Senior Project Manager

OpenVPN is seeking a Senior Project Manager to lead end-to-end delivery of complex SaaS initiatives across our distributed engineering organization.

Requirements

• Bachelor’s degree in software engineering, computer science, or equivalent practical experience
• 3+ years of experience leading software delivery initiatives within SaaS, cloud, or networking products, with demonstrated ownership of roadmap execution
• Proven experience delivering complex, multi-team initiatives in distributed engineering environments
• Strong understanding of networking and cybersecurity concepts, particularly in cloud-based architectures
• Experience working with backend, frontend, DevOps, QA, and security teams simultaneously
• PMP or PMI-ACP certification is desirable
• Strong understanding of project management methodologies, including Agile, Scrum, and hybrid models
• Experience using structured forecasting techniques (velocity tracking, Monte Carlo simulation, historical trend analysis, EVM)
• Excellent written and verbal English communication skills, including executive-level reporting
• Flexible schedule — ability to work effectively across time zones
• Demonstrated experience using AI tools (e.g., ChatGPT, Claude, Copilot, Gemini, automation agents) to improve planning, documentation, reporting, and risk management
• Ability to design repeatable AI-assisted workflows that improve planning accuracy and reporting efficiency
• Experience introducing AI tools and best practices within engineering or delivery teams
• Proven ability to leverage AI to automate recurring reporting, meeting summaries, risk analysis, and delivery tracking

Benefits

• Competitive pay rates
• Fully remote work environments
• Self-managed time off
• Team trips and special events