leeroy-jankins/Executive-Order-14144

---
language:
- en
license: other
pretty_name: Executive Order 14144 Cybersecurity Question Answering Dataset
size_categories:
- n<1K
task_categories:
- question-answering
tags:
- cybersecurity
- executive-order
- executive-order-14144
- federal-cybersecurity
- cyber-policy
- software-supply-chain
- secure-software-development
- cisa
- nist
- omb
- fedramp
- federal-acquisition
- post-quantum-cryptography
- digital-identity
- artificial-intelligence
- cyber-defense
- zero-trust
- cyber-trust-mark
- national-security-systems
- question-answering
- instruction-tuning
- synthetic
---
<img src="assets/Executive Order 14144.png" alt="Preview" width="1000"/>
# Executive Order 14144 Cybersecurity Question Answering Dataset


## Dataset Summary

The **Executive Order 14144 Cybersecurity Question Answering Dataset** is a
synthetic instruction-style question-answering dataset derived from **Executive
Order 14144 of January 16, 2025, Strengthening and Promoting Innovation in the
Nation’s Cybersecurity**.

The dataset is designed to support training, fine-tuning, retrieval evaluation,
and domain-specific question-answering use cases related to Federal
cybersecurity policy, software supply chain security, secure Federal
communications, digital identity, artificial intelligence for cyber defense,
post-quantum cryptography, Federal acquisition requirements, cloud security,
space system cybersecurity, and malicious cyber-enabled activities.

The source document builds on prior Federal cybersecurity modernization efforts
and directs additional actions to improve national cybersecurity by defending
digital infrastructure, securing critical digital services and capabilities,
strengthening Federal identity and communications systems, improving software
and cloud provider accountability, and promoting emerging technologies for
cybersecurity.

## Source Document

- **Title:** Executive Order 14144 — Strengthening and Promoting Innovation in
the Nation’s Cybersecurity
- **Document Type:** Presidential Document / Executive Order
- **Executive Order Number:** 14144
- **Date Issued:** January 16, 2025
- **Federal Register Publication Date:** January 17, 2025
- **Federal Register Citation:** 90 FR 6755
- **Federal Register Document Number:** 2025-01470
- **Primary Subject Area:** Federal cybersecurity policy and national
cybersecurity modernization

## Dataset Structure

Each record follows a conversational question-answer schema:

| Field | Type | Description |
|---|---|---|
| `ID` | integer | Unique numeric record identifier. |
| `Users` | string | Speaker label for the user prompt. |
| `Questions` | string | User question derived from Executive Order 14144. |
| `Assistants` | string | Speaker label for the assistant response. |
| `Answers` | string | Assistant answer grounded in the source document. |

## Example Record

| ID | Users | Questions | Assistants | Answers |
|---:|---|---|---|---|
| 1 | User | What is Executive Order 14144 about? | Assistant | Executive Order 14144 strengthens and promotes innovation in the Nation’s cybersecurity by directing actions on software supply chain security, Federal systems, secure communications, digital identity, artificial intelligence, policy modernization, and malicious cyber-enabled activities. |

## Dataset Creation

### Source Selection

The dataset was created from Executive Order 14144, including coverage of:

- National cybersecurity policy
- Third-party software supply chain transparency
- Secure software development attestations
- CISA’s Repository for Software Attestation and Artifacts
- Machine-readable attestations and artifacts
- Federal Acquisition Regulation update actions
- NIST Secure Software Development Framework updates
- NIST Special Publication 800-53 patch and update guidance
- NIST Special Publication 800-161 cybersecurity supply chain risk management
- Open source software security and patching
- Federal system cybersecurity modernization
- Phishing-resistant authentication and WebAuthn
- Endpoint detection and response data access
- CISA Federal Civilian Executive Branch threat hunting
- FedRAMP cloud security baselines
- Civil space system cybersecurity
- Federal communications security
- Border Gateway Protocol security
- Route Origin Authorizations
- Encrypted Domain Name System support
- Email transport encryption
- Voice, video, and instant messaging encryption
- Post-quantum cryptography transition planning
- Cloud cryptographic key and access token management
- Digital identity documents
- Yes/No attribute validation services
- Public benefits fraud prevention
- Artificial intelligence for cyber defense
- AI-enabled critical infrastructure cyber defense
- Large-scale labeled cyber defense datasets
- Security of AI-generated code
- AI software vulnerability management
- Rules-as-code for cybersecurity policy
- Minimum cybersecurity practices
- United States Cyber Trust Mark requirements
- National Security Systems and debilitating impact systems
- Space National Security Systems cybersecurity
- Significant malicious cyber-enabled activities
- Cyber sanctions authority updates
- Definitions used in the order

### Generation Method

Questions and answers were generated synthetically from the source document. The
dataset was structured in a simple conversational format suitable for instruction
tuning, retrieval-augmented generation evaluation, cybersecurity education,
policy analysis, and Federal cybersecurity training.

The generated records summarize and reformulate the source material rather than
copying extended passages verbatim.

### Dataset Size

The current dataset contains **100 records**.

