TaxEx SaaS Implementation Lead

OSV; United States; Remote; USD 140,000 - 200,000; Full time

Job summary

OneSource Virtual (OSV) is seeking a TaxEx Implementation Lead to guide tax data, hierarchy, and code mapping for new customers from discovery to go-live.

In this senior role, you will partner with Engineering, Product, Compliance, and Sales, load historical data, validate it, and ensure accurate tax filings while building scalable implementation methodologies.

This is a remote, national role with opportunities to shape TaxEx implementation practices.

Qualifications

• 10+ years in payroll, payroll tax, or tax operations with multi-jurisdictional expertise.
• Hands-on experience configuring or implementing payroll tax software–system setup, data loading, tax code mapping, and filing hierarchy configuration.
• Strong analytical ability: able to assess complex tax datasets for accuracy, gaps, and proper structure.
• Clear communicator–able to translate technical and tax concepts for both technical teams and non-technical customer stakeholders.
• Self-starter comfortable with building processes in ambiguous, early-stage environments.
• Demonstrated ability to collaborate across functions–including Engineering, Product, and Compliance–to drive customer outcomes.
• Consultative nature–able to be a trusted advisor to customers, guiding them through complex configuration and data decisions with clarity and credibility.

Responsibilities

• Own end-to-end implementation of customer and tax setup from kickoff through go-live—managing toward timelines, milestones, open items, and tax-related customer communication throughout.
• Serve as the customer’s primary tax expert contact, building trust through clear guidance, consistent follow-through, and expert knowledge of both the software and the tax landscape.
• Helps maintain organized documentation (decisions log, data status, open items) based on inputs from customer conversations regarding the customer and tax setup strategy and needs.
• Lead discovery to understand each customer’s organizational hierarchy, jurisdictional requirements, and tax data structure.
• Configure TaxEx based on discovery findings – hierarchy setup, tax code mapping, filer relationships, and system parameters – tailored precisely to each customer’s filing and payment needs.
• Guide customers through key configuration decisions, advising on how structure and setup choices will affect their day-to-day TaxEx workflows.
• Assess incoming customer tax data for completeness and accuracy and perform as-needed data action and analyses to keep the implementation time frame moving at the appropriate pace.
• Load and validate historical payroll tax data, reconciling against customer records to ensure accuracy before go-live, working with technical leads as needed.
• Partner with Engineering, Product, Compliance, and Sales to resolve blockers and ensure each implementation has the internal support it needs.
• Work closely with the TaxEx Training team to support a clean knowledge handoff at go-live–sharing configuration context and customer-specific decisions that inform effective training.
• Feed implementation learnings – product gaps, recurring friction points, configuration edge cases – back to Product and Training to strengthen methodology and materials over time.
• Act as an expert voice at critical points during the sales cycle where deeper discovery and configuration knowledge can be highly leveraged – joining select prospect conversations to answer deeper questions, build TaxEx credibility, and help prospects understand how TaxEx would function when set up in a manner appropriate to the prospect’s situation.

Skills

Payroll tax expertise

Tax software configuration

Analytical ability

Clear communication

Self-starter

Cross-functional collaboration

Consultative advisory

Education

Bachelor's degree in Business/Accounting/Finance

Job description

OneSource Virtual (OSV) has worked exclusively with Workday customers since 2008 to deliver compliant, in-tenant technology and expert services to automate the administrative, transactional tasks of payroll, taxes, earned wage access, accounts payable, and benefits. With over 1,500 customers, 92% retention, and $225+ billion in treasury movement annually, OSV helps organizations maximize their Workday investment and operate it with confidence. Payroll, benefits, and finance solutions — all in one place.

TheTaxExSaaS Implementation Lead is responsible for the successful onboarding of every TaxEx customer — from initial discovery through go-live. This role requires deep payroll tax expertise combined with strong project management and consultative skills, applied to translate each customer’s organizational structure, jurisdictional requirements, and tax data into a precisely configured TaxEx environment.

