Top Tech Jobs & Startup Jobs in Boston, MA

The Tax Data Specialist maintains tax profile data, processes update requests from customers, manages cases, and ensures accurate data input into multiple systems.

Own relationships with an assigned portfolio of strategic and referral partners, drive co-sell pipeline and partner-influenced revenue, manage PRM entries, co-facilitate partner meetings, enable internal GTM stakeholders, collect partner materials, recommend program improvements, and represent OSV at partner events (~20% travel).

The Account Executive will engage with existing OSV customers to drive expansion and revenue growth, employing effective selling strategies and maintaining accurate sales data.

Provide COBRA administration support to clients and participants: process qualifying events, terminations, premium payments, correspondence, and resolve service issues. Participate in implementations and open enrollment, ensure regulatory compliance, and meet performance standards while delivering professional customer service.

Serve as the primary technical operations liaison for payroll tax implementations and production support. Validate and troubleshoot data files and integrations (XML/CSV/TXT/JSON), manage escalations, coordinate testing and cutovers, ensure data quality, advise on tax setup, and document SOPs to support customer onboarding and daily operations.

Lead end-to-end payroll tax implementations from discovery through go-live. Act as primary tax expert, configure tax systems, validate and load data, reconcile historical records, coordinate cross-functional teams, advise customers on configuration decisions, and help improve methodologies and training materials.

Serve as the organization's internal payroll tax authority: advise product, sales, and implementation on complex multi-jurisdictional tax configurations, resolve escalated technical/tax issues, contribute to product roadmap and UAT, and convert deep tax knowledge into training, guides, and customer-facing advisory work to scale team expertise.

Researches, analyzes, and improves payroll tax processes; performs audits, reconciliations, and escalations using TaxEx, Workday, and Atmos; responds to agency notices; develops SOPs, process maps, and supports tax-related projects and system testing.

Serve as Product Owner for Payroll Tax (TaxEx) product: gather and translate business and technical requirements, manage backlog, support Agile ceremonies, design solutions, assist QA/user testing/training, and document processes for payroll tax imports, remittances, filings, and workflows.

Maintain and update tax profile data for OSV customers, manage customer cases, analyze payroll tax data, meet reporting deadlines, and collaborate with internal teams to ensure accurate payments and filings.