--- title: 'Compliance Director, Trust Company and Custody Operations at Vestwell' canonical: 'https://feeny.ai/job/compliance-director-trust-company-and-custody-operations-vestwell-new-york-tcjrny4pp3zg' type: 'job' last_seen: '2026-10-18' --- # Compliance Director, Trust Company and Custody Operations at Vestwell - **Company:** Vestwell - **Location:** New York, NY - **Posted:** 2026-10-09 - **Last confirmed live:** 2026-10-18 - **Apply:** https://job-boards.greenhouse.io/vestwell/jobs/8017308003 ## Job description Vestwell is the financial technology company powering the new savings economy. The New York City-based fintech platform redefines how people save for the critical aspects of life across retirement, education, and healthcare savings needs. Today, Vestwell enables over 790,000 businesses and more than 2.75 million active savers, with over $57 billion in assets saved across all 50 United States. Vestwell offers a range of products, including workplace-delivered retirement plans, employer-offered student loan repayment benefits, and various savings accounts for education, emergencies, and individuals with disabilities. Vestwell's platform serves a diverse clientele, including financial advisers, employers, third-party administrators, financial institutions, payroll providers, government agencies, and individual savers. To learn more, visit [vestwell.com](http://vestwell.com/) Who Are We Looking For? 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. What Will You Be Doing? - 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 our custodial operations and proactively monitor our teams and systems for compliance with applicable laws and regulations. - 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, ensuring alignment with fiduciary standards and regulatory expectations. - Provide regular reporting to internal stakeholders and Risk Committee about material risks, incidents, and the effectiveness of risk mitigation strategies. - Partner with internal stakeholders (legal, compliance, product, operations) to interpret new and existing regulations and apply them to business practices. - Monitor regulatory developments and proactively advise senior leadership on potential business impacts and required changes. - Serve as the lead for  the Legal Team to 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 during examinations, audits, inquiries, or other matters as needed. - 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 The Necessities - Bachelor’s degree in Business, Finance, or a related field required; advanced degree or professional certification (e.g., JD, CPA, CRSP, QKA, CISP) preferred. - 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. - Experience working with recordkeeping platforms, trust accounting systems, or custodial platforms is a plus. The Extras - Start up experience This role will be based in the New York City office, and will be part of Vestwell's hybrid in-office operation. The expected base salary range for this position is $160K - $180K base. This position is eligible to participate in the Company Bonus Pool and is eligible to receive new hire equity in the Company. Please note that salary bands are based on NY and other similar metro areas and may differ based on where the role is ultimately hired. Employee Benefits We’re an innovative, high-growth company with an exciting future ahead. At Vestwell, we prioritize employee wellbeing through comprehensive health benefits, generous time off, and a dedicated Employee Wellbeing Committee. Our hybrid work model offers flexibility while providing access to our collaborative offices in Midtown Manhattan, Austin, King of Prussia, and Scottsdale. And, of course, as a company focused on helping people save for the future, we offer a competitive 401(k) plan. Interview Process Our interview process starts the same for every candidate with 1-2 introductory conversations to learn more about your background, interests, and what you're looking for, while also giving you the opportunity to learn more about Vestwell and the team. From there, the process varies by role but typically includes a skills or experience-based assessment, such as a coding interview, portfolio review, or deeper discussion of your relevant experience. Successful candidates then move on to a virtual or in-person interview panel. Before extending an offer, we complete a reference check with a current or former manager and a peer. Throughout the process, we prioritize transparency, clear communication, and minimizing surprises. For your awareness you will only receive correspondence from recruiting@vestwell.com any other domain not ending in [vestwell.com](http://vestwell.com/) is not our Recruitment team. Vestwell’s [Privacy Policy.](https://www.vestwell.com/privacy-policy) Attention California residents: In the course of conducting our business and complying with federal, state, and local government regulations governing such matters as employment, tax, insurance, etc., we must collect Personal Information from you. Should you accept employment with Vestwell you may view our California Privacy Rights Act here: [Vestwell’s California Privacy Rights Policy.](https://docs.google.com/document/d/1lKSzA8qE7YIAJe2ZZahLWzFp9EZP1IuS/edit?usp=sharing&ouid=111643980444675168924&rtpof=true&sd=true) ## About Vestwell ## Company Overview - **One-liner**: Vestwell is a financial technology platform that powers workplace savings programs including retirement, education, emergency, and disability savings for individuals, employers, financial advisors, and government agencies. - **Entity Type**: Private (Series E) - **Headquarters**: 360 Madison Avenue, New York, New York 10017, United States - **Founded**: 2016 - **Founders**: Not publicly available from search results ## Core Business - **Primary industry/industries**: Financial technology (Fintech), Workplace savings, Retirement services - **Target customers**: B2B – financial advisors, employers (small to large), payroll providers, financial institutions, government agencies; B2C – individual savers - **Mission or purpose statement**: To close the savings gap and build a culture of financial wellness for all. ## Products & Services - **Retirement Plans (401(k), Safe Harbor 401(k), State Auto IRA)**: Workplace-delivered retirement savings plans with automated payroll sync, compliance, and administration. - **Student Loan Repayment**: Employer benefit that helps employees pay off student loans faster, often integrated with retirement savings. - **529 Education Savings**: Tax-advantaged accounts for future education costs. - **ABLE Disability Savings**: Savings accounts designed for individuals with disabilities, offering tax advantages. - **Emergency Savings**: Accounts for unexpected expenses, often offered as an employer benefit. - **Tuition Reimbursement**: Employer benefit for education expenses. - **White-Labeled Partnership Solutions**: Co-branded portals for advisors, flexible investment options, and integrated compliance support. ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: Total Funding – $625M raised (last round: $385M Series E ~1 year ago) - **Notable Investors/Partners**: Blue Owl Capital, SLW, Morgan Stanley, HarbourVest Partners, TIAA Ventures, and 31+ other investors. - **Growth Signals**: - Powers over 85% of government retirement savings programs. - 2M+ active savers, 500K+ businesses enabled, $50B+ assets saved across all 50 states. - Recognized on CNBC’s World’s Top Fintech Companies, Inc. 5000 (fastest-growing), Forbes America’s Best Startup Employers, Built In’s Best Places to Work, PLANSPONSOR’s Top 10 Recordkeepers. ## Competitive Advantages - Trusted infrastructure: Backs over 85% of state-run retirement programs. - Comprehensive, unified platform covering retirement, education, emergency, and disability savings. - Multilingual, mobile-first design focused on financial equity and underserved populations. - Deep integrations with 190+ payroll providers and automated compliance at scale. ## Strategic Focus - Continue expanding the suite of workplace savings products (student loan, emergency, ABLE, 529). - Scale government partnerships and white-label offerings for advisors and financial institutions. - Drive financial inclusion through accessible, multilingual technology. - Invest in AI and engineering talent to personalize and modernize the savings experience. ## Why Work Here - **Culture**: Hybrid work environment with offices in New York, Austin, King of Prussia, and Scottsdale. Typical on-site expectation is 4 days per week; remote program also offered. - **Perks**: Competitive health coverage, generous vacation and safe/sick time, paid parental leave, strong 401(k) plan, employee wellbeing committee, and a focus on learning & development. - **Engineering culture**: Emphasis on innovation, taking on complex challenges, and acting like an owner. 160 product + tech employees out of ~500 total. - **Values**: “Act like an owner,” “Embrace the difficult,” “Look for the better way,” and “Help me, help you, help us.” ## Sources 1. [vestwell.com](https://vestwell.com/) 2. [greenhouse.io – Vestwell Careers](http://job-boards.greenhouse.io/vestwell) 3. [cbinsights.com – Vestwell Profile](https://www.cbinsights.com/company/vestwell) 4. 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