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Audit and Advisory Services

Microsoft 365 & Azure Security Assessment

Most Microsoft 365 and Azure environments have accumulated years of configuration drift: legacy protocols, over-privileged users, and misconfigured conditional access policies that create exposure no dashboard will surface.

You've invested in Microsoft security. Understand how it is configured, where exposure remains, and what to fix first. Our independent assessment provides an executive summary and a prioritized remediation roadmap. Implementation is scoped separately.

Not ready to talk yet? Get the 7-sign Microsoft 365 security checklist →

Can someone send email as your company? Run our email security check →

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Board-Ready
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<30m Scoping Call
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Confidential
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1 to 2 Wks
Assessment to Readout
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100%
Non-Intrusive, Read-Only
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Advanced
Discovery Process

Before you book

Which Microsoft assessment fits?

The Microsoft 365 and Azure assessment is advisory: it tells you exactly what to fix and in what order. Fixes are not included. Your team can make them, we can scope a remediation project, or you can choose SARTUS™ if you want approved fixes made inside the engagement.

This page

Microsoft 365 and Azure Security Assessment

Answers
How is our tenant configured, and where is it exposed?
Fixes included
No. You get a prioritized remediation roadmap.
Timeline
Scoping, read-only access, review, then readout. Most assessments take 1 to 2 weeks.
You receive
Executive summary for leadership and a remediation roadmap for IT.
Talk to an Advisor

SARTUS™

Answers
Where are we exposed, are we already compromised, and who fixes it?
Fixes included
Yes. Approved fixes within the agreed scope.
Timeline
Assessment and approved remediation are planned over six business days after agreed prerequisites are complete. The executive readout follows the next week.
You receive
Executive readout, risk register and a record of completed changes. Fixed fee from $10,000.
See SARTUS™ →

Compromise Assessment

Answers
Is an attacker already inside Microsoft 365, cloud, email or endpoints?
Fixes included
No. Suspected active compromise is escalated; containment and full incident response are scoped separately.
Timeline
Scoped to the environment and the evidence available.
You receive
A written answer on whether there is evidence of attacker activity.
See compromise assessment →
SELF-CHECK · MICROSOFT 365

Microsoft 365 security checklist: Check your tenant first.

Get the 7 signs your Microsoft 365 is already compromised, and where to check each one.

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The Danger of Unverified Cloud Infrastructure

Most Microsoft environments grow organically over years, touched by dozens of different IT admins.
The result is "Configuration Drift": a tangled web of legacy protocols, over-privileged users, and shadow IT.
Here is the operational uncertainty our assessments address.

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CRITICAL

Inherited Technical Debt

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Don't accept the risk for an environment you didn't build.
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For newly appointed IT leaders, operating without a baseline is dangerous. We map the exact technical debt, misconfigurations, and vulnerabilities left behind by previous admins so you know exactly what you are managing.

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High

The "Microsoft Secure Score" Illusion

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A high Microsoft Secure Score does not mean you are secure.
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Basic automated dashboards miss context. We go deeper than default checklists, actively hunting for bypassed MFA policies, legacy authentication gaps, and dangerous third-party app integrations.

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CRITICAL

Unseen Identity Exposure

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You cannot secure what you cannot see.
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We identify dormant accounts, over-privileged administrators, bypassed MFA policies, legacy authentication gaps, and OAuth consent grants that give third-party applications excessive access to your Microsoft tenant.

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critical

Compliance & Insurance Blind Spots

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"We think we are secure" is not an acceptable boardroom answer.
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We map your M365 and Azure configurations against frameworks like NIST, CMMC and cyber insurance requirements, so you can prepare for external audits with evidence of where you stand.

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High

M&A Due Diligence Risks

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Don't integrate a compromised tenant into your network.
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For Private Equity and enterprise buyers, we provide rapid, independent cloud assessments of acquisition targets, so you understand the cyber liabilities you may absorb in a merger.

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High

Wasted Premium Licensing

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Maximize your Microsoft investment.
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We identify where you are paying for high-tier E5 security features that your team has failed to configure, helping you justify ROI while strengthening your defense.

What Our Microsoft 365 Security Audit Covers

Traditional consulting audits take months of manual interviews and spreadsheets. We utilize advanced, read-only scanning methodologies to securely ingest millions of data points from your tenant in minutes.

Our certified analysts then translate that data into actionable, executive-level intelligence.

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Identity & Entra ID Analysis

Audit the modern perimeter.

what we assess

We analyze your Conditional Access policies, MFA enforcement gaps, and Privileged Identity Management (PIM) setups to identify where identities are exposed to takeover.

why it matters

Attackers don't break through firewalls anymore; they log in. If your Entra ID is misconfigured, a single compromised password can grant an adversary total control over your cloud environment.

typical outputs
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Environment Baseline

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Zero-Trust Access Validation

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Rogue Privilege Identification

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MFA Bypass Detection

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Priority Review Areas

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M365 Tenant & Mailbox Security

Review collaboration and communication.

what we assess

We review Exchange Online configuration, mailbox permissions, forwarding rules and anti-phishing policies, then document recommended changes and evidence limitations.

why it matters

Business email compromise is one of the costliest cyber threats businesses face. If forwarding rules and phishing policies are weak, attackers can quietly read sensitive data and intercept wire transfers.

typical outputs
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Malicious Forwarding Detection

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Phishing Policy Review

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Tenant Threat Analysis

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Mailbox Permission Mapping

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Azure Infrastructure & Network Audit

Expose misconfigured compute and storage.

what we assess

We audit your Azure Virtual Machines, network security groups, and storage blob configurations to identify cloud infrastructure that is inadvertently exposed to the public internet.

why it matters

A single misconfigured Azure storage blob or open network port can expose millions of customer records. You need absolute certainty that your compute resources are invisible to unauthorized external scanners.

