Kirk Sadler

Global Transformation Product Executive | 6x M&A | 2 x PE Exits

Austin, Texas, United States

About

Product executive with 20+ years of experience leading global software portfolios up to $250M ARR across public and private-equity-backed companies. Proven success scaling product organizations through organic growth and six acquisitions (executive sponsor for two) while hitting synergy targets. Adept at aligning product, AI, and go-to-market strategies to accelerate growth, profitability, and client value. Equally comfortable with customer discovery or board-level strategy. Finally, passionate about establishing operational rigor and data-driven decision making to drive scale.

Experience

  • Chief Product Officer at Red Oak
    Feb 2026 - Present · 6 mos

  • Mitratech (8 yrs 10 mos)
    • Vice President Of Product Management
      May 2021 - Feb 2026 · 4 yrs 10 mos

      • Drove ARR growth from $70M → $250M across the Legal Solutions division. • Reduced R&D costs through global delivery optimization (US → India) which improved EBITDA from 43 to 46%. • Defined & executed AI vision that increased win rates by 15%. • Initiated AI transformation for a 250+ R&D team to drive up value and velocity by 2 - 3x. • Lead a team of 35+ global PM, UX & TPM professionals managing eight products across 2,000 corporations & 9,500 law firms. • Represent product roadmap and investment strategy in board meetings for Legal division. • Participated / lead technical due diligence for two sell-side private equity transactions.

    • Senior Director of Product Management
      May 2017 - May 2021 · 4 yrs 1 mo

  • Technical Product Management at VRBO Vacation Rentals by Owners from Home Away
    Apr 2016 - May 2017 · 1 yr 2 mos

    Key Result: Delivered Omni-channel tooling (web, mobile, chat) that improved client self-service and reduced support costs by $5M across five dev teams.

  • Senior Director of Product Management at The Advisory Board Company
    Jan 2014 - Mar 2016 · 2 yrs 3 mos

    Key Result: Built / managed global products and engineering team that delivered a Salesforce-based CRM protecting $60M ARR across 1,000 hospitals.

  • Co-Founder / Director at Palmetto Race Group
    Aug 2009 - Mar 2014 · 4 yrs 8 mos

    Key Result: Co-managed marketing, sponsorships, permitting & race day operations for four events (500 – 1000 participants) resulting in a profitable venture in year one. Also, gave back 10% of profits to local charities each year.