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Cloud Sentry

Welcome to Cloud Sentry

You run the company. We keep watch.

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  1. The work piles up, and every decision lands on you
  2. You call in the leadership you need
  3. Your fractional executives put the work in order
  4. You lead, with the right pieces around you

Make smarter moves with the right pieces on your board.

What we run

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

Strategy, risk management and hands-on capability, with the execution team behind your executive, at a fraction of the cost of a full-time hire.

Four seats

Four pieces for your board.

A fractional CISO, CIO, CTO or CAIO, each with the execution team behind them. Knowledge transfers as the work goes, so your team builds lasting capability of its own.

  • CISOChief Information Security Officer

    Security program design, risk management, board reporting and compliance oversight.

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    What the role is for

    Builds your security program from the ground up: policies, controls, incident response and compliance alignment. Gives your board and investors clear, confident security updates that stand up to their scrutiny and due diligence.

    When you need one

    Customers send you security questionnaires, an audit such as SOC 2 is on the way, or your board asks where security stands.

  • CIOChief Information Officer

    Technology strategy, vendor evaluation and operational alignment, tied to business outcomes.

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    What the role is for

    Sets a technology strategy tied to your business goals: plans that are prioritized, budgeted and actionable, and an objective assessment of technology vendors against your requirements alone.

    When you need one

    Technology spend is growing faster than the plan behind it, vendors are multiplying, or your systems and your business are pulling in different directions.

  • CTOChief Technology Officer

    Technical architecture, engineering team mentoring, product technology roadmaps and build or buy decisions.

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    What the role is for

    Guides your technical architecture, product technology roadmaps and build or buy decisions, and mentors your engineering team, so the knowledge stays with your people.

    When you need one

    Your product needs an architecture to grow on, a build or buy call is waiting, or your engineers need a senior technical mentor.

  • CAIOChief AI Officer

    AI strategy, governance frameworks, responsible adoption and integration planning.

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    What the role is for

    Answers for the AI decisions: sets your AI usage policy, assesses risk in features built on AI, governs the data used for training and inference, evaluates AI vendors and reports to your board.

    When you need one

    Your teams are adopting AI tools, a feature built on AI is on the roadmap, or your board asks how AI decisions are made.

Tracked to done

Recommendations tracked through to done.

Every recommendation your fractional executive makes is logged with an owner, carried through proposed, in progress or closed, and accounted for in your quarterly review pack, next to the work it drove.

Ways to engage

Three ways to engage.

Pick the shape that fits the work.

  • CreditsA block of credits to use across fractional leadership, project work and operational support.
  • RetainerDedicated monthly hours with a named fractional executive, for consistent presence and deep context.
  • Hours per monthA structured engagement with defined scope and deliverables, for an initiative such as SOC 2 preparation or board reporting.
Live stateEvidenceBoard view
Board ready

Board-ready, on demand.

Your fractional executive sets the strategy, and the work shows up on the Cloud Sentry platform: the live state of your security program, the evidence behind it and a board-ready view, whenever you are asked.

Ways in

Leadership that operates.

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

Free

Talk to us for 15 minutes

Come as you are.

A quick call, consultation, or demo. You tell us what’s going on. We tell you what we see.

Book a time
$1,500, credited in full

Check your setup first

Know where you stand.

A hygiene check shows where your Microsoft 365 or AWS stands before you commit to more.

See the checks
From $295/mo

Start with one service

Start where you need us.

Need one thing handled? Sign up for just that, and add more whenever you’re ready.

See the plans

You run the company. We keep watch.