Compliance Director, Trust Company and Custody Operations

We are seeking an experienced and strategic Compliance Director of Trust Company and Custody Operations to lead and manage regulatory compliance and operational oversight across our trust company, custodial, and trading operations. This individual will play a key role in ensuring compliance with all applicable regulations related to 401(k) plans, ERISA, and trust and custody services. The ideal candidate will bring a deep understanding of regulatory requirements, operational excellence, and a proven track record in managing regulatory operations within financial services or trust company and retirement plan administration.

Responsibilities

Lead the regulatory operations function with a focus on qualified retirement plans, particularly 401(k) plans, IRAs, and Emergency Savings Accounts; Create and implement procedures and internal controls for all trading activities within custodial operations and proactively monitor teams and systems for compliance; Ensure compliance with ERISA, Internal Revenue Code (IRC), DOL, IRS, trust company regulations, and SEC regulations; Oversee and enhance controls related to trust and custody operations, as well as state savings programs; Provide regular reporting to internal stakeholders and Risk Committee on material risks, incidents, and risk mitigation effectiveness; Partner with internal stakeholders (legal, compliance, product, operations) to interpret and apply regulations; Monitor regulatory developments and advise senior leadership on potential business impacts and required changes; Serve as lead for the Legal Team on 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 during examinations, audits, inquiries, or other matters; Oversee and support regulatory reporting and filings (e.g., Form 5500, IRS/DOL disclosures); Manage a team of regulatory operations professionals, providing leadership, coaching, and performance oversight; Drive continuous improvement and automation of regulatory and compliance processes and controls

Requirements

Bachelor's degree in Business, Finance, or a related field required; Minimum of 10+ years of experience with a proven track record 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 with the ability to influence and collaborate across functions; Exceptional organizational, analytical, and communication skills

Nice to have

Advanced degree or professional certification (e.g., JD, CPA, CRSP, QKA, CISP) preferred; 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 with flexibility; Competitive 401(k) plan; Eligibility to participate in the Company Bonus Pool; Eligibility to receive new hire equity in the Company