Compliance Director, Trust Company and Custody Operations

The role

This person will lead regulatory operations and manage compliance for trust company, custodial, and trading operations. They will oversee controls for retirement plans, trust and custody services, and state savings programs.

What you will do

• Lead regulatory operations for qualified retirement plans including 401(k) plans, IRAs, and Emergency Savings Accounts
• Create and implement procedures and internal controls for trading activities
• Ensure compliance with ERISA, Internal Revenue Code, DOL, IRS, trust company, and SEC regulations
• Oversee and enhance controls for trust and custody operations and state savings programs
• Provide regular reporting to internal stakeholders and Risk Committee
• Partner with legal, compliance, product, and operations to interpret regulations
• Monitor regulatory developments and advise senior leadership
• Lead the Vestwell Trust Company SOC 1 audit and New Hampshire Banking Department regulatory exam
• Liaise with external auditors, regulatory agencies, and third-party service providers
• Oversee and support regulatory reporting and filings

Required qualifications

• Bachelor’s degree in Business, Finance, or a related field
• Minimum of 10+ years of experience in regulatory compliance or operations in the retirement, trust, or custodial services industry
• Deep knowledge of ERISA, 401(k) regulations, trust company laws, custody services, and applicable IRS/DOL regulations
• Experience managing operational risk, compliance audits, and regulatory examinations
• Strong leadership and team management skills
• Exceptional organizational, analytical, and communication skills

Nice to have

• Advanced degree or professional certification (e.g., JD, CPA, CRSP, QKA, CISP)
• Experience working with recordkeeping platforms, trust accounting systems, or custodial platforms
• Start up experience

Benefits

• Comprehensive health benefits
• Generous time off
• Dedicated Employee Wellbeing Committee
• Hybrid work model
• Competitive 401(k) plan

Before you apply

• Interview process includes introductory conversations, skills or experience-based assessment, and a virtual or in-person interview panel
• Reference check with a current or former manager and a peer is completed before extending an offer

About the company

Vestwell is a financial technology company powering the new savings economy. The New York City-based fintech platform redefines how people save for retirement, education, and healthcare savings needs.