me that pro bono work is interesting, rewarding, and vitally important.”

Jamie Cappell, Los Angeles
Commercial Litigation and Disputes

“Sidley’s pro bono fellowship exemplifies the exceptional opportunity provided by the firm’s pro bono practice to gain diverse experience while making a meaningful impact. As a pro bono fellow, I had the opportunity to support the investigative work of the Project on Government Oversight (POGO), a nonpartisan independent watchdog. The fellowship was a fantastic way to support a cause I care about while preparing to begin my journey as an associate at Sidley.”

Anna Carney, Washington, D.C.
Commercial Litigation and Disputes

“Participating in Sidley’s pro bono fellowship helped me fulfill a longtime personal goal of working with the ACLU. The best part of my time with the ACLU of DC was getting to file suit in a high school free speech case. It was one of the most meaningful professional experiences of my life. I am very grateful to Sidley for making it happen!

Ellie DeGarmo, Washington, D.C.
Healthcare

“Sidley’s PILI Fellowship gave me the opportunity to hone real-world litigation skills while contributing to an organization that connects people to critical legal services. With the guidance of the talented attorneys at Legal Aid Chicago, I helped an elderly tenant remain stably housed in the face of a wrongful eviction.”

Anne Driscoll, Chicago
Commercial Litigation and Disputes

“I had the privilege of spending my summer fellowship at the National Veterans Legal Services Program. I worked mainly on disability claims and litigation with respect to two sets of client groups: veterans who were exposed to burn pits during service and full-time caregivers of disabled veterans. My fellowship was finding ways to tell our clients’ stories through our filings. And I was consistently blown away by these stories of hardship in training, combat, and in readjusting to civilian life. I learned so much, and I would like to think I helped some of the most deserving individuals in our country.”

Ish Farooqui, Washington, D.C.
Commercial Litigation and Disputes

“My fellowship at Bet Tzedek in their preventing and ending homelessness practice was a profoundly rewarding experience. Working diligently to ensure that tenants were treated fairly not only allowed me to give back to the community, but also reinforced my commitment to pro bono work as an associate at Sidley.”

Max Gordon, Los Angeles
Commercial Litigation and Disputes

“My fellowship at the Public Defender Service taught me the skills necessary to become a great litigator. But most important to my professional growth as an aspiring defense attorney, when working with clients whose liberty was at stake, I learned to put away all biases I may have had and advocated for my client to the best of my ability.”

Dominique Hall, Washington, D.C.
Commercial Litigation and Disputes

“Getting the opportunity to assist emerging nonprofit organizations at the beginning of my legal career was a powerful reminder that, at its heart, lawyering is about helping others. I am grateful to be at a place like Sidley that cares about creating a culture of service by providing opportunities to support those less fortunate and make a meaningful impact in our community.”

Robert Hogan, Chicago
Investment Funds

“Through my fellowship with Washington Legal Clinic for the Homeless, I learned about the essential role that legal advocacy plays as part of a broader framework, including political advocacy and social services, in protecting people from falling through the frayed and precarious net of housing benefits.”

Priya Kareddy, Washington, D.C.
Commercial Litigation and Disputes

“During my pro bono fellowship at the Illinois Guardianship and Advocacy Commission, I had the privilege of advocating for individuals living with mental health disorders. Our focus was to ensure that every person received the due process they are entitled to when facing involuntary admission for mental health treatment. This experience not only deepened my understanding of the legal protections afforded to vulnerable populations but also reinforced my commitment to upholding justice and dignity for all.”

Madeleine Larock, Chicago
M&A

“My experience with the Brooklyn Defender Services reinforced my belief in the importance of creative and compassionate advocacy, which I practiced firsthand helping clients navigate immigration law, an ever-changing, and often confusing, area of law. I am grateful to Sidley’s pro bono fellowship program for providing me with the opportunity to not only hone my legal skills but also to use those skills to make a positive impact.”

Stephanie Lim, New York
Privacy and Cybersecurity

“Having the opportunity to draft federal appellate court amicus briefs and receive direct feedback on my writing was an invaluable experience. It has made me feel more confident taking on similar challenges at Sidley and becoming more involved in our pro bono work.”

Scott Lowder, Washington, D.C.
Commercial Litigation and Disputes

“During my fellowship with the Project on Government Oversight, I helped draft model legislation for states seeking to expand their data privacy protections. The experience helped me think about statutory interpretation from a drafter’s perspective — a viewpoint I draw on regularly as an associate as we seek to interpret new statutes and regulations for our clients.”

Lloyd Lyall, Washington, D.C.
Global Arbitration, Trade and Advocacy

“Working as a fellow for Legal Aid Chicago was incredibly rewarding. I got to work with such a talented and dedicated group of attorneys who made it an exciting and collaborative place to work and especially to learn. Now that I am a practicing attorney myself, I try every day to emulate that spirit and passion for client advocacy.”

Kate McCue, Chicago
Investment Funds

“My fellowship with Quality Trust afforded me the opportunity to see on-the-ground efforts to increase the autonomy rights of people with disabilities. I contributed to a project aiming to propose a Bill of Rights for individuals under guardianship in D.C. by conducting a 50-state review on parallel statutes in other states and identifying guaranteed rights that are most developed and supported by existing law. In doing so, I learned the value of exploring outside my jurisdiction to find creative ways to address novel questions of law.”

Melisa Olgun, New York
Commercial Litigation and Disputes

“During my fellowship at the Institute for Justice, I experienced firsthand the incredible work that the organization does to protect the freedoms enshrined in our Constitution and fight against governmental abuse.”

Jorge Pereira, Washington, D.C.
Commercial Litigation and Disputes

“My clients at Amica Center were caring, funny, whip smart, and loved by so many people in the D.C. area and beyond. Getting to know them and their families, and getting to work together towards their release, was a great honor.”

Bridget Pranzatelli, Washington, D.C.
Food, Drug and Medical Device

“As part of Sidley’s pro bono fellowship, I worked with LA28 on a variety of transactional matters to help prepare Los Angeles for the 2028 Olympic Games. It was a great experience to work with cross-functional teams, build my drafting skills, and understand the Olympic Movement. Thanks Sidley and LA28 for giving me the opportunity to be a part of history!”

Alex Sirota, Century City
M&A

“As part of the fellowship program, I worked with client intakes, which meant many times I was the first person to speak with individuals about getting legal assistance. Through these interactions, I learned that sometimes the first thing people need to see is that someone cares, that someone is willing to listen. That alone can make a big difference.”

Christina Strohmann, Los Angeles
Commercial Litigation and Disputes

“As a fellow with Legal Aid Chicago, I was proud to help Chicagoans navigate the complex public benefits landscape to obtain the financial assistance they’re entitled to and deserve. I will always cherish my time working with such dedicated and justice-oriented professionals at Legal Aid Chicago, and I’m grateful for such an enriching experience.”

Andrew Watkins, Chicago
Commercial Litigation and Disputes