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VM Vulnerability Scan

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Storage Blob Exposure Check

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Network Security Group Audit

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Architecture Gap Analysis

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RPO & RTO Viability Findings

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Data Sprawl & Shadow IT Review

Track where your sensitive data lives.

what we assess

We evaluate Teams, SharePoint, and OneDrive external sharing settings, assessing how data is protected and uncovering unsanctioned third-party applications connected to your tenant.

why it matters

Employees constantly share files externally or connect unsanctioned apps to their M365 accounts for convenience. This creates massive data leakage risks that bypass your standard security controls entirely.

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External Sharing Map

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Data Sprawl Identification

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SharePoint Access Review

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Unsanctioned Integration Alert

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Priority Remediation List

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Executive Risk Translation

Bridge the gap between IT and the Board.

what we assess

We evaluate the aggregated technical vulnerabilities and translate them into clear, boardroom-ready business impacts, allowing executives to understand their true financial and operational exposure.

why it matters

Boards and PE investors do not understand technical jargon. To secure budget or pass due diligence, you must translate Azure misconfigurations into clear financial, legal, and operational risks.

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Financial Impact Analysis

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Peer Benchmarking

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M&A Liability Scoring

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Board-Ready Presentations

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Priority Issues

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The Prioritized Remediation Roadmap

Exact steps to secure your environment.

WHAT WE ASSESS

We score and triage every identified vulnerability based on actual exploitability, mapping them into a phased execution plan that aligns with your IT team's bandwidth and capabilities.

WHY IT MATTERS

An audit without an execution plan is just a list of problems. You need a prioritized, tactical roadmap so your IT team doesn't waste time fixing low-level issues while critical vulnerabilities remain exposed.

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Criticality Scoring

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Quick-Win Identification

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Phased Execution Timeline

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Resource Allocation Guide

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Technical Fix Instructions

The Cloudskope Assessment Advantage

We don't believe in bloated consulting timelines or academic reports.
Our assessment methodology is designed to provide maximum visibility with zero operational friction.

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Unmatched Assessment Speed

Traditional audits take months of manual interviews. By utilizing advanced discovery telemetry, we ingest thousands of data points in minutes, delivering your completed baseline in a fraction of the time.

Rapid ROI

Time-To-Value
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Zero Operational Disruption

Our discovery process uses read-only API access. We do not alter configurations, install heavy agents, or disrupt your employees' daily Microsoft 365 workflows.

0% Disruption

Or Changes
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Board-Ready Translation

A spreadsheet of 1,000 Azure misconfigurations is useless to a CFO. We translate technical vulnerabilities directly into financial and operational risks so leadership can make informed decisions.

Executive-Level

Clarity
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Tactical Execution Plans

We don't just point out your flaws and walk away. Every assessment concludes with a prioritized, step-by-step remediation roadmap that your IT team, or a separately scoped project, can execute.

Actionable Intelligence

For Sustained Protection
USE CASES

When to Commission a Microsoft 365 Security Assessment

Assessments are driven by transition. If your organization is facing any of the following scenarios, you need an independent baseline immediately.

1
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New IT Leadership

You just took over as CISO or IT Director and need an independent baseline of the environment before you accept responsibility for its security.

2
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Mergers & Acquisitions

You are executing technical due diligence and need to validate the security posture of a target company's cloud before integration.

3
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Cyber Insurance Renewal

Your carrier requires proof of MFA enforcement, data governance, and secure cloud configurations to underwrite your policy.

4
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Pre-MDR Deployment

You are preparing to deploy 24/7 Managed Detection & Response and need to know what to clean up and harden in your tenant before onboarding.

Fully automated
Continuously monitored
Always compliant
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Ready to Chat?

What Happens Next

Every engagement is scoped to your environment, priorities, and the level of support you need after findings are delivered.

We help clients assess readiness, fix what matters, and improve resilience over time.

How To Get Started on a Microsoft Assessment

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Discover

We define scope, align priorities, and structure the assessment around the continuity and readiness risks that matter most.

We Prioritize Scope
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Audit

We complete the review and validate where Azure and Microsoft 365 are not configured optimally.

Independent and Read-Only
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Remediate

We help your team prioritize and address the resilience, recovery, and governance gaps that matter most.

Prioritized Fix Plan
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Protect

Where needed, Cloudskope stays engaged through governance support, exercise planning and 24/7 monitoring.

We Help When You Need It
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FAQ

Frequently Asked Questions

Answers to the most common questions about scope, process, and what happens after the audit.

1
How long does the assessment take?
2
Will this assessment break anything or cause downtime?
3
Can't our current managed service provider (MSP) just do this?
4
What exactly do we receive at the end of the engagement?
5
Can Cloudskope help us fix the vulnerabilities you find?
6
We already monitor our Microsoft Secure Score. Why do we need an independent assessment?
7
During the M365 and Azure audit, will Cloudskope have access to our company’s sensitive files or emails?
8
Will this report just give my IT team an overwhelming list of problems we don't have the budget to fix?

Don't Accept Unknown Risk

Operating a Microsoft environment without an independent baseline is a dangerous gamble.

Whether you are facing a strict compliance audit, acquiring a new company, or taking over a messy tenant, you need absolute clarity.

Let Cloudskope’s expert assessors expose your hidden vulnerabilities before an adversary does.