As an early-stage SaaS business, TaxEx is building its implementation practice in parallel with its customer base. This role is responsible for executing implementations with precision while contributing to the development of methodologies, documentation, and product intelligence that will define how TaxEx scales its implementations.

KEY RESPONSIBILITIES

Implementation Ownership

• Own end-to-end implementation of customer and tax setup from kickoff through go-live—managing toward timelines, milestones, open items, and tax-related customer communication throughout.

• Serve as the customer’s primary tax expert contact, building trust through clear guidance, consistent follow-through, and expert knowledge of both the software and the tax landscape.

• Helps maintain organized documentation (decisions log, data status, open items) based on inputs from customer conversations regarding the customer and tax setup strategy and needs.

Discovery, Configuration & Data

• Lead discovery to understand each customer’s organizational hierarchy, jurisdictional requirements, and tax data structure.

• Configure TaxEx based on discovery findings – hierarchy setup, tax code mapping, filer relationships, and system parameters – tailored precisely to each customer’s filing and payment needs.

• Guide customers through key configuration decisions, advising on how structure and setup choices will affect their day-to-day TaxEx workflows.

• Assess incoming customer tax data for completeness and accuracy and perform as‑needed data action and analyses to keep the implementation time frame moving at the appropriate pace.

• Load and validate historical payroll tax data, reconciling against customer records to ensure accuracy before go-live, working with technical leads as needed.

Cross-Functional & Training Collaboration

• Partner with Engineering, Product, Compliance, and Sales to resolve blockers and ensure each implementation has the internal support it needs.

• Work closely with the TaxEx Training team to support a clean knowledge handoff at go-live–sharing configuration context and customer‑specific decisions that inform effective training.

• Feed implementation learnings – product gaps, recurring friction points, configuration edge cases – back to Product and Training to strengthen methodology and materials over time.

• Act as an expert voice at critical points during the sales cycle where deeper discovery and configuration knowledge can be highly leveraged – joining select prospect conversations to answer deeper questions, build TaxEx credibility, and help prospects understand how TaxEx would function when set up in a manner appropriate to the prospect’s situation.

QUALIFICATIONS

Required

• 10+ years in payroll, payroll tax, or tax operations with multi‑jurisdictional expertise; deep, current knowledge of payroll tax regulations, agency requirements, and filing and payment processes across multiple jurisdictions;

• Hands‑on experience configuring or implementing payroll tax software–system setup, data loading, tax code mapping, and filing hierarchy configuration.

• Strong analytical ability: able to assess complex tax datasets for accuracy, gaps, and proper structure.

• Clear communicator–able to translate technical and tax concepts for both technical teams and non‑technical customer stakeholders.

• Self‑starter comfortable with building processes in ambiguous, early‑stage environments.

• Demonstrated ability to collaborate across functions–including Engineering, Product, and Compliance–to drive customer outcomes.

• Consultative nature–able to be a trusted advisor to customers, guiding them through complex configuration and data decisions with clarity and credibility.

Preferred

• Experience with HCM platforms (UKG, SAP SuccessFactors, Workday, Dayforce, PeopleSoft, ADP) in implementation contexts.

• Background with HCM resellers, payroll service bureaus, or multi‑client payroll environments.

• Familiarity with SaaS implementation methodologies or project management frameworks (PMP, Agile).

• Experience with TaxEx or comparable end‑to‑end payroll tax filing, reconciliation and treasury platforms.

• Bachelor’s degree in Business, Accounting, Finance, or related field.

#LI-REMOTE

You are encouraged to learn and share ideas when you join the OneSource Virtual team. We reward innovative thinking, fresh perspectives, creative collaboration, and hard work. As an organization experiencing routine strategic growth, we are always on the lookout for intelligent, talented, and forward‑thinking professionals to join our team. OSV employees enjoy a values‑based culture, upward mobility, and professional development with opportunities of all kinds.