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Whether a municipal sign code that restricts posting based on purpose is either content-based or content-neutral and, if content-based, whether the code survives strict scrutiny.

Does Vermont's mandatory limits on candidate expenditures violate the First Amendment as interpreted in Buckley v. Valeo?

Can the federal government prohibit non-violent material support for terrorist organizations, including legal services and advice, without violating the free speech clause of the First Amendment?

Whether the Children's Internet Protection Act (CIPA) induces public libraries to violate the 1st Amendment, thereby exceeding Congress's power under the Spending Clause by providing that a library that is otherwise eligible for special federal assistance for Internet access in the form of discount rates for educational purposes under the Telecommunications Act of 1996, 47 U.S.C. 254(h), or grants under the Library Services and Technology Act, 20 U.S.C. 9121 et seq., may not receive that assistance unless the library has in place a policy that includes the operation of a technology protection measure on Internet-connected computers that protects against access by all persons to visual depictions that are obscene or child pornography, and that protects against access by minors to visual depictions that are harmful to minors, a condition of the receipt of federal funding.

The Supreme Court ruled in Ashcroft v. American Civil Liberties Union (2002) that the Child Online Protection Act violated the First Amendment's guarantee of freedom of speech.

A Colorado statue establishes a 100-foot zone around the entrance to any "health care facility." Within this buffer zone, people may not, without consent "knowingly approach another person within 8 feet," for the purpose of passing out literature or engaging in "oral protest, education, or counseling" on a public sidewalk. The question is whether the First and Fourteenth Amendment rights of the speaker are abridged by the protection the statute provides for the unwilling listener.

Whether a federal law requiring cable operators to "fully scramble" indecent and sexually explicit programming on adult stations violate the First Amendment.

Whether the city of Erie's ban on public nudity violates the First Amendment or is a valid exercise of the city's power to regulate harmful secondary effects associated with nude-dancing establishments.

Whether a law requiring the National Endowment for the Arts to consider "general standards of decency" before awarding grants to artistic projects is unconstitutional.

Whether the government may constitutionally require cable television system operators to carry local broadcast stations.

Whether a public university can deny funds to a religious student group that it provides to nonreligious student groups.

Whether the court-mandated inclusion of the Irish-American Gay, Lesbian, and Bisexual Group of Boston, Inc. (GLIB) in Boston’s 1993 St. Patrick’s Day parade violated the First Amendment rights of the private group, the South Boston Allied War Veterans Council, that the city of Boston authorized to organize the parade.

Whether a local school district that allows its facilities to be used for social and civic purposes may prevent a religious organization from using the facilities to show a movie that presents family issues from a religious perspective.

Whether a city ordinance prohibiting the distribution of commercial flyers from news racks on city-owned property violates the First Amendment.

Whether an ordinance punishing such action that “arouses anger, alarm or resentment in others on the basis of race, color, creed, religion, or gender” violates the First Amendment.

Whether a New York statute that required that an accused or convicted criminal's income from speech describing his crime be deposited in an escrow account for possible distribution to the criminal's victims or other creditors violated the First Amendment.

Whether the First Amendment prevents a state from imposing a sales tax on only selected segments of the media.

Whether a New York City regulation requiring performers in Central Park to use the city's sound amplification system and technicians violates the First Amendment

The Supreme Court ruled that flag burning is protected speech under the First Amendment as symbolic speech and political speech.

Whether a law outlawing signs within 500 feet of a foreign embassy tending to bring the foreign government into "public odium " or "public disrepute" and gatherings that refuse to disperse violates the First Amendment.

Whether a high school principal’s removal of two articles from the student newspaper about pregnancy and divorce violated the First Amendment rights of the student editors. To what extent, consistent with the First Amendment, may educators exercise editorial control over school-sponsored speech?

Whether a state sales tax scheme that taxes general interest magazines, but exempts newspapers and religious, professional, trade, and sports journals, violates the First Amendment's guarantee of freedom of the press

Whether federal exclusion of legal defense and political advocacy organizations from participation in a charity drive aimed at federal employees violates the First Amendment

Whether a federal law that prohibits a photographic color reproduction of United States currency on the cover of a magazine is unconstitutional either on its face or as applied to a magazine publisher.

Whether the denial of a permit to protestors requesting to camp out in Washington D.C. parks, according to Park Service regulations, violated the protestors' First Amendment rights.

Whether an interschool mail system's grant of mail access to the Perry Education Association but no other union violated the First Amendment's free speech guarantee.

Whether a state, consistent with the First and Fourteenth Amendments, may confine religious organizations wishing to sell and distribute religious literature at a state fair to an assigned location within the fairgrounds.

Whether a state statute that bars picketing of residences or dwellings, but exempts from its prohibition "the peaceful picketing of a place of employment involved in a labor dispute" violates the First Amendment because it is not content-neutral.

Whether an order of appellee New York Public Service Commission that prohibits the inclusion by appellant and other public utility companies in monthly bills of inserts discussing controversial issues of public policy directly infringes the freedom of speech protected by the First and Fourteenth Amendments and thus is invalid.

Whether striking union members have a First Amendment free speech right to picket inside a shopping center in order to advertise their strike against the owner of one of the stores.

Does a Chicago city ordinance which bans non-union picketing within 150 feet of a school building violate both the First Amendment and the Equal Protection Clause of the Fourteenth Amendment?