Senior Project Manager - Remote Position at OpenVPN

About the Role

OpenVPN is seeking a Senior Project Manager - Remote to lead the end-to-end delivery of complex SaaS initiatives across our distributed engineering organization. As a Senior Project Manager, you will play a pivotal role in ensuring predictable execution of roadmap initiatives while driving cross-functional alignment and managing delivery risks.

What You'll Do

• Lead and manage complex projects from initiation through delivery, ensuring adherence to timelines, scope, quality, and business objectives.
• Partner with Product and Engineering leadership to define clear project objectives, deliverables, success criteria, and measurable KPIs.
• 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.
• Establish transparent reporting mechanisms and executive-level status updates to ensure alignment and delivery predictability.
• Facilitate effective communication and collaboration across cross-functional teams and time zones.
• 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.
• Take ownership of driving the software development lifecycle (SDLC) across all phases, ensuring alignment with engineering best practices and security standards.

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.

What We Offer

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