Harold Westervelt

Chief Executive Officer at TrueComp

Frederick, Maryland, United States

About

With extensive experience as a CEO as well as strategic growth roles, Harold is an asset to any company. Coming from multiple executive level positions, Harold is able to leverage his skills and talents for impressive corporate development. Harold joined FileTrail as CEO to promote continued excellence in product development and expansion into additional markets. FileTrail is an industry leader in records management and information governance, providing best in class solutions to the legal sector and other industries.

Experience

  • Chief Executive Officer at TrueComp
    Apr 2025 - Present · 1 yr 4 mos

    I am the CEO of TrueComp a dynamic business that since 2014 has equipped public agencies with the actionable insights they need to attract top talent, retain valuable employees, and maintain fiscal accountability. Over 1,000 state and local government agencies across the country count on our deep industry expertise to drive equity and efficiency—and stay competitive.

  • Former Chief Executive Officer at FileTrail
    Aug 2021 - Dec 2024 · 3 yrs 5 mos

    • Led company to 20% annual growth in ARR and achieved 99%+ customer retention rate at FileTrail. • Implemented financial reporting system, enhanced salesforce, and developed innovative products. • Successfully acquired two competitors, elevating market position and performance. • Sold to Litera at a premium to owners’ expectations.

  • CEO at Sapiens Decision
    Sep 2017 - Aug 2021 · 4 yrs

    • Led transformation of a stagnant company, achieving a 337% increase in Annual Recurring Revenue (ARR) and 175% growth in consulting revenue. • Enhanced operating margin from -9% to over 40% through strategic initiatives and team building. • Successfully launched a new and improved product version in 2021 after two years

  • Account Managment - Banking and Capital Markets at CSC - Computer Sciences Corporation
    Dec 2014 - Sep 2016 · 1 yr 10 mos

    • Managed large financial services accounts in the Banking and Capital Markets sector. • Collaborated with Tier-One firms to implement targeted special projects for revenue growth. • Utilized strong communication and negotiation skills to maintain client relationships and drive business success.

  • President at INVeSHARE, Inc.
    Jun 2011 - Aug 2014 · 3 yrs 3 mos

    • Led the restructuring of a bankrupt company, buying out shareholders and raising capital. • Redesigned the firm's strategy, spearheading sales efforts for innovative solutions. • Developed an industry-leading blockchain solution, positioning INVeSHARE as a competitive player. • Successfully sold the business to Broadridge for $135M.