Senior Project Manager (Technical Project Manager/ Technical Manager)Verified as a real position

Who we’re looking for

• Degree in software engineering , computer science, or equivalent practical experience, or a background as a Senior Software Engineer / Technical Manager
• Strong networking and cybersecurity concepts knowledge , particularly in cloud-based architectures
• Experience working with backend, frontend, DevOps, QA, and security teams simultaneously
• 3+ years of experience in SaaS, cloud, or networking products, with demonstrated ownership of roadmap execution
• PMP or PMI-ACP certification is desirable
• Proven experience delivering complex, multi-team initiatives in distributed engineering environments
• Strong understanding of project management methodologies, including Agile, Scrum, Kanban, Waterfall, and hybrid models
• Experience using structured forecasting techniques (velocity tracking, Monte Carlo simulation, historical trend analysis, EVM)
• Flexible schedule — ability to work effectively across time zones
• Excellent written and verbal English communication skills, including executive-level reporting
• 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

What you’ll do

• Lead and manage complex projects from initiation through delivery , ensuring adherence to timelines, scope, quality, and business objectives
• Take ownership of driving the software development lifecycle (SDLC) across all phases , ensuring alignment with engineering best practices and security standards
• Establish transparent reporting mechanisms and executive-level status updates to ensure alignment and delivery predictability
• Partner with Product and Engineering leadership to define clear project objectives, deliverables, success criteria, and measurable KPIs
• Facilitate effective communication and collaboration across big cross-functional teams and time zones
• Develop and maintain detailed project and release plans, including resource allocation, dependency mapping, risk management, and contingency planning
• Drive structured planning cadences (quarterly planning, sprint governance, release readiness) across distributed teams
• Proactively identify, quantify, and mitigate risks; escalate when necessary with clear mitigation strategies and decision options
• Continuously improve delivery processes, introducing automation and AI-driven workflows to enhance productivity and quality.
• Conduct post-project reviews and implement actionable improvements based on lessons learned

About the position

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

Benefits

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