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21-point Copilot and AI readiness review across your environment

Copilot and AI readiness review across your environment

3-weeks to a documented safe-to-proceed AI decision

to a documented safe-to-proceed AI decision

4-stages from AI discovery to implemented operations

from AI discovery to implemented operations

100% U.S. based security operations supporting AI governance

based security operations supporting AI governance


The starting condition

AI Is Already in Your Environment

AI adoption is happening whether your organization is ready or not.

Shadow AI is not a future risk for most mid-sized organizations. It is a current operating condition. The question is no longer which tool to buy. It is how to give teams a safe, practical way to use AI without creating exposure nobody can see.

Staff are already using ChatGPT, Claude, and Copilot

Usually without a policy, and often with information the business would not approve for an external tool.

Your Microsoft 365 tenant may already have AI features enabled

Copilot can surface documents a user has technical permission to open but was never meant to find.

Leadership rarely has visibility

No audit trail, no named owner, and no reliable control over how AI is being used or what it touches.

Cost and risk scale before finance or IT sees it

Licenses, usage, and automation grow quietly, and value becomes harder to prove the more scattered the activity gets.

microchip-ai
78% of surveyed U.S. employees who use AI at work use tools their employer did not provide. WalkMe, 2025

of surveyed U.S. employees who use AI at work use tools their employer did not provide. WalkMe, 2025

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88% of respondents say their organizations regularly use AI in at least one business function, while most have yet to scale. McKinsey, 2025

of respondents say their organizations regularly use AI in at least one business function, while most have yet to scale. McKinsey, 2025

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43% of security incidents in 2026 involved shadow AI, up from 20% in the prior report. IBM, 2026

of security incidents in 2026 involved shadow AI, up from 20% in the prior report. IBM, 2026


The Secure AI maturity path

Four Stages, Each Answering One Question

Every engagement starts with the AI Readiness Map. Each stage builds on the last, moving AI from scattered activity to a managed capability. Organizations enter where their maturity sits and stop where their risk allows.

01 Map

AI Readiness Map

Understand how AI is being used and where your business is exposed.

What We Review

  • AI usage and shadow AI across your organization
  • Microsoft 365 and Copilot readiness
  • Identity, permissions, and SharePoint data exposure
  • Microsoft Purview configuration and audit logging
  • Policy gaps and data classification
  • Business goals and practical AI use cases

What You Gain

A Clear Starting Point

Leadership understands which AI tools are in use, what data is exposed, which controls are missing, and what to fix first.

Who Starts Here?

Every organization. This assessment is the required first step.

02 Stabilize

AI Safe Start

Address the priority gaps standing between your team and a controlled AI pilot.

What We Establish

  • Remediation of priority readiness gaps
  • A tailored AI Acceptable Use Policy
  • Defined pilot scope and usage boundaries
  • Validated compliance and industry requirements
  • Baseline identity controls and audit logging
  • A governance roadmap with documented risk
  • One to two practical pilot use cases

What You Gain

A Documented Readiness Decision

A written safe-to-proceed determination, clearer guardrails, and fewer immediate exposure points.

Delivery: A fixed-scope engagement over two to three weeks.

Who Is This For?

Most organizations taking their next step after the AI Readiness Map.

03 Govern

AI Governance Buildout

Give broader AI adoption clear ownership, enforceable controls, and documented oversight.

What We Build

  • Defined AI ownership and decision rights
  • Formal policies and approval workflows
  • Data handling and classification rules
  • Alignment with industry and compliance requirements
  • Governance controls in Microsoft 365 and Purview
  • AI incident response and escalation workflows
  • Executive reporting and accountability

What You Gain

Governance You Can Demonstrate

Documented policies, configured controls, and clear responsibilities that leadership, legal, security, insurers, and auditors can evaluate.

Who Is This For?

Regulated organizations, higher-risk environments, and teams planning a broader rollout.

04 Operate

AI Operations

Keep oversight current as your AI tools, users, and business needs evolve.

What We Maintain

  • Recurring AI reviews and risk reporting
  • Policy updates as tools and regulations change
  • Data loss prevention and control tuning
  • Copilot and Claude support and oversight
  • Automation and workflow oversight
  • Readiness planning for AI agents
  • Executive visibility and maturity reporting

What You Gain

Oversight That Grows With You

AI becomes a visible, measured business capability, with improvements guided by actual usage, changing risks, and leadership priorities.

Who Is This For?

Organizations ready for ongoing oversight, wider adoption, or future AI agent deployments.


Choosing a partner

How to Evaluate an AI Enablement and Governance Provider

Most providers selling AI enablement are selling a tool and leaving the risk with you. These are the questions worth asking any provider, including this one, with the Compass answer next to each.

