Fractional CTO · IT Assessments · Strategic Advisory

Senior IT leadership for companies that can't afford to get it wrong.

Rees IT Solutions provides senior technology leadership to growing organizations — bringing the discipline of a $5B hedge fund and the pragmatism of scaling multi-site healthcare to companies that need stability, security, and a clear roadmap.

Experience20+ years senior IT leadership
EnvironmentsHedge funds · Healthcare · Multi-site ops
Based InSan Francisco Bay Area
Services

Flexible support, from first assessment to full technology leadership

Every engagement starts with understanding how your business actually uses technology — then matching the right level of support to where you are.

01 — Lead

Fractional CTO

Strategic leadership for stability, security, and growth.

  • 12–24 month IT roadmap
  • Security & compliance leadership
  • Cloud architecture & modernization
  • Vendor management & cost control
  • Board-level reporting
02 — Assess

IT Assessments

A clear-eyed analysis of your current technology environment.

  • Infrastructure & network health
  • Cloud readiness
  • Security posture evaluation
  • Gaps, risks & quick wins
  • Written report & roadmap
03 — Advise

Advisory & Consulting

Targeted guidance and oversight for critical initiatives.

  • Cloud migrations
  • DR / business continuity planning
  • IT governance & policies
  • Tool consolidation
  • Team structure & process
04 — Execute

Implementation Support

Practical, hands-on help executing the strategy.

  • Azure / Microsoft 365
  • Standardization programs
  • Endpoint & security setup
  • Network improvements
  • New site openings
Fractional CTO

Executive-level technology leadership, without the full-time cost

The strategic direction of an experienced CTO, shaped to fit the size and pace of your organization.

Monthly Retainer

Ongoing leadership

10–40 hours per month of strategic direction, vendor oversight, and executive reporting.

Interim CTO

Leadership transitions

3–6 month engagements that keep technology steady while you search, restructure, or scale.

Project-Based

Defined initiatives

Assessments, migrations, upgrades, and major initiatives with a clear scope and finish line.

You'll benefit from a fractional CTO if…

  • IT is struggling to keep up with your growth
  • Legacy systems are showing the cracks
  • Multiple sites run inconsistent tools and processes
  • Cybersecurity maturity is behind where it should be
  • You need an experienced leader to calm the chaos
  • You want executive oversight without a full-time hire
Selected Engagements

Proven in environments where downtime isn't tolerated

Sector — Healthcare Scope — Multi-site modernization

Modernized multi-site healthcare IT

Built a secure, scalable foundation for a rapidly growing healthcare organization expanding across multiple clinic locations.

  • Standardized tools and stabilized infrastructure across all sites
  • Strengthened cybersecurity posture organization-wide
  • Enabled fast, repeatable clinic launches
Sector — Financial Services Scope — Security program build

Designed a full NIST-aligned cyber program

Architected enterprise-grade security for a $5B investment firm operating under intense investor and regulatory scrutiny.

  • Delivered SIEM, MFA, and vendor risk management
  • Built DR/BCP and incident response capability
  • Achieved audit readiness strong enough to pass investor due diligence
Sector — Cross-industry Scope — Cloud & roadmap

Delivered Azure/O365 migrations & strategic roadmaps

Migrated organizations to Azure and Microsoft 365, modernizing outdated systems and aligning IT to business goals.

  • Built clear IT roadmaps tied to business priorities
  • Improved identity and access management
  • Reduced operational overhead
About

Two decades of IT leadership where precision is non-negotiable

Gareth Rees is a seasoned IT executive with more than twenty years leading technology in mission-critical environments. He has directed global IT operations for a $5B hedge fund and modernized the technology landscape of a rapidly expanding healthcare network — a combination that pairs enterprise rigor with growth-driven execution.

He combines deep technical competence with clear strategic leadership, ensuring every technology decision is tightly aligned with business priorities. His work brings clarity, strengthens security, and builds scalable IT environments that support organizational growth.

Gareth Rees, founder of Rees IT Solutions
Gareth Rees — Founder & Principal
Background
  • Global IT Operations — $5B Hedge FundDirected worldwide technology in a zero-downtime trading environment
  • Multi-Site Healthcare ModernizationScaled IT across a fast-growing clinic network
  • Security & ComplianceNIST-aligned programs, investor due diligence, audit readiness
  • Cloud & InfrastructureAzure, Microsoft 365, identity, and network architecture
Contact

Ready to bring clarity and structure to your IT?

A 30-minute conversation is the fastest way to find out whether this is a fit. No pitch, no obligation.

Book a Strategy Call
LocationSan Francisco Bay Area, CA