Cloud Sentry
Strategic Leadership

Fractional CISOs, CIOs, and CTOs who embed with your team

Not advice from the sidelines. Embedded leadership. The fractional exec comes with the execution team. Strategy, risk management, and hands-on capability, without the cost of a full-time executive hire.

Available roles

Fractional CISO

Security program design, risk management, board reporting, and compliance oversight. The security leader your organization needs without the full-time cost.

Fractional CIO

Technology strategy, vendor evaluation, operational alignment, and digital transformation. Leadership that connects technology decisions to business outcomes.

Fractional CTO

Technical architecture, engineering team mentoring, product technology roadmaps, and build-vs-buy decisions. Strategic technical guidance from operators, not advisors.

Fractional CAIO

AI strategy, governance frameworks, responsible adoption, and integration planning. The Chief AI Officer role is emerging fast. Get ahead of it.

What your fractional executive does

Security program design

Build the program from the ground up: policies, controls, incident response, and compliance alignment.

Board & investor reporting

Clear, confident security and technology updates that satisfy board-level scrutiny and investor due diligence.

Technology roadmaps

Strategic plans that align technology investments with business goals. Prioritized, budgeted, and actionable.

AI strategy & governance

Framework for evaluating, adopting, and governing AI across your organization. Policy, risk, and integration.

Team mentoring

Level up your internal team. We transfer knowledge so your organization builds capability, not dependency.

Vendor evaluation

Objective assessment of technology vendors. We evaluate based on your requirements, not vendor relationships.

Engagement models

Credit-based

Purchase a block of credits. Use them for any combination of strategic leadership, project work, and operational support. Maximum flexibility.

Retainer

Dedicated hours per month with a named fractional executive. Consistent presence, deep context, and predictable cost.

Hours per month

Structured engagement with defined scope and deliverables. Ideal for specific initiatives like SOC 2 preparation or board reporting.

Why companies choose Cloud Sentry for security leadership

A CISO without a team is a consultant with a title.

Pure vCISO firms

Independent vCISO firms

  • Experienced security executives
  • Board-level reporting and strategy
  • ×Advise only. Don’t build or operate anything
  • ×Client still needs an MSP, a cloud team, and a compliance tool
  • ×Three more vendors to fill the gaps

They tell you what to do. You still need to find someone to do it.

Big consulting firms

Big-four consulting firms

  • Deep expertise and recognized brand
  • ×Built for enterprises with $10M+ security budgets
  • ×Six-month assessments that produce reports, not infrastructure
  • ×Hourly rates that burn through budgets fast
  • ×No ongoing operations. Engagement ends, you’re on your own

World-class advice at world-class prices. For companies ten times your size.

Cloud Sentry

The CISO + the team that executes

  • Fractional CISO who sets strategy and reports to the board
  • The operations team that implements every recommendation
  • Security program built and running, not just documented
  • Scales from a few hours/month to near full-time
  • No additional vendors needed

Advisory and execution in one. The fractional exec comes with the team.

Sound familiar?

Our board is asking about security and nobody can answer.

A fractional CISO gives your board confident, structured security reporting backed by an operational program, not vague assurances.

We need a CISO for SOC 2 but can't afford a full-time hire.

A fractional CISO at a fraction of the cost, with the execution team to actually build what the auditor expects.

We're making technology decisions without a strategic roadmap.

A fractional CTO or CIO builds the roadmap, evaluates vendors, and aligns technology investments with business goals.

Emerging

AI governance is the next compliance frontier

Companies adopting AI face new questions: What data are we training on? Who's accountable for AI decisions? How do we demonstrate responsible use to customers and regulators?

Our Chief AI Officers help companies adopt AI responsibly: policy, risk assessment, and integration strategy designed for your specific business context.

AI usage policy and acceptable use frameworks

Risk assessment for AI-powered features

Data governance for training and inference

Vendor evaluation for AI tools and platforms

Board-level AI strategy and reporting

Board-ready, on demand

The program is running, and you can show it.

Your fractional executive sets the strategy, and the platform is where the work shows up: the live state of the security program, the evidence behind it, and a board-ready view you can pull whenever you are asked. Not a slide deck built the night before, a running program you can see.

Leadership that operates, not just advises.

Tell us what role you need. We'll match you with a fractional executive who brings the team to get it done.