Head of Customs AI Help to change the way Customs Entries are processed

As the Head of Customs AI you will sit at the intersection of agentic AI regulatory precision and operational excellence. Your leadership will shape how our AI Customs product is built validated and adoptedand redefine what compliant scalable customs execution looks like for the entire industry.

Youll bring deep operational and regulatory expertise into a fast-growing startup where accuracy and domain knowledge are mission critical. Your insights will directly influence our core automation models and the end-to-end workflows used by some of the worlds largest freight forwarders and brokers.

In just one year weve raised $6M from top investors landed one of the largest global forwarders and are scaling rapidly across customs and shipment operations. This role is a unique chance to apply your customs expertise not to a single brokeragebut to the future of how the entire industry performs customs.

We offer top-of-market compensation meaningful equity strong benefits and the opportunity to lead a high-impact function at a pivotal moment in our growth.

Key Responsibilities

Leadership & Operations

• Detailed knowledge about the day-to-day operations of the customs entry processes (ISF entry filings PGAs post entry adjustments protests petitions) and all aspects of timely and compliant clearance of all import shipments.
• Oversee workload distribution performance management and staff development.
• Experience with complex customs issues and client inquiries.
• Create maintain and continually improve operational processes (SOP policies risk assessments KPIs. interna;/external controls) to improve efficiency and accuracy in an ideal way and adopt various operating systems.
• Oversee end-to-end Customs entry processes with granular technical oversight ensuring operational efficiency accuracy and timeliness in all Customs activities

Compliance & Regulatory Oversight

• Full knowledge of all compliance related matters with CBP regulations Partner Government Agencies (PGAs) and other applicable laws.
• Establish automation of auditable processes and documentation including entry accuracy recordkeeping and reporting.
• Monitor regulatory changes and update internal procedures accordingly.
• Conduct periodic internal audits to identify gaps and drive corrective actions.

Technology

• Oversee all customs-related functions within various TMS systems ensuring accurate data transmission and maximization of automating system features.
• Train and support staff on workflows templates automation tools and best practices.
• Collaborate with IT/AI systems teams to optimize TMS configurations for brokerage operations.
• Analyze compliance data and trends; leverage systems (e.g. ACE/ABI screening/classification tools BI dashboards AI tools) to improve accuracy and speed
• Identify opportunities for digitization and automation by understanding the fundamentals of entry processing organizational structure and technical capabilities
• Partner with IT and process teams to implement scalable solutions that enhance operational efficiency and data integrity
• Advocate for technology adoption that aligns with business goals and customer expectation.

Client & Vendor Relations

• Build and maintain strong relationships with key clients providing consultative support on customs processes.
• Engage with TMS providers carriers CBP and other regulatory stakeholders to resolve issues.
• Support business development by offering subject-matter expertise during client onboarding and sales initiatives.

Qualifications

• Minimum 3-5 years of experience in customs brokerage with 1 years in a leadership or supervisory role.

Direct experience filing-or supervising the filing of-Customs Entry Summaries (2025 workflows and requirements included).

• Active Customs Broker License (CHB) strongly preferred.
• Extensive knowledge of import regulations HTS classification tariffs valuation FTA programs and PGA (i.e. especially FDA APHIS F&W EPA DOT) requirements.
• Proficiency in CargoWise One preferred particularly customs/brokerage modules.
• Experience in air ocean and cross-border brokerage operations.
• Strong analytical problem-solving and organizational skills.
• Excellent communication skills and ability to interface with clients and internal teams.
• Strategic thinking with hands-on operational expertise

Technological fluency with a mindset for innovation and process transformation

• Collaboration and adaptability in a fast-paced matrixed environment

Why This Opportunity

Top-of-market compensation and meaningful equity we hire senior leaders and compensate like it.

High ownership and autonomy you will shape the customs function influence product direction and help define industry standards for AI-driven customs.

A career-defining opportunity your expertise will directly impact how some of the worlds largest forwarders adopt AI across their customs workflows.

Fast-moving mission-driven culture work alongside world-class engineers founders and operators building the AI operating system for global trade.

Strong benefits package including full health insurance coverage and a fitness stipend.

In-person collaboration in NYC work closely with the founding team at our Manhattan HQ to drive rapid iteration product innovation and operational excellence.

Growth and leadership development as we scale youll have the opportunity to build the customs organization mentor future leaders and expand your scope across compliance operations and automation strategy.

Required Skills:

CustomsBrokerageLCBCCSOperationsTechnology