Investment Operations Specialist

WEX; United States; Remote; USD 83,000 - 96,000; Full time

Job summary

WEX is seeking an Investment Operations Analyst to establish robust financial risk frameworks for expanding HSA investment activities. The role covers reconciliation, issue resolution, Level 2+ support for buy/sell inquiries, and ensuring regulatory compliance across investment operations.

Remote within the United States with CST-based schedule. You will shape new processes, oversee third-party custodial relationships, and drive automation to scale operations while mitigating risk.

Qualifications

• Minimum 3–5 years in a large financial services org with investment operations focus.
• 2–3 years direct experience with HSA custody services and the investment ecosystem.
• Ability to independently analyze complex operational issues and implement solutions.
• Knowledge of KPI reporting, regulatory concepts (FINRA/SEC) and financial risk management.
• Experience creating and improving operational procedures, with documentation.

Responsibilities

• Perform complex reconciliations of HSA investment activity across platforms with high accuracy.
• Analyze operational issues, identify root causes, and implement sustainable solutions.
• Manage complex liquidations ensuring regulatory compliance and policy adherence.
• Provide Level 2/3 support for escalated investment operations inquiries and issues.
• Liaise with broker/dealers and custodians to ensure seamless integration with NBC custodial operations.
• Escalate buy/sell inquiries with guidance to ensure accurate trade execution and settlement.
• Assist in fund list oversight and proper allocation of investment fees.
• Contribute to process documentation and operational procedure optimization.
• Support KPI reporting, trend analysis and regulatory compliance monitoring.
• Participate in cross-functional projects related to system enhancements or regulatory changes.

Skills

Reconciliation

Regulatory compliance

Operational risk

KPI reporting

Team collaboration

Tools

Trading systems

Reconciliation tools

Custodial portals

Data analytics platforms

Job description

About Team / Role

The Investment Operations Analyst, a key member of the Financial (Funding) Risk Operations team, will be critical in establishing and scaling robust financial risk operational frameworks for the expansion of HSA investment activities which are crucial to the strategic plan. This role will be directly responsible for critical functions including reconciliation, issue resolution, providing Level 2+ support for buy/sell inquiries, and ensuring strict regulatory compliance and overall financial soundness of investment operations. By maintaining operational integrity and efficiency, the analyst directly contributes to WEX’s ability to attract and retain HSA customers and grow assets in a competitive market. As the inaugural investment role on the team, the analyst will play a key role in shaping new processes and controls.

Location / Schedule:

This role is flexible to be based remotely in the United States, with the anticipated work schedule to be 8am - 4:30pm CST.

How You’ll Make an Impact

• Investment Reconciliation & Discrepancy Resolution: Independently perform complex reconciliations of HSA investment activity across various platforms, identifying and resolving discrepancies with a high degree of accuracy and urgency.
• Operational Issue Analysis: Independently analyze complex operational issues, identify root causes, and propose and implement sustainable solutions with minimal supervision.
• Complex Liquidation Management: Facilitate and manage complex liquidations (e.g., due to death, escheatment, levies), ensuring strict adherence to regulatory requirements and internal policies.
• Advanced Issue Resolution: Provide Level 2 and Level 3 support for escalated issues related to cancel/rebills, corporate actions, and other intricate investment operational challenges, driving resolution and root cause analysis.
• Broker/Dealer & Custodial Oversight: Act as a primary financial risk operations liaison with third-party broker/dealers, negotiating operational requirements, and ensuring seamless integration of their services into WEX’s NBC custodial operations.
• Buy/Sell Order & Inquiry Management: Serve as an escalation point for complex buy or sell order inquiries, providing expert guidance and resolution to internal teams (e.g., call center) and ensuring accurate trade execution and settlement.
• Fund List & Fee Management: Assist in overseeing and managing the fund list, ensuring accuracy and compliance. Support the processing of complex investment fees, monitoring for discrepancies and assisting with proper allocation.
• Operational Procedure Development & Optimization: Proactively contribute to the creation, continuous improvement, and rigorous documentation of new and existing operational procedures, ensuring scalability and risk mitigation.
• KPI Reporting & Compliance Adherence: Support and contribute to advanced KPI reporting, analyzing trends, identifying areas for improvement, and ensuring all investment activities strictly adhere to industry regulations (e.g., FINRA, SEC) and internal compliance standards.
• Project & Initiative Participation: Actively participate in cross-functional projects related to system enhancements or regulatory changes as the subject matter expert representing the custodial operations perspective and ensuring successful implementation.
• Process Automation & Innovation: Champion the identification, evaluation, and integration of AI and automation technologies into operational processes to drive significant scale, reduce manual dependencies, enhance data accuracy, and mitigate operational risks .

_ These statements are intended to describe the general nature and level of work being performed rather than give an exhaustive list of all duties and responsibilities. _

Experience You’ll Bring

• Minimum of 3-5 years of progressive experience working within a large, complex financial services organization, with a strong focus on investment operations.
• Minimum of 2-3 years of direct experience with HSA custody services and the associated investment ecosystem.
• Proven ability to independently analyze highly complex operational issues, identify root causes, and propose and implement effective, sustainable solutions.
• Demonstrated understanding of advanced KPI reporting, regulatory compliance principles (e.g., FINRA, SEC), and financial risk management within an investment operations context.
• Demonstrated ability to lead and contribute significantly to the creation, implementation, and continuous improvement of new and existing operational procedures, including comprehensive process mapping and documentation.
• Proficiency in using specialized investment operations software and platforms (e.g., trading systems, reconciliation tools, custodial portals, data analytics platforms).
• Demonstrated analytical and problem-solving skills for complex risk operational issues.
• High attention to detail required for a regulated financial environment.
• High adaptability and resilience in navigating rapidly evolving regulatory and technological landscapes.
• Exceptional collaboration and teamwork skills, fostering a positive and productive working environment.
• Proficiency in Microsoft Office Suite (Excel, Word, PowerPoint) and Google Workspace.
• Experience with operational oversight of third-party broker/dealer relationships, including performance monitoring, issue resolution, and contract adherence.
• Must successfully pass a background investigation.

Preferred Qualifications

• FINRA Series 7 or similar financial industry certifications.
• Demonstrated experience mentoring junior team members, leading small operational projects, or guiding others in resolving complex inquiries.
• Express with process improvement initiatives and an understanding of automation’s role within a risk operations environment.
• Strong desire and proven ability to drive efficiency and scalability through technological solutions, advocating for and implementing innovative approaches.
• Proven ability to collaborate effectively with diverse internal teams (e.g., IT, Compliance, Product, Call Center) and external partners (e.g., custodians, broker/dealers) to drive operational excellence, implement change, and resolve interdependencies.
• Ability to work autonomously, manage multiple priorities, and consistently meet deadlines under significant pressure in a fast-paced, evolving environment.
• Proficient with WEX Health Cloud.

The base pay range represents the anticipated low and high end of the pay range for this position. Actual pay rates will vary and will be based on various factors, such as your qualifications, skills, competencies, and proficiency for the role. Base pay is one component of WEX’s total compensation package. Most sales positions are eligible for commission under the terms of an applicable plan. Non-sales roles are typically eligible for a quarterly or annual bonus based on their role and applicable plan. WEX’s comprehensive and market competitive benefits are designed to support your personal and professional well-being. Benefits include health, dental and vision insurances, retirement savings plan, paid time off, health savings account, flexible spending accounts, life insurance, disability insurance, tuition reimbursement, and more. For more information, check out the “About Us” section.

Pay Range: $83,300.00 - $95,900.00