In the international trade environment, basic import issues have always presented challenges for customs compliance because each import issue represents a distinct custom law discipline. For importers into the US, compounding the pre-existing challenges are the enhanced enforcement tools enacted in 2016 under the Trade Facilitation and Trade Enforcement Act of 2015 (TFTEA), which is now being fully implemented by US Customs and Border Protection. Through self-assessment questions, this article examines how companies may use trade compliance risk assessment to confront these increased customs compliance challenges in a reinvigorated US trade enforcement paradigm.