People of the State of New York v. Anthony Tompson
Attorneys and Parties
Brief Summary
Criminal law — legality and tailoring of probation conditions, preservation of challenges, and effect of appeal waivers.
After a guilty plea to criminal possession of a controlled substance in the third degree, the court imposed three years of probation with multiple conditions, including employment or education requirements, drug and alcohol testing and treatment, avoiding injurious habits and disreputable associations, supporting dependents, and refraining from gang paraphernalia/association.
The appellate court struck the conditions requiring support of dependents and refraining from gang paraphernalia/association; it otherwise affirmed and declined to strike the surcharge-related condition as moot.
There was no evidence that defendant had dependents or any gang affiliation, and the People conceded the lack of basis for the gang-related condition. Other conditions were reasonably necessary under Penal Law § 65.10 [statute governing permissible conditions of probation and requiring conditions be reasonably necessary to insure a law-abiding life].
Background
Defendant was arrested in possession of 100 glassines of heroin and 50 vials of crack cocaine. He pleaded guilty to criminal possession of a controlled substance in the third degree and received a sentence of three years of probation with various conditions. He executed a valid waiver of the right to appeal. On appeal, he challenged several probation conditions on non-constitutional and constitutional grounds.
Lower Court Decision
The Supreme Court, New York County (Laurie Peterson, J.), imposed probation conditions including avoiding injurious or disreputable habits/places/people, maintaining employment or education and providing proof, submitting to alcohol/illegal substance testing and substance abuse programming, supporting dependents and meeting family responsibilities, refraining from wearing or displaying gang paraphernalia or associating with gangs if directed by the Department of Probation, and paying mandatory surcharges and fees.
Appellate Division Reversal
Unanimously modified on the law to strike the conditions requiring support of dependents/family responsibilities and the gang paraphernalia/association prohibition. The court held that non-constitutional challenges to the legality of probation conditions need not be preserved. It found the remaining conditions reasonably necessary under Penal Law § 65.10 [statute governing permissible conditions of probation and requiring conditions be reasonably necessary to insure a law-abiding life], given the drug offense. The challenge to the surcharge/fees condition was moot because defendant had already paid. A valid appeal waiver foreclosed as-applied constitutional challenges; any facial constitutional challenges, though surviving the waiver, were unpreserved, and the court declined interest-of-justice review.
Legal Significance
Clarifies that non-constitutional challenges to probation conditions implicating the legality of the sentence are reviewable without preservation, while as-applied constitutional challenges are barred by a valid appeal waiver. Facial constitutional challenges may survive an appeal waiver but still must be preserved. Reinforces that probation conditions must be supported by evidence and be reasonably necessary under Penal Law § 65.10 [statute governing permissible conditions of probation and requiring conditions be reasonably necessary to insure a law-abiding life].
Probation conditions must be evidence-based and tailored: courts cannot impose support-of-dependents or gang-related conditions without a factual basis, but may require employment/education, drug testing, and treatment when reasonably necessary; appeal waivers bar as-applied constitutional challenges, and unpreserved facial challenges will generally not be reached.