## Intended Uses

This dataset is intended for:

- Fine-tuning small language models on Federal cybersecurity policy concepts
- Building retrieval-augmented generation evaluation datasets
- Testing question-answering systems for Federal cybersecurity and cyber policy
domains
- Training assistants to answer foundational questions about Executive Order
14144
- Creating educational tools for cybersecurity governance and policy training
- Supporting internal organizational learning about Federal cyber modernization
- Supporting policy analysis involving cybersecurity, acquisition, identity,
cloud security, artificial intelligence, and cryptographic modernization
- Building synthetic benchmark records for cyber policy retrieval tasks

## Out-of-Scope Uses

This dataset should not be used as:

- A substitute for the official Executive Order
- Legal, regulatory, compliance, procurement, cybersecurity, sanctions, or audit
advice
- A complete implementation guide for Federal cybersecurity requirements
- A certification basis for cybersecurity programs, systems, services, or
vendors
- A source for determining whether an agency, contractor, cloud provider,
software provider, or information system is compliant
- A replacement for expert review by legal, acquisition, cybersecurity, privacy,
cloud security, identity, sanctions, or enterprise risk professionals
- A complete authority for interpreting obligations under Federal law, OMB
guidance, CISA directives, NIST publications, FedRAMP requirements, or the
Federal Acquisition Regulation

## Limitations

This dataset is synthetic and educational. Although it is based on Executive
Order 14144, the answers are summarized and reformulated.

Known limitations include:

- The dataset does not reproduce the full Executive Order.
- The dataset may simplify nuanced legal, acquisition, cybersecurity, privacy,
sanctions, or implementation requirements.
- The dataset does not include formal citations at the record level.
- The dataset does not provide legal, regulatory, procurement, sanctions, audit,
or compliance determinations.
- The dataset should be reviewed before use in high-stakes government,
acquisition, cybersecurity, or legal settings.
- The dataset may not reflect later amendments, implementation guidance, Federal
Acquisition Regulation updates, OMB memoranda, CISA directives, NIST
publications, FedRAMP updates, or agency-specific policy.
- The dataset does not determine whether specific organizations, products,
systems, or vendors satisfy Executive Order requirements.

## Bias, Risk, and Responsible Use

The source document addresses national cybersecurity threats, Federal system
security, software supply chain accountability, artificial intelligence for cyber
defense, digital identity, fraud prevention, cryptographic modernization, and
malicious cyber-enabled activity.

This dataset reformulates those concepts for educational and model-training
purposes. Users should evaluate the dataset for:

- Accuracy against the official Executive Order
- Completeness for the intended use case
- Suitability for the target model or retrieval system
- Potential overgeneralization
- Missing implementation context
- Later amendments or superseding guidance
- Applicability to specific Federal agencies, contractors, systems, products, or
vendors
- Alignment with organizational legal, acquisition, cybersecurity, sanctions,
privacy, and enterprise risk review processes

For operational, legal, procurement, sanctions, or cybersecurity use, users
should consult the official Executive Order, subsequent Federal implementation
guidance, and qualified subject-matter experts.

## Security Considerations

This dataset discusses cybersecurity modernization, threat hunting, identity
security, cryptographic transition planning, supply chain risk management,
software attestations, artificial intelligence for cyber defense, cloud security,
and malicious cyber-enabled activity.

It should be used for defensive education, policy analysis, governance training,
retrieval evaluation, and responsible cybersecurity knowledge development. Model
outputs trained or evaluated with this dataset should not be used as direct
operational security, procurement, sanctions, or legal guidance without expert
review.

## Licensing

This dataset is derived from a United States Federal Government publication.
The metadata field is set to `license: other` as a conservative placeholder.
Before publishing or redistributing the dataset, verify the appropriate license
or public-domain metadata expected by the target hosting platform.

## Attribution

This dataset is derived from:

Executive Order 14144 of January 16, 2025.
Strengthening and Promoting Innovation in the Nation’s Cybersecurity.
Federal Register, Vol. 90, No. 11, January 17, 2025, Presidential Documents,
pages 6755-6771.

## Citation

If you use this dataset, cite the source document:

Executive Order 14144 of January 16, 2025. Strengthening and Promoting
Innovation in the Nation’s Cybersecurity. Federal Register, Vol. 90,
No. 11, January 17, 2025, Presidential Documents, 90 FR 6755.

## Recommended Citation for This Dataset

Executive Order 14144 Cybersecurity Question Answering Dataset. Synthetic
question-answering dataset derived from Executive Order 14144,
Strengthening and Promoting Innovation in the Nation’s Cybersecurity.

## Maintenance

This dataset should be reviewed and updated when:

- Executive Order 14144 is amended, superseded, or revoked
- OMB issues implementation guidance under Executive Order 14144
- CISA issues related directives, guidance, technical controls, or reporting
requirements
- NIST updates referenced cybersecurity publications or implementation guidance
- The FAR Council issues relevant proposed, interim, or final acquisition rules
- FedRAMP updates requirements related to cloud baselines or cryptographic key
management
- Federal guidance on post-quantum cryptography changes
- Federal policy on digital identity documents or attribute validation changes
- Federal policy on AI vulnerability management or AI cyber defense changes
- Federal sanctions policy for malicious cyber-enabled activity changes
- The dataset is expanded with additional records or record-level citations

## Version

- **Dataset Version:** 1.0
- **Source Document:** Executive Order 14144
- **Initial Record Count:** 100