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Syms Strategic Group, LLC (SSG)

Builds IT systems and advises on program operations

Senior Systems Administrator

Full-TimePosted on 10/13/2026
$85.4k - $117k/yr
Senior, Expert
Bachelor's
Frederick, MD, USA
RemoteRemote within the United States; candidates in California, Colorado, Illinois, Minnesota, New Jersey, New York, Oregon, or Washington are not considered.
IT OperationsSystem Administration
No H1B Sponsorship
US Citizenship Required

About the job

Requirements
  • A proven track record of managing and maintaining complex Amazon Web Services (AWS) environments.
  • Hands-on experience with Windows and Linux/Unix operating systems.
  • Experience with large-scale, high-availability, and scalable cloud architecture.
  • Proficiency in core AWS services, including Elastic Compute Cloud (EC2), Simple Storage Service (S3), Relational Database Service (RDS), Virtual Private Cloud (VPC), Lambda, Identity and Access Management (IAM), CloudFormation, CloudWatch, and Route 53.
  • Experience with AWS security practices and services, including AWS IAM, AWS Shield, and AWS Web Application Firewall (WAF).
  • Experience designing, deploying, and managing scalable and secure AWS cloud infrastructure.
  • Proficiency in setting up and managing AWS networking components, including VPCs, subnets, security groups, and Network Access Control Lists (NACLs).
  • Proficiency in scripting languages such as Python, Bash, PowerShell, or Node.js for automation.
  • Experience with Infrastructure-as-Code tools such as AWS CloudFormation, Terraform, or AWS Cloud Development Kit (CDK).
  • Experience with AWS monitoring or logging tools such as CloudWatch, CloudTrail, and AWS Config.
  • Experience optimizing performance and troubleshooting AWS resources, instances, and services.
  • Understanding of AWS security best practices and compliance frameworks, including Health Insurance Portability and Accountability Act (HIPAA), General Data Protection Regulation (GDPR), and System and Organization Controls 2 (SOC 2).
  • Experience implementing encryption, key management, and data protection mechanisms within AWS.
  • Experience with AWS database services such as Amazon RDS, DynamoDB, Aurora, and Redshift.
  • Familiarity with continuous integration and continuous delivery (CI/CD) tools and practices, such as AWS CodePipeline and AWS CodeBuild.
  • Experience with containerization and orchestration tools such as Docker, Kubernetes, Elastic Container Service (ECS), and Elastic Kubernetes Service (EKS).
  • At least 8 years of professional experience, including 8 years of system administration experience focused on cloud infrastructure.
  • A bachelor's degree in Computer Science, Information Technology, Systems Engineering, or a related field.
  • U.S. citizenship is required.
  • Must possess or qualify for a Public Trust (MBI).
  • Must be based in the United States; candidates from California, Colorado, Illinois, Minnesota, New Jersey, New York, Oregon, or Washington are not considered.
  • Must be willing to provide on-call emergency support and maintenance when required.
  • Must provide a LinkedIn profile link as part of the screening process.
Responsibilities
  • Perform day-to-day operational maintenance, support, and upgrades for complex operating systems and server hardware.
  • Develop solutions to routine technical problems of limited scope using standard practices and procedures.
  • Coordinate, direct, and perform complex software installations and upgrades to operating systems and layered software packages.
  • Schedule installations and upgrades and maintain them in accordance with established Information Technology procedures.
  • Monitor and tune multiple systems to achieve optimum performance levels.
  • Ensure data and media recoverability by developing and implementing schedules for system backups and database archive operations.
  • Plan and implement server modernization.
  • Develop, implement, and promote standard operating procedures and schedules.
  • Conduct hardware and software audits of workstations and servers to ensure compliance with established standards, policies, and configuration guidelines.
  • Develop and implement new standards, policies, and procedures.
  • Work with Network and System Analysts to help determine and develop the systems to be implemented.
  • Mentor and provide technical guidance to junior administrators and IT staff.
  • Lead technical projects and collaborate with cross-functional teams.
  • Document and maintain system configurations, processes, and procedures.
  • Manage and contribute to multiple projects, ensuring timely completion and quality results.
  • Stay current with emerging AWS technologies and industry trends.
Desired Qualifications
  • AWS Certified SysOps Administrator certification.
  • AWS Certified Solutions Architect certification.
  • AWS Certified DevOps Engineer certification.
  • Edifecs certification.
  • Deep hands-on Edifecs experience with Electronic Data Interchange (EDI) X.12 transaction standards and workflows, including medical claims transactions (837, 834, 835, 277, etc.), 270/271 and 278 transactions, and 999 transactions.
  • Knowledge of HIPAA compliance requirements in cloud data architecture.
  • Experience with healthcare payer/PBM systems, clearinghouses, or pharmacy operations.
  • Experience with Edifecs.

About the company

S

Syms Strategic Group, LLC (SSG)

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Syms Strategic Group builds and supports information systems for public agencies and commercial organizations, alongside advice on running complex programs. Its technical teams develop custom applications, move systems to cloud platforms and maintain the databases behind day-to-day services. The firm also helps clients plan budgets, improve processes and organize records, connecting technology work with the administrative tasks needed to keep programs operating. Revenue comes from contracted technical and management services, including ongoing support and improvement of client systems. Founded in 2016, Syms Strategic Group is headquartered in Ashburn, Virginia.

Company Size

11-50

Company Stage

N/A

Total Funding

N/A

Headquarters

Ashburn, VA

Founded

2016

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Simplify's Take

What believers are saying

  • Employee training is advertised: SSG's careers page lists continuous training opportunities.
  • Client exposure is explicit: the senior process analyst ad includes interviews, workshops and presentations.
  • Pay is visible for one role: SSG's cloud principal ad lists a $109,623-$126,790 salary range.

What critics are saying

  • Cloud engineers face on-call demands: the principal role includes emergency maintenance and support.
  • Remote hiring excludes eight states: the Edifecs operations lead ad lists geographic restrictions.
  • Security screening limits eligibility: the solutions architect posting requires U.S. citizenship and Public Trust eligibility.

What makes Syms Strategic Group, LLC (SSG) unique

  • Veteran ownership is verified: SSG identifies as an SBA-verified, service-disabled veteran-owned small business.
  • Maryland has a buying route: SSG lists a subcontractor place on the state's START 2024 technology agreement.
  • Finance work extends beyond development: SSG's Veterans Health Administration portfolio includes product delivery, operations and security compliance.

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