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Senior Project Manager

Custom Software Systems, Inc.
Washington, DC Full Time
POSTED ON 1/28/2026 CLOSED ON 3/27/2026

What are the responsibilities and job description for the Senior Project Manager position at Custom Software Systems, Inc.?

Custom Software Systems, Inc. (CSS) is seeking an experienced Project Manager to coordinate projects across our IT Infrastructure teams.  The ideal candidate will focus on running a large user migration project, which involves key stakeholders across several IT infrastructure and security teams, as well as IT infrastructure staff in another area of the organization.  The ideal candidate will synchronize workstreams across this project, including Windows servers and desktop support, file storage, access management/credentialing, and end user device support, mapping out the project’s lifecycle and serving as central project manager, providing regular status updates and communications to leadership. Responsibilities Develop and maintain a centralized project management framework for all project workstreams  Coordinate cross-functional technical teams to ensure alignment on timelines and deliverables  Create and manage project schedules, dependencies, and critical paths for infrastructure deployments  Facilitate regular stand-ups, planning sessions, and retrospectives across technical teams  Manage release cycles and deployment calendars across server, network, and cloud environments  Identify and mitigate risks, dependencies, and blockers affecting project timelines  Establish standardized communication channels between technical teams and stakeholders  Develop and maintain project documentation, status reports, and dashboards  Serve as the primary point of contact for project status and updates. Work with clients to foster best business practices, the appropriate use of automation to provide efficient, cost-effective administrative systems and a continual process improvement approach to the Board’s automated administrative systems Articulates the program’s strategy and objectives and assesses how it will impact an organization. Delivers successful program outcomes. Clearance Must be clearable. Citizenship US Citizenship  Required Qualifications At least seven (7) years of experience as a program manager or program consultant. Experience with project management tools (Jira, GitLab, etc.)  Experience with ITIL frameworks and IT Service Management  Experience with change management processes in enterprise environments. Knowledge, Skills & Abilities Act as the intermediary to facilitate a clear understanding among all parties about business assumptions and strategic objectives. Work closely with the TS staff to establish, revise, and maintain standards and procedures while implementing system projects. Assist where necessary with business process redesign to take advantage of the efficiencies offered by automation. Assist in researching, selecting, and implementing software packages needed to meet FISMA standards. Research, recommend and write processes, procedures, and policies to meet FISMA standards and ITIL best practices. Defines and oversees a list of dependent projects needed to reach the program’s overall goals. Manages multiple program teams (and sometimes project managers). Strong understanding of agile methodologies  Experience coordinating technical teams across multiple IT domains  Proven ability to manage complex infrastructure projects with interdependencies  Strong communication and stakeholder management skills. Basic understanding of IT infrastructure components (networking, servers, cloud services)  Certificates  PMI Certification and/or Agile program management certification preferred. Compensation & Benefits12 Wage Range: Negotiable General Benefits: Custom Software Systems, Inc. offers our employees a competitive benefits package that may include:  Health insurance plans  Health Savings Account (HSA) Dental Vision Long-term disability Short-term disability Basic term life insurance Supplemental term life insurance for employees, spouses, and dependents Simple IRA Parking/Commuting expense reimbursement Training/Education  Company DescriptionCompany Background:Headquartered in Leesburg, Virginia, Custom Software Systems, Inc. (CSS) is a Woman-Owned (WOSB) and HUBZone certified small business. Built on a foundation of trusted client partnerships, CSS has fostered a stakeholder-centric yet disciplined approach to IT solutions development. This ensures our ability to consistently meet or exceed our customers' expectations. Benefits:CSS is a very employee oriented company knowing that well trained, professional associates are what make our company great. We offer a competitive benefits package