Stephen Sadowski

Leader focusing on quality, delivery, technical debt management, and leadership education about DevOps/DevSecOps, SRE, and Platform Engineering practices

Chicago, Illinois, United States

About

Seasoned professional with over 25 years of experience in software development, systems administration, platform architecture, and technology leadership. I am a self-starter committed to staying on the forefront of technology while maintaining an enterprise-ready and reliability-based mindset. My emphases in any environment are automation, repeat-ability, configuration consistency, metrics and analysis, documentation, and leadership by example. I lead from the front and make every effort to understand the impact of my decisions both on the organizations I work for and the teams I drive. For questions about consulting or speaking engagements, please reach out to me at stephen.sadowski+li|@|sjsadowski.com

Experience

  • Peer Data (Chicago, Illinois, United States · Remote)
    • Head of Engineering
      Nov 2025 - Present · 8 mos

    • Head of Tech Strategy and Integration
      Mar 2025 - Nov 2025 · 9 mos

      Reporting to the CTO, I'm directly responsible for managing development efforts by guiding the team using agile methodologies, interfacing with the product team and Chief Product Officer to advise on development efforts and timelines related to the roadmap, and working with the rest of the executive team to assist with hiring, technical product guidance, and client integrations.

  • Founder & Principal Consultant at Meta Meta LLC
    Nov 2009 - Present · 16 yrs 8 mos

  • Managing Partner, Technology at Digital For Her
    Aug 2020 - Mar 2025 · 4 yrs 8 mos

    Supporting the great women of Digital for her by providing technology strategy to bolster the primary goals of digital marketing, merchandising, and eCommerce.

  • Uturn Data Solutions (Full-time · 5 yrs 5 mos)
    • Vice President, Service Delivery
      Jun 2023 - Feb 2025 · 1 yr 9 mos

      Growing with my team at Uturn and leading all of service delivery

    • DevOps & Modernization Practice Lead
      Apr 2021 - Feb 2025 · 3 yrs 11 mos

      Expanding the role of leading cloud engineering to take on the definition, growth, and strategy surrounding the DevOps & Modernization Practice

    • Vice President, Professional Services
      Oct 2019 - Jun 2023 · 3 yrs 9 mos

      Leading a cloud-oriented DevOps team to help meet client's needs and expectations. Note: previously this role was titled as VP, Professional Services

  • ICF Next (Chicago, IL)
    • Director & Sr. Architect, Core Engineering
      Aug 2017 - Oct 2019 · 2 yrs 3 mos

      Leading a team that is implementing the broad automation, reliability, and DevOps strategy across ICF Olson's hosting and managed services groups

    • Director & Sr. Architect, Managed Services
      Jul 2016 - Jul 2017 · 1 yr 1 mo