Roman Osipov

Lead Technical Product Manager
Identity Enterprise Automation, B2B SaaS

About

Highly-agentic, problem-solving oriented lead technical product manager specializing in B2B automation, identity, and security products across SaaS and enterprise deployments. Demonstrated end-to-end ownership: from rigorous discovery through strategic roadmapping, precision delivery with distributed teams, to seamless launch enablement. Hands-on builder of data pipelines and automation systems that eliminate operational friction.

Domain Expertise: Microsoft identity & hybrid environments (Active Directory, Entra ID, Microsoft 365/Teams/Exchange), governance frameworks, audit infrastructure, and operational resilience architecture.

Skills

Product

Product Strategy Roadmap Architecture Discovery & CustDev GTM Positioning Agile Delivery Stakeholder Alignment Product Analytics

Technical

Agentic Coding Azure DevOps AI/LLM Systems Embeddings & RAG Process Automation

Experience

Cayosoft Mar 2025 – Present
Lead Technical Product Manager
Remote
Own roadmap and delivery for Microsoft identity automation across hybrid AD + Entra environments—high-complexity domain involving thousands of directory objects, nested group structures, legacy GPO dependencies, and constant sync edge cases.
  • Work across legacy AD infrastructure and cloud identity—managing the friction between established on-prem patterns and Entra ID's evolving API surface
  • Run discovery with enterprise IT/security teams; identify adoption blockers and translate findings into scoped epics and release plans
  • Drive cross-functional delivery: problem decomposition, detailed PRDs, backlog prioritization, and release validation
  • Convert complex escalations into product improvements—resolving connectivity issues, security policy conflicts, and production edge cases
  • Build internal automation (agentic coding + LLM pipelines) for request triage, backlog traceability, and technical intelligence extraction

Key Results

Release Cadence 5 releases shipped under high-pressure, fast-paced delivery cycles
Escalation Resolution Reduced critical escalation backlog by 60%
Ops Automation Built AI triage system—cut request processing time 4×
Tech Intelligence Automated deprecation tracking pipeline—zero surprise breakages
Netwrix Sep 2020 – Feb 2025
Senior Product Manager
Remote
Architected and launched a multi-tenant SaaS platform for audit and security—purpose-built for MSPs—from zero to scaled production.
  • Defined product strategy and maintained a living roadmap; directed delivery cadence across 3 engineering teams (cloud infrastructure, connectors, agent layer), QA, and UX
  • Held singular accountability for PMF milestones (activation, retention, expansion) and revenue/market-share trajectory

Key Results

Platform Launch Production-ready SaaS security platform in under 12 months
Revenue Trajectory 6× growth from month 1 to month 13
Enterprise Migration Flagship MSP migrated from on-prem ~11 months post-launch
Strategic Designation Platform selected as integration foundation for portfolio consolidation
Netwrix Dec 2018 – Sep 2020
Senior Product Analyst
Remote
Owned full P&L accountability for two Netwrix Auditor modules (VMware + network infrastructure).
  • Executed rigorous competitive intelligence and continuous customer development programs
  • Identified latent growth vectors for mature modules; maintained granular visibility on revenue dynamics and customer-base expansion

Key Results

Sustained Growth 20–30%+ YoY revenue growth across both modules
Innovation Pipeline 3 product concepts validated; 1 became internal capability foundation
ALT Research and Consulting Apr 2014 – Sep 2018
Marketing Consultant
Saint Petersburg, Russia
  • Directed strategic market research engagements, requirements synthesis, and proposal architecture for complex B2B service offerings
  • Delivered competitive benchmark analyses and strategic option frameworks for enterprise clients
  • Orchestrated new service launches and high-visibility partner engagement programs

Education

Saint Petersburg State University
Bachelor's Degree — Marketing and Conflict Management
2005 – 2009

Certifications

PMC Level 4 Certificate
Pragmatic Institute
2021
Critical Perspectives on Management
IE Business School
2019
Product Management
Product University
2018