Most teams don’t necessarily struggle with ITAR or CMMC because they don’t understand the rules. They struggle because those rules collide with how modern work actually works.

  • Files move through cloud platforms
  • Vendors touch sensitive data
  • People collaborate outside the network

Yet compliance frameworks were built around control, evidence, and accountability.

That gap, between how work flows and how regulators expect it to be governed, is where the real cost of compliance lives. Not in the checklist, but in the operational drag required to prove the checklist is being followed.

ITAR and CMMC Assessments Are Your Evidence Tests

When regulators or assessors evaluate ITAR or CMMC, they are not asking: “Are you using a secure platform?”

They are asking:

  • Who accessed controlled data?
  • Was it encrypted at all times?
  • Could a third party or cloud provider read it?
  • Can you prove the enforcement and access history?

That’s an evidence review of your data controls. And this is where most organizations lose time, money, and credibility.

🔍 Turn Your Controls Into Proof!

ITAR and CMMC don’t grade intentions; they grade evidence. See how Theodosiana gives you verifiable protection across every file.

See How It Works

1. Manual Compliance Creates Invisible Labor

Spreadsheets, exported access logs, screenshots, and email approvals. This is how most teams “prove” compliance. 

It works until an incident response or a formal assessment.

Then the cost shows up:

  • Security teams spend weeks pulling artifacts
  • Engineers are dragged off projects to reconstruct evidence
  • Leadership is blind until it’s too late

The framework didn’t fail; the manual evidence model did.

2. Cloud and SaaS Turn Every Vendor Into a Compliance Risk

ITAR and CMMC assume you know where data is and who can access it. Modern SaaS makes that assumption false.

When files live in:

  • Microsoft 365
  • Google Drive
  • Dropbox
  • Vendor portals
  • Collaboration tools

Your data is accessible to:

  • Your users
  • Your vendor’s admins
  • Your vendor’s support staff
  • Anyone who compromises their platform

This is why encrypted at-rest and in-transit” is not enough. Those platforms can still decrypt your data. 

From a regulator’s perspective, that means: The data was accessible outside your control, which creates assessment risk even if the vendor was compliant.

If you want to explore this in more detail, this is a must-read: Your Files Are Encrypted. So Why Are They Still at Risk?

3. Evidence Fails When Encryption Isn’t Persistent

Assessors don’t care that encryption existed; they care whether unauthorized access was technically impossible.

If a SaaS platform could decrypt the file, then in a breach scenario:

  • You can’t prove that the data was protected
  • You can’t prove that exposure didn’t occur
  • You can’t limit regulatory impact

That turns every third-party incident into a compliance event. 

Have a read of this blog post to learn more about how to avoid this: How to Protect Your Data Against Third-Party Breaches.

mobile encryption

4. Access Controls Without Context Collapse Under Scrutiny

Role-based access sounds good on paper, but regulators and assessors look for:

  • Who accessed which files
  • Under what conditions
  • From where
  • With what authorization

Static roles can’t answer that; that’s why modern compliance expects:

Without this, teams spend days justifying why access was “probably okay.”

5. Compliance Fatigue Is a Security Risk

When compliance lives in tools instead of systems:

  • Teams create workarounds
  • Shadow IT grows
  • Evidence becomes inconsistent
  • Incidents become harder to contain

Eventually, the organization passes assessments but becomes operationally fragile. That’s the most dangerous form of compliance.

Why Data-Centric Security Changes the Cost Equation

When encryption, access control, and auditability live inside the file itself, compliance stops being a project and becomes a property.

That means:

  • Third-party platforms can’t read your data
  • Every access is logged and provable
  • Encryption never turns off
  • Evidence is always available

That’s what regulators actually want: Continuous control, not periodic proof.

What This Means for ITAR & CMMC Teams

ITAR and CMMC aren’t expensive because they’re strict. They’re expensive because most environments were never designed to produce the evidence they require.

When security controls live at the platform layer, compliance becomes more like detective work. When controls live at the data layer, compliance becomes automatic.

That’s the difference between surviving assessments and operating with confidence.

⚠️ Your Data Is Still Your Responsibility

Third-party platforms don’t change who regulators hold accountable. See how Theodosiana keeps your files protected and auditable everywhere.

Protect Your Files Now

FAQs: ITAR & CMMC Assessment Readiness Explained

Why do ITAR and CMMC assessments fail?

Most failures happen because controls exist on paper but can’t be proven in practice. Assessors look for evidence, not intent. If teams can’t demonstrate how sensitive data is protected at all times, gaps appear before technical testing even begins.

Is ITAR or CMMC an audit or an assessment?

They are assessments, not traditional audits. The difference matters: assessors evaluate whether controls are implemented, enforced, and evidenced, not just documented. If evidence is missing, controls are treated as ineffective.

Is encryption at-rest and in-transit enough for ITAR or CMMC compliance?

No. While encryption is required, assessors increasingly look at who can decrypt the data and under what conditions. If platforms, administrators, or third parties can access plaintext data, encryption alone may be considered insufficient.

What is the biggest data protection mistake teams make before an assessment?

Relying on platform-level security and assuming it covers sensitive data everywhere it travels. Once files are downloaded, shared, or accessed via third parties, many controls no longer apply and assessors notice.

How early should teams prepare for an ITAR or CMMC assessment?

Preparation should start months before the assessment, not weeks. Waiting until assessors request evidence often exposes hidden gaps in logging, access controls, and data handling workflows.

Why is file-level security relevant to ITAR and CMMC assessments?

File-level security allows organizations to prove that protection follows the data itself. This makes it easier to show assessors that sensitive information remains encrypted, access-controlled, and auditable regardless of location or system.