Senior Project Manager – Technical Project Manager

🕒 April 8

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Logo of OpenVPN Inc.

OpenVPN Inc.

51 - 200 employees

Founded 2002

🔒 Cybersecurity

☁️ SaaS

📡 Telecommunications

💰 Equity Crowdfunding on 2013-10

Cybersecurity • SaaS • Telecommunications

OpenVPN Inc. is a company that provides secure and flexible VPN solutions for remote access and network security. It offers both cloud-delivered and self-hosted solutions featuring private access, secure web access, and SaaS protection, allowing businesses to protect their hybrid workforce. OpenVPN's services support zero trust access and help reduce the attack surface by implementing security protocols like role-based access control and device identity checks. The company is trusted by nearly 20,000 customers worldwide, supports major cloud providers, and offers an easy-to-use and scalable solution for secure networking.

📋 Description

• 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.

🎯 Requirements

• 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.

🏖️ Benefits

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

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