 

Ask a Provider Why It Matters The Compass Answer Secure AI Enablement & Governance
Do you assess before you deploy? Your data exposure, permissions, and business needs should shape the rollout. Every AI enablement engagement begins with the AI Readiness Map, establishing priorities before deployment. Explore the AI Readiness Map
Can you show how controls enforce the strategy? Governance needs working controls and evidence that policies are being followed. Compass configures sensitivity labels, data loss prevention, conditional access, and audit logging across Microsoft 365, Purview, and Entra ID, based on scope and licensing. See How Copilot Governance Works
Who owns remediation when you find a gap? Findings need a named owner, an implementation plan, and follow-through. Compass connects findings to remediation through its IT and security teams, with responsibilities and implementation work defined in your scope. Explore Closed-Loop Delivery
Do you discover shadow AI alongside approved tools? Employees may use consumer AI tools outside your approved platforms. Shadow AI discovery begins in Stage 01 and continues in Stage 04, reviewing consumer tools alongside approved business applications. Explore the Shadow AI Playbook
Who staffs your security operations center? You should know who investigates alerts, where they work, and how response is coordinated. Compass operates a 100% U.S.-based security operations center, with monitoring and response responsibilities defined by your security engagement. Explore Security Monitoring & Response
Which AI governance frameworks guide your work? Named frameworks provide a consistent basis for evaluating AI risk and accountability. Compass aligns AI governance with the NIST AI Risk Management Framework’s Govern, Map, Measure, and Manage functions, alongside Microsoft Responsible AI principles. Understand the NIST AI Framework
What happens after the initial project? AI risk changes as your tools, users, data, and business requirements evolve. Stage 04, AI Operations, provides recurring reviews, control tuning, risk reporting, and executive visibility through an ongoing engagement. Explore Ongoing AI Operations
How do you address our regulatory obligations? AI governance should reflect your industry’s data handling, oversight, and evidence requirements. Compass’s Compliance & Risk Management practice supports applicable requirements across HIPAA, HITRUST, SOC 2, PCI DSS, CMMC, NIST CSF, FINRA, and NYDFS 500. Explore Compliance & Risk Management

The assessment

What a 21-Point AI Readiness Review Examines

Most organizations have no idea where they stand until they see it measured. Compass runs a 21-point review across identity, data access, exposure, and audit logging rather than a conversation about intentions.

In one recent client readiness assessment, the organization scored 24% before any AI rollout had begun. The finding is not unusual. It is what happens when adoption outpaces oversight.

Identity and Access

Entra ID configuration, privileged access, conditional access posture, and multi-factor enforcement across the tenant.

Data Exposure

SharePoint and OneDrive oversharing, permission inheritance, and the files Copilot could surface that users were never meant to find.

Purview and Classification

Sensitivity label taxonomy, data loss prevention policy coverage, and whether classification actually reflects how the business handles information.

Audit Logging

Whether AI activity is logged, retained, and reviewable, which is the difference between an incident you can investigate and one you can only describe.

Shadow AI Discovery

Which unapproved AI tools are in use across the organization and what categories of data are moving into them.

Policy and Ownership

Whether an acceptable use policy exists, who approves new tools, and who owns the decision when something goes wrong.


Connected delivery

AI Governance Built on Security You Already Have

Most AI vendors sell a tool and leave the risk with you. Compass starts with security, because that is what makes AI safe to scale.

AI enablement connects to the rest of the Compass Closed-Loop Delivery Model. The identity and data controls that govern AI are the same controls that protect the environment. The analysts who monitor for shadow AI exposure are the same analysts who investigate everything else. And the evidence auditors ask for about AI use is generated by systems Compass already operates, so you are always ready to defend your posture.

Tool selection

Platform Comes After Governance

The most important decisions are about where governance, identity, data access, and auditability already exist. Governance requirements apply regardless of which platform you choose.

Shadow AI

Controlling Unsanctioned AI Is a Dependency Chain

Blocking consumer AI tools is not a single switch, which is why most attempts fail quietly.

Five layers have to work together, and missing one makes the others decorative. The dependency most organizations miss: blocking uploads to consumer AI sites requires both a DLP policy engine and an onboarded endpoint sensor working together. Either alone does nothing.
  • 01
    complete-security-threat-03

    Identity Gate

    Conditional access determines who can reach what, from where, on which device.

  • 02
    complete-security-visibility-02

    Shadow AI Discovery

    Visibility into which unapproved tools are actually being used across the organization.

  • 03
    complete-security-forensic-01

    Endpoint Sensor

    An onboarded device agent, without which upload blocking cannot be enforced.

  • 04
    complete-security-us-soc-06

    Data Loss Prevention

    Policy engine that recognizes sensitive content and acts on it in real time.

