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Oleksandr Osypenko

Oleksandr Osypenko

Program Manager

LinkedIn

Seasoned Program/Project Manager, PMO with over 20 years of experience, managing large-scale IT, telecom infrastructure, construction, and digital transformation enterprise programs. Proven expertise in leading complex, cross-functional, and multicultural teams in global environments. Skilled in stakeholder engagement, risk mitigation, and full program lifecycle delivery (initiation to BAU transition), using Agile, SCUM, SAFe, hybrid, and Waterfall methodologies. Strong background in bidding, vendor contract negotiation, telecom and IT projects, and governance across distributed areas. Excellence in risk management, critical thinking, and creative problem-solving with a detail-oriented approach. Passionate about driving project/program success and delivering innovative solutions in dynamic and challenging environments, utilizing AI instruments for efficient project/program delivery.


What will you gain from working with me as a mentee?

By choosing me as a mentor, the mentee will gain practical insights into navigating complex project landscapes, driving digital transformation, and mastering agile leadership practices. I offer structured guidance based on real-world successes and setbacks, helping them build the confidence to lead high-performing teams and elevate their strategic value. Together, we will turn their current professional challenges into clear, actionable career milestones.


Expected level of mentee experience: Begginer (1-3 years), Intermediate (3-5 years), Experienced (5-10 years).

Support in skills development

  • Project process optimization & improvement
  • Artificial Intelligence (AI)
  • Career transition into Project Management (re-skilling)
  • Program Management
  • PMO
  • Change management
  • Team leadership & motivation
  • Coaching & personal development
  • AI for leaders & project managers
  • Prompt engineering & effective collaboration with AI
  • Stakeholder management & influencing skills
  • Agile leadership & agile organizations

Sector

  • AI, Data & Automation
  • Consulting & Professional Services
  • Education & EdTech
  • IT, Software, Cloud
  • Project & Program Management

Mentor's experience level

  • Expert