Technical Program Manager at Payactiv – Milpitas | Jobyssey

Who we are…

Payactiv, Inc. is a leading financial technology company revolutionizing the way workers access and manage their earnings. As the pioneer of Earned Wage Access (EWA), we empower employees with real-time financial flexibility while enabling businesses to improve workforce engagement and productivity. Our mission is to provide inclusive financial wellness solutions that improve the lives of millions of workers.

Payactiv is seeking a Technical Program Manager based in our Milpitas CA office, who is passionate about creating user-centric fintech solutions that empower businesses and workers alike. This role requires a strategic thinker and customer advocate who thrives in a fast-paced environment and excels at cross-functional collaboration. The ideal candidate will have a strong technical background, a deep understanding of financial products, and a relentless focus on delivering exceptional user experiences.

What you will do…

Manage End-to-End Migration: Oversee the entire migration process for new enterprise clients, ensuring a smooth, efficient, and timely transition from legacy systems.
Data Mapping and Integrity: Execute and validate complex data mappings, including Employee ID transitions (old ID to new ID), Paygroup configurations, and Payroll Calendar alignments between current and new providers.
System Coordination: Coordinate seamlessly between legacy systems, current payroll platforms, and new time & attendance software to facilitate technical integrations and data migration.
Timeline Oversight: Develop and manage customized migration project plans, establishing and tracking key performance indicators (KPIs) to ensure all milestones are met without service interruption.
Credential and API Management: Guide clients through credential setups for payroll and time platforms, including the acquisition of sensitive integration data such as Vanity URLs, OAuthID/ClientIDs, and OAuth Secrets from third-party vendors.
Stakeholder Training: Provide technical demonstrations and comprehensive training to client stakeholders to ensure successful platform adoption following the migration.
Risk Mitigation: Proactively identify and resolve potential technical roadblocks or data discrepancies during the migration lifecycle, escalating issues as necessary to maintain project velocity.
Strategic Advisory: Serve as a trusted advisor, offering best-practice recommendations for data structure and system configuration to maximize the client#39;s return on investment.

What you need…

Bachelor’s degree in computer science, information technology, engineering, or a related technical field. Master’s degree is a plus.
3-5 years of experience in technical program management, project management, product delivery, or related roles in software, fintech, financial services, or other technology-driven environments.
Proven track record of managing complex software development and integration projects from requirements through production launch, with accountability for scope, schedule, dependencies, risks, and stakeholder communication.
Working knowledge of software development life cycle (SDLC), Agile/Scrum practices, release management, QA/UAT, production deployments, and common engineering delivery processes.
Practical understanding of RESTful APIs, JSON, webhooks, authentication/authorization concepts, API documentation, and system-to-system integrations; ability to work with engineers to understand integration flows and troubleshoot delivery issues.
Demonstrated experience working with geographically distributed and offshore software development teams, including managing time-zone differences, handoffs, communication, dependencies, and delivery commitments.
Strong analytical and problem-solving skills; comfortable reviewing technical documentation, API specifications, logs or error details, data flows, and implementation plans with engineering teams.
Excellent written and verbal communication skills, with the ability to translate between technical and non-technical stakeholders and drive decisions across Product, Engineering, Operations, clients, and partners.
Proficiency with delivery and collaboration tools such as Jira and Confluence; familiarity with API tools such as Postman, Swagger/OpenAPI, or similar tools is strongly preferred.
Familiarity with cloud-based applications, data integrations, databases/SQL concepts, observability, or production support workflows is a plus.
Ability to participate in technical discovery and integration meetings, ask informed questions, identify missing requirements, and drive issues to closure without requiring hands-on software development.
Experience in fintech, payments, payroll, earned wage access, financial wellness, or other regulated technology environments is highly desirable.
PMP, Scrum, SAFe, or other relevant program/project management certification is a plus.
Willingness and ability to travel domestically and internationally as business needs require for client meetings, partner engagements, implementation activities, and collaboration with distributed/offshore teams.

What we offer…

Company sponsored Health, dental, and vision insurance
401K, traditional, and Roth with company match
Tuition Assistance or Tuition Reimbursement
Monthly Gym Reimbursement
Paid time off to volunteer
Paid Family Leave
Unlimited Paid Time Off
Complimentary office lunches
Opportunity to work with a great team committed to making a difference.
Career Growth: Take on high-impact responsibilities with ample opportunities for leadership and advancement.
Impact-Driven Mission: Be part of a company dedicated to improving financial wellness for millions of workers.
User-Centric Culture: Build products that genuinely improve people’s lives by prioritizing user experience and accessibility.
Fast-Growing Fintech: Work in a dynamic environment at the forefront of financial innovation.
Salary Range: $120K to $140K plus Bonus

Technical Program Manager

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