  • 05
    complete-security-technical-05

    AI-specific Visibility

    Logging and reporting on AI interactions, not just network traffic.

complete-security-threat-03 complete-security-visibility-02 complete-security-forensic-01 complete-security-us-soc-06 complete-security-technical-05

Know Where You Stand. Strengthen Your Defenses.

Your path to resilience starts here. Book a cybersecurity assessment today and get a clear roadmap to protection, compliance, and growth.

AI AUTOMATION

AI-Driven Workflow Automation

Replace manual bottlenecks with secure, AI-driven speed.

AI performs best in repeatable, rules-informed workflows where precision and cycle times are critical. Compass helps you turn AI ambition into measurable, defensible progress by moving beyond informal experimentation.

shadow-ai-webinar

ON-DEMAND WEBINAR

Shadow AI: How to Go From Rogue to Regulated

The race to adopt AI is moving faster than most businesses can govern.

The race to adopt AI is moving faster than most businesses can govern. Tools like ChatGPT, built-in "smart" features, and automated decision-making apps are already embedded in your daily workflows, often powered by platforms like OpenAI. The risk is silent: without centralized visibility, your company’s proprietary data, PII, and trade secrets could be exposed to public models without your knowledge.

In this on-demand session, legal and cybersecurity experts from CompassMSP bridge the gap between regulatory requirements and real-world execution. Learn how to move your organization from Vulnerable to Fully Resilient by implementing the governance and technical guardrails needed to make AI a secure business advantage.


ccsp-crisc-work-secure-ai

Ongoing AI Governance

Keep Your AI Working Safely

Give your team room to innovate with oversight that evolves alongside adoption.

CompassMSP connects secure AI enablement with daily IT operations through its closed-loop delivery model. As your tools and workflows change, we review risks, refine controls, and help your people use AI effectively.

  • Protect sensitive data with access controls, monitoring, and data loss prevention.
  • Support responsible adoption through practical training and clear usage policies.
  • Maintain leadership visibility with recurring risk reviews and governance reporting.

FEATURED RESOURCES

Make Informed AI Decisions

Give your team the knowledge to adopt AI responsibly.

Explore practical guidance on AI readiness, shadow AI, Microsoft Copilot, and AI governance to help protect your data and plan your next steps.
AI Governance for Copilot in Regulated SMBs

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AI Governance for Copilot in Regulated SMBs

AI governance helps regulated SMBs deploy Microsoft Copilot with the right policies, training, and technical controls to reduce shadow AI risk.
AI Sovereignty: What Happens When Frontier Model Access Becomes Conditional

IT Modernization Articles 11 min read

AI Sovereignty: What Happens When Frontier Model Access Becomes Conditional

Explore the implications of AI sovereignty as model access becomes conditional, highlighting risks and strategies for businesses in a changing landscape.
How To Prevent Runaway AI Costs With Practical AI Governance

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How To Prevent Runaway AI Costs With Practical AI Governance

Learn how to prevent runaway AI costs with effective governance and control strategies, ensuring secure and responsible AI adoption in your organization.
NJCPA Convention - June 16-19, 2026

Events Financial Services 2 min read

NJCPA Convention - June 16-19, 2026

Join CompassMSP at the NJCPA Convention & Expo 2026 to explore AI adoption, cybersecurity, and compliance strategies for the evolving accounting landscape.

FAQs

Questions About AI Enablement & Governance

Get clear answers about AI readiness, governance, data protection, and what to expect when you work with CompassMSP.

What is secure AI enablement?

 Secure AI enablement helps organizations adopt AI while managing security, compliance, and data exposure risks. It includes discovering existing AI use, establishing policies and technical controls, assigning accountability, and maintaining ongoing oversight. CompassMSP delivers this through four stages: AI Readiness Map, AI Safe Start, AI Governance Buildout, and AI Operations. 

What should I look for in an MSP for secure AI enablement and governance?

 Look for a provider that assesses your environment before deployment, implements controls, assigns remediation owners, discovers shadow AI, and explains how ongoing oversight works. Ask which frameworks guide its approach and what services are included. CompassMSP begins with a 21-point readiness review and connects governance work with its IT operations and cybersecurity services, with responsibilities defined in your engagement. 

What platforms handle access control for employee AI tools?

AI access controls work across identity systems, the AI application itself, and data protection tools. In Microsoft environments, Microsoft Entra Conditional Access governs access to integrated applications, while Microsoft Purview supports data classification, data loss prevention, and auditing for supported AI tools.

Blocking sensitive uploads through Endpoint DLP requires configured policies, onboarded devices, and supported browser configurations. Coverage depends on the application, licensing, and deployment; a policy alone does not protect every AI interaction.

How do teams govern AI in enablement?

