Fractional Chief Technology Officer; CTO

Position: Fractional Chief Technology Officer (CTO)

Overview

We are seeking an experienced, business-minded technology leader to serve as a Fractional CTO or Technology Strategy Advisor across a portfolio of clients. This role combines high-level strategic leadership with practical execution — guiding organizations through technology transformation, operational scaling, and digital enablement.

Engagements may include ongoing fractional CTO retainers, steering committee participation (SCaaS), or short-term advisory work. The right candidate thrives in a dynamic, consultative environment and is comfortable shifting between boardroom strategy and hands‑on technical problem solving. Engagement Model

Can be structured as: • Full‑Time Employee (FTE) role leading multiple client engagements; or • 1099 Subcontractor on a fractional retainer basis (typically X hours/week per client).

Compensation and structure will depend on experience, availability, and client portfolio alignment. Core Responsibilities Strategic Leadership & Governance • Serve as a technology leader on client steering committees, providing oversight, insight, and alignment between business strategy and technology investment. • Develop, evaluate, and refine technology roadmaps that enable growth, efficiency, and scalability. • Act as an executive advisor to CEOs, COOs, and Boards on technology decisions, vendor selection, and digital transformation. • Build and mentor internal technology leadership — particularly in scenarios where a client is transitioning or developing an internal CTO or Director of Technology. Operational & Technical Guidance • Assess and optimize client technology stacks, development practices, infrastructure, and security posture. • Guide project management, software architecture, and engineering process improvement initiatives. • Lead technology due diligence and integration for M&A, investment, or partnership scenarios. • Oversee or advise on vendor and partner relationships to ensure accountability and value. AI, Automation & Efficiency • Integrate practical AI and automation initiatives that drive measurable improvements in efficiency, scalability, and process optimization — not AI for AI’s sake. • Help define responsible AI policy and governance within client organizations to ensure compliance, ethics, and alignment with operational goals. Team Leadership & Mentoring • Coach and mentor emerging technology leaders, helping bridge skill gaps during leadership transitions or growth phases. • Support hiring, team structure, and culture development within client technology organizations. Qualifications • Proven experience in technology or operational leadership — ideally as a CIO, CTO, IT Director, or in an equivalent executive role where technology strategy and execution were a core part of daily responsibility (e.g., COO, CFO, or CEO in a technology‑dependent organization). • Proven success aligning technology strategy with business outcomes. • Strong understanding of modern software architecture, cloud infrastructure, data strategy, and cybersecurity fundamentals. • Demonstrated experience implementing automation, analytics, and/or AI‑driven process improvements. • Exceptional communication and stakeholder management skills, comfortable engaging with executive leadership and non‑technical stakeholders. • Consulting, advisory, or multi‑client fractional experience strongly preferred. Attributes of the Ideal Candidate • Operates as a strategic partner, not just a technologist. • Brings a pragmatic, outcomes‑driven approach — balancing innovation with operational discipline. • Excels in fractional or portfolio‑style work and context‑switching between clients. • Enjoys coaching and developing leaders, not just running teams. • Has a bias toward efficiency, scalability, and measurable business impact. Example Engagement Scenarios • Long‑term fractional CTO supporting a mid‑market company’s ongoing digital transformation. • Short‑term interim CTO following leadership turnover. • Coaching engagement for an internal CTO recently promoted into the role. • Steering Committee member advising on enterprise technology strategy and AI enablement. #J-18808-Ljbffr