WASHINGTON (CN) — In a pair of cases that test the limits of presidential privileges and the relationship between the executive and legislative branches, the Supreme Court will hear arguments Tuesday over whether House Democrats and a New York prosecutor can subpoena President Donald Trump's financial records and tax returns.
The cases concern subpoenas that seek various financial documents related to Trump, members of his family and his businesses. The court will hear remote telephone arguments in the cases across two hours Tuesday morning, with the disputes concerning the congressional subpoenas combined into one argument and the fight over the New York prosecutor's probe in a separate block.
The high-profile fights have been destined for Supreme Court resolution since the first of the subpoenas went out last spring and are among the most closely watched and politically charged cases the court will hear this term.
As in many cases heard by the court with a 5-4 Republican-appointed majority, Chief Justice John Roberts is considered likely to be a swing vote in the case.
Erwin Chemerinsky, dean of the University of California Berkeley Law School, said Roberts, who has a reputation for being concerned with how the Supreme Court is viewed as an institution, might consider the optics of how the cases come out.
"I would think here Roberts, if he cares about the institution, would be very reluctant to see a 5-4 with the five Republican nominees ruling in favor of Trump," Chemerinsky said.
Congressional Subpoenas
Chemerinsky said the case over the validity of subpoenas from three congressional panels will have significant ramifications for the relationship between the executive and legislative branches.

"If the Trump administration wins, it will be a tremendous limit on Congress' investigative power relative to whoever is president," Chemerinsky said in an interview.
The first subpoena comes from the House Oversight Committee, which requested eight years of financial and accounting records for Trump and his businesses from Mazars, Trump's longtime accounting firm.
In justifying its subpoena, the House Oversight Committee said it was evaluating the adequacy of government ethics and financial disclosure laws.
Trump filed suit in Washington, D.C., federal court to block the subpoena, but a federal judge sided with the committee in finding the request valid. The D.C. Circuit affirmed in October, holding the committee had a valid legislative purpose for requesting the documents.
Separately, the House Financial Services and House Intelligence Committees sent virtually identical subpoenas to Deutsche Bank and Capital One seeking years of financial information from Trump, his companies and members of his family.
The House panels said their subpoenas were part of broad investigations into Russian interference in the 2016 election, money laundering and unsafe lending practices.
Trump likewise sued to block their subpoenas in New York federal court. In May 2019, the court denied an injunction and the Second Circuit affirmed the decision last December.
House Democrats have intervened in the cases to defend their requests.
In opposing the subpoenas, Trump argues Supreme Court precedent and the structure of the Constitution requires Congress to have a valid legislative purpose to issue subpoenas. Casting comments from House Democrats about the subpoenas as part of broader attempts to investigate alleged Trump wrongdoing, the president's attorneys say there is no valid legislation that could come from the subpoenas.
Trump further argues House rules do not explicitly allow for subpoenas like the committee sent and that allowing the requests "would fundamentally alter the balance between the legislature and the executive."