Rules Analyst - Level 3

Oak Leaf Solutions Llc; Hanover (MD); On-site; USD 180,000 - 230,000; Full time

Benefits offered by this job

Premium Medical Coverage

Tricare Supplement

Dental & Vision Insurance

Disability Insurance

Life Insurance

401(k) with Company Contribution

Paid Leave

Professional Development

Wellness Perks

Military Pay Differential

Job summary

Oak Leaf Solutions Llc in Hanover, MD seeks a Level 3 Rules Analyst with active TS/SCI clearance and MD polygraph to identify and manage compliance obligations across documents and systems.

You will craft machine-readable rules, develop policy guidance, and produce reports and briefings for diverse audiences, using Confluence, JIRA, and MS Word/PowerPoint. The role emphasizes national security work with government clients and a strong emphasis on documentation and controls.

Qualifications

• Requires 15 years of relevant experience in programs involving Customer authorities.
• Bachelor’s degree in a relevant discipline from an accredited college/university.
• Master’s degree or J.D. may substitute for two years of experience (reducing requirement to 13 years).
• Four additional years of experience may substitute for a Bachelor’s degree for a total of 19 years.

Responsibilities

• Identify compliance obligations in legal and policy documents per established procedures.
• Prepare reports, responses, and briefings for diverse audiences.
• Analyze compliance obligations to design and maintain controls, system requirements, and machine-readable rules.
• Provide subject matter expertise to develop mission compliance-related policy and guidance.
• Create and maintain user guide documentation for analyzing legal and policy documents.

Skills

Compliance analysis

Confluence & JIRA

MS Word / PowerPoint / Acrobat

Customer engagement

Reporting & briefing

Policy development

Documentation

Legal/authorities familiarity

Classification & organization

Education

Bachelor’s degree in legal/technical field

Master’s degree or J.D. substitution

JD with 5+ years IC privacy experience

Tools

Confluence

JIRA

MS Word

PowerPoint

Adobe Acrobat Pro

Job description

LOCATION: Hanover, MD

CLEARANCE REQUIREMENT: A current and active TS/SCI clearance with a Maryland (MD) polygraph is required for consideration.

The Level 3 Rules Analyst shall possess the following capabilities

• Will identify compliance obligations in legal and policy documents in accordance with established procedures.
• Use multiple word processing and presentation tools (e.g., MS Word, PowerPoint, Adobe Pro).
• Use task tracking and documentation software (e.g., Confluence and JIRA).
• Engage with customers to understand problems and determine solutions based on existing documentation and guidance.
• Prepare reports, responses, and briefings targeted to a wide range of audiences.
• Analyze compliance obligations to identify, design, and maintain controls, system requirements, and/or machine-readable rules that enable compliance automation.
• Provide subject matter expertise to the development of mission compliance-related policy and guidance.
• Create and maintain user guide documentation for analyzing legal and policy documents.
• Familiarity with Customer authorities demonstrated with practical experience.
• Innovate ways to categorize, organize, and manage compliance obligations and related controls, system requirements, and/or machine-readable rules that enable compliance automation.

Requirements

CLEARANCE REQUIREMENT: A current and active TS/SCI clearance with a Maryland (MD) polygraph is required for consideration.

Qualifications

• Requires 15 years of relevant experience in programs involving Customer authorities, and a Bachelor's degree in a relevant discipline (e.g., legal, technical field, library science) from an accredited college or university.
• A Master's degree or J.D. may be substituted for two (2) years of experience, reducing the requirement to 13 years of experience.
• Four (4) additional years of experience may be substituted for a Bachelor's degree for a total of 19 years.
• Or a J.D. and at least 5 years experience in the legal or 5 technical aspects of Intelligence Community Privacy Compliance required.

About Oak Leaf Solutions

Founded in 2008, Oak Leaf Solutions is a mission-driven small business delivering advanced systems engineering, cybersecurity, and technical operations to U.S. Government customers. We specialize in high-impact work that supports national security, while cultivating a culture that values innovation, integrity, and employee well-being. At Oak Leaf, you’ll find a place where your skills make a difference—and where your compensation reflects your value. We offer highly competitive salaries, exceptional benefits, and meaningful opportunities for professional growth. Veterans, reservists, and cleared professionals are strongly encouraged to apply. Learn more at www.oakleafsolutions.net.

What We Offer

Our benefits are designed to take care of you—at work, at home, and everywhere in between:

• Premium Medical Coverage
• Tricare Supplement Plan – 100% employer-paid for employees, 80% for dependents
• Dental & Vision Insurance – 100% employer-paid
• Disability Insurance – 100% employer-paid
• Life Insurance – $100,000 policy, 100% employer-paid
• 401(k) with Company Contribution – Pre-tax or Roth, with up to $5,000/year in contributions
• Generous Paid Leave – 15 PTO days + 11 federal holidays + up to 12 weeks parental leave
• Professional Development – Up to $5,250/year for certifications, training, and education
• Wellness Perks – Gym membership reimbursement (up to $50/month) + CareFirst Blue365 discounts
• Support for Military Families – Pay differential for active duty reserve service

and more.