• Client Technology Officer (vCTO)

    Charles IT (Middletown, CT)


    Exceptional Service. Endless Improvement. Passionate People. Honest and Forthright. These values guide everything we do, and we achieve them thanks to the diverse and collaborative efforts of our team. We are dedicated to creating a supportive environment where every team member can thrive. This includes fostering learning, professional growth, and valuing each team member’s input, all within a culture that promotes work-life balance and a strong sense of belonging.

     

    Due to growth, we are hiring for a Client Technology Officer (vCTO). At Charles IT, we aren’t salespeople, we’re strategic partners. Our vCTOs help clients proactively plan, budget, and align technology with business goals, while ensuring compliance with frameworks like CMMC, HIPAA, and FINRA.

     

    As a trusted advisor and executive liaison, the vCTO manages a portfolio of top-tier clients, combining technical expertise with business insight. This role owns the IT maturity roadmap, supports audit readiness, and leads strategic planning with C-suite stakeholders.

    Responsibilities:

    + Drive executive-level discussions around IT strategy, budgeting, compliance, and business objectives

    + Ensure alignment of client environments with standardized technology stacks, cybersecurity best practices, and compliance requirements

    + Support audit preparedness for frameworks such as CMMC, HIPAA, and SOC 2

    + Translate business goals into actionable, strategic technology initiatives

    + Lead annual roadmap planning and guide clients through IT lifecycle improvements

    + Collaborate cross-functionally with Service, Projects, Compliance, and TAM teams to deliver comprehensive support

    + Stay current on Charles IT standards, QBR frameworks, and strategic priorities

    + Assist in managing client escalations and lead risk-based conversations with senior leadership

    + Other duties as asigned

    Requirements

    + Bachelor’s degree in a related field or equivalent professional experience

    + 5+ years in a client-facing technical or strategic advisory role (MSP experience preferred)

    + Solid understanding of cybersecurity, compliance requirements, and IT infrastructure

    + Proven experience supporting audits, risk assessments, and IT budgeting

    + Strong executive presence with the ability to engage C-level stakeholders

    + Relevant certifications such as CMMC-CCP, CISSP, or equivalent preferred

    + Must be able to pass a background check and possess a valid U.S. driver’s license

     

    Benefits

     

    Charles IT offers a competitive benefits program including Medical, Dental, Vision, Life, Disability, Paid Holidays, PTO, 401K, and bonuses. In addition, we offer free dry cleaning, a fully stocked break room, Friday team lunches, paid training, team-building outings every quarter, professional development and so much more!

    Our Commitment to Inclusion:

    Charles IT is committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity, or any other protected category. We welcome and encourage diverse perspectives.

     

    The information contained in this job description is for compliance with the American with Disabilities Act (A.D.A.) and is not an exhaustive list of the duties performed for this position. Additional duties may be required.

     

    If you’re excited about contributing your expertise to a fast-growing company that values innovation and teamwork, we’d love to hear from you!