Cost Basis & Trading Solutions Analyst

Jobtailor; New York (NY); On-site; USD 90,000 - 130,000; Full time

Job summary

Jobtailor is seeking a senior Cost Basis Specialist to resolve high-complexity cost basis issues, lead audits, and validate new platform functionality before releases. The role requires expert knowledge of cost basis methods, tax lot management, and regulatory standards, with mentorship responsibilities for the Client Support Specialists team.

You will collaborate with Product, IT, Operations, and leadership, driving process improvements and documentation updates.

Qualifications

• Bachelor's degree in Finance or related field preferred.
• 2+ years in financial industry with cost basis/tax lot experience preferred.
• Experience leading audit reviews or UAT cycles preferred.
• Expert knowledge of cost basis methods (FIFO/LIFO/specific ID) and wash sale rules.

Responsibilities

• Resolve escalated, high-complexity cost basis issues across multiple systems.
• Lead and execute cost basis audit reviews for accuracy and regulatory compliance.
• Own advanced UAT cycles and validate platform functionality before releases.
• Identify operational risks in cost basis and propose process improvements.
• Document advanced procedures and refine departmental controls.

Skills

Cost basis knowledge

IRS cost basis reporting

Audit leadership

Mentorship

UAT cycles

Regulatory standards

Education

Bachelor's degree in Finance/Accounting/Business

Tools

Orion platform

Job description

• Resolve escalated, high-complexity cost basis issues involving multi-system discrepancies, ambiguous tax lot scenarios, and advanced corporate action impacts
• Lead and execute audit reviews for accuracy, completeness, and regulatory standards
• Own advanced UAT cycles and validate new platform functionality prior to release
• Identify operational risks within the cost basis function and recommend strategic process improvements
• Document advanced procedures and contribute to the refinement of departmental controls and internal standards
• Serve as the subject-matter expert for internal partners including Product, IT, Operations, and leadership
• Mentor and train Client Support Specialists — Cost Basis on advanced topics, complex case handling, and best practices
• Partner with Product and IT teams on enhancement requests, defect documentation, and release validation
• Coordinate with custodians on complex data issues requiring escalated resolution
• Lead or contribute to documentation redesign and workflow optimization initiatives within the cost basis function

Requirements

• Bachelor's degree in Finance, Accounting, Business Administration, Finance, or related field as preferred
• Minimum of two (2) years of significant financial industry experience as required
• Prior experience in cost basis, tax lot reconciliation, or accounting operations as preferred
• Demonstrated expert-level knowledge may substitute for years of experience
• Experience leading audit reviews or UAT cycles as preferred
• Prior mentorship or training responsibilities as preferred
• Familiarity with Orion platform and custodian coordination processes as preferred
• Expert knowledge of cost basis methodology including all gain/loss methods (FIFO, LIFO, specific identification, average cost), tax lot management, and wash sale rules
• Expert understanding of corporate actions and their cascading impact on tax lot accuracy and cost basis reporting
• Ability to resolve high-complexity, multi-system cost basis discrepancies with sound analytical judgment
• Deep understanding of IRS cost basis reporting requirements and financial industry regulatory standards
• Ability to validate new platform functionality against cost basis rules and regulatory expectations during UAT cycles
• Ability to own and manage relationships with stakeholders directly and work effectively with people at all levels in an organization