Yosi Kossowsky

    Yosi Kossowsky

    Executive Leadership Architect
    I help technical leaders lead beyond their expertise — deliberately, not reactively.
    • English

      Language

    • New York, USA

      Location

    • Direct and action-oriented

      Coaching style

    • Hybrid

      Form of conduct

    About Me

    I help VP+ technical and functional leaders reclaim agency and build a leadership identity that works beyond their original domain.

    Yosi coaches VP, SVP, EVP, CTOs, and CIOs who excel as domain experts but are now required to lead far beyond that expertise. With 25+ years in technology leadership, 10+ years leading global development at Cisco across 13+ countries, and 150+ leaders coached, he brings PCC, Marshall Goldsmith, and Enneagram credentials — and has lived this exact transition himself.

    My Main Coaching Offer
    In-person, Phone, and Video Coaching Available
    Flexible Session Durations

    See, Shift, Sustain™ — a structured path from domain expert to deliberate leader

    7–8 months of 1-on-1 coaching with full stakeholder integration. Includes 10 coaching hours, 3–4 hours of live shadowing, bookended 360s with up to 10 stakeholders, three 45-minute stakeholder meetings, and Executive Access Support. $20,000.

    Enhanced Communication Skills
    Stronger Organizational Leadership
    More Effective Teams
    Why Work With Me

    To help elite technical leaders become the leader their role now demands

    At 10, I was placed in a different school for learning difficulties. I spent years feeling broken — watching others live normally. Through therapy and deep study I discovered that self-doubt is universal, and that the fears we carry can fuel growth rather than stop it. I spent five years studying behavioral neuroscience while working as a systems engineer. I left technology leadership in 2022 to coach full-time because developing human systems matters more than building technical ones.

    Results I help my clients achieve

    Improved Communication Skills

    Enhance your ability to communicate effectively with stakeholders at all levels.

    Enhanced Leadership Development

    Develop stronger leadership capabilities to inspire and motivate your team.

    Increased Team Effectiveness

    Build more cohesive and productive teams that achieve exceptional results.

    Certificates
    Professional Certified Coach

    Professional Certified Coach

    International Coaching Federation