Helpware is a technology-driven American company with offices in the USA, Poland, Germany, Albania, Georgia, Ukraine, Mexico, Philippines, and Uganda, providing Customer Experience & Operational Support services for modern companies. Our team of professionals is driven by the purpose of delivering best-in-class value-adding solutions to our partners by leveraging our empowered teams, innovative solutions, and technologies. helpware.com
We are seeking a Senior Project Manager with AI experience to lead delivery of a multi-module B2B SaaS Agentic AI Platform. The role focuses on ensuring predictable execution across AI products while driving alignment between engineering, stakeholders, and business teams.
Responsibilities
- Own end-to-end delivery of the AI platform roadmap for a small engineering team (1 Lead + 3 Developers), ensuring predictable, on-time, and in-scope execution
- Plan and maintain roadmaps, milestones, release plans, dependencies, and delivery timelines
- Run Agile ceremonies (sprint planning, stand-ups, retrospectives) and track velocity, progress, and delivery health
- Maintain a single source of truth (“Project Brain”) in Confluence, capturing decisions, risks, dependencies, and status updates
- Manage Jira delivery board, proactively identifying blockers, risks, and at-risk items
- Use AI tools (e.g. Claude) to transform PRDs and user stories into execution-ready artifacts: sprint plans, work breakdowns, RAID logs, and stakeholder updates
- Act as the key coordination bridge between engineering, internal stakeholders (Helpware Ops), and external clients, ensuring clear communication of scope, trade-offs, and delivery status
- Support technical understanding of system architecture and dependencies to improve risk management and decision-making (without writing production code)
- Coordinate testing, UAT, releases, capacity planning, and resource allocation
- Champion AI-augmented workflows across the team, introducing and standardizing AI-driven delivery practices
Requirements
- 8+ years of experience in software project/program management
- 3+ years of experience delivering AI/ML or LLM-based solutions (required)
- Experience with multi-tenant SaaS platforms and cloud environments (AWS)
- Strong Agile/Scrum expertise and stakeholder management skills
- Hands-on experience with AI-assisted workflows, automation, or tooling
Recruitment Process
- AI Interview
- Team Interview
- Final Interview
We Offer
- Long-term full-time role in a growing AI-focused product environment
- Remote-first working model
- Opportunity to work on a modern Agentic AI platform with real business impact
- Collaborative, highly professional international team
- Competitive compensation and benefits package