 Effective AI governance establishes an accountable owner, a clear approval process, and technical controls that support business policy. Teams evaluate new tools and use cases by risk, document exceptions with owners and review dates, and monitor adoption, incidents, and control effectiveness. CompassMSP develops these responsibilities and workflows during AI Governance Buildout, then supports recurring oversight through AI Operations. 

Can AI be used safely in regulated industries?

Regulated organizations can adopt AI with safeguards appropriate to their data, workflows, and obligations. These include evaluating vendor terms, classifying sensitive information, restricting access, maintaining audit records, and defining when human review is required. The acceptable use of AI depends on the specific application and information involved.

CompassMSP’s Compliance & Risk Management practice helps align AI governance with applicable requirements and frameworks, including HIPAA, HITRUST, SOC 2, PCI DSS, CMMC, NIST CSF, FINRA, and NYDFS 500.

What resources are needed for an effective AI enablement program?

An effective program needs accountable leadership, a process for approving use cases, technical resources to implement controls, and role-specific employee training. The accountable owner can be an existing leader with clearly assigned responsibilities. IT, security, compliance, and business teams contribute according to the organization’s size and risk.

Our guide to AI governance for Copilot in regulated SMBs explains how policy, employee education, and technical controls work together.

How long does an AI readiness engagement take?

The AI Readiness Map is the required first step, with its timing confirmed during scoping. After that assessment, AI Safe Start is a separate, fixed-scope engagement delivered in two to three weeks, producing a documented safe-to-proceed determination.

AI Governance Buildout takes longer and is sized to your environment and regulatory scope. AI Operations provides ongoing oversight. The two-to-three-week timeline applies to AI Safe Start, rather than the entire four-stage program.

What is shadow AI and why does it matter?

Shadow AI is the use of AI tools outside an organization’s approved processes or oversight. It can expose sensitive information through services whose data handling, retention, access controls, or contractual terms have not been evaluated.

In WalkMe’s 2025 survey, 78% of surveyed U.S. employees who used AI at work reported using tools their employer did not provide. IBM’s 2026 Cost of a Data Breach Report found that 43% of security incidents in the study involved shadow AI, up from 20% in the prior report. Explore the Shadow AI Playbook for practical governance steps.

How does AI increase data breach risk?

AI can increase exposure when employees share sensitive information with unapproved tools, permissions are too broad, or applications and agents have unnecessary access. Microsoft 365 Copilot respects existing user permissions, but those permissions may already expose more information than the business intends. Microsoft’s Copilot privacy and security documentation explains how access works.

CompassMSP’s readiness review examines permissions, data exposure, and control gaps before broader deployment.

Which AI framework does CompassMSP align to?

CompassMSP aligns its approach with the NIST AI Risk Management Framework, organized around Govern, Map, Measure, and Manage, alongside Microsoft Responsible AI principles.

These references help structure ownership, risk assessment, evaluation, and ongoing management. Framework alignment supports a consistent governance approach; it does not itself certify an organization or establish regulatory compliance.

Do we need Microsoft Copilot to work with CompassMSP on AI?

No. CompassMSP supports organizations using Microsoft Copilot, Claude, other selected assistants, and those evaluating AI agents. Platform selection considers your workflows, data, security requirements, and existing technology.

For organizations already using Microsoft 365, Copilot may fit existing workflows, but permissions and data protection settings still need review. Each platform requires its own assessment of access, retention, oversight, and contractual protections.

How do you measure whether AI is delivering value?

Start with a baseline for the work you want to improve, such as time per task, output quality, turnaround time, or cost. Compass evaluates proposed use cases by business value, employee experience, and technical feasibility before prioritizing implementation.

Ongoing measurement compares results against those baselines and tracks adoption, proficiency, incidents, and control health. AI Operations provides recurring reviews so leadership can decide what to expand, adjust, or stop.

Does AI enablement replace employees or roles?

 CompassMSP’s AI enablement engagement focuses on helping teams reduce repetitive work, improve drafting and summarization, find information faster, and make workflows more consistent. Employees remain responsible for reviewing outputs and exercising judgment where needed. Decisions about staffing or changes to roles remain with your organization, supported by analysis of the operational impact. 

How do we get started?

 Start an AI readiness conversation about how your teams use AI, the workflows you want to improve, and any known risks or concerns. CompassMSP then confirms the assessment scope and stakeholders. The AI Readiness Map establishes your current position and priorities before deployment decisions are made. 

See Where You Stand Before AI Expands.

Most organizations have no idea what their AI exposure looks like until it is measured. The readiness conversation takes one meeting and tells you whether you have a policy problem, a controls problem, or both.

Ready to secure your future? Here is what happens next:

  • Discovery
    We schedule a brief call to understand your pain points.

  • Assessment
    We review your current infrastructure and security posture.

  • Roadmap
    We present a right-sized plan to modernize and secure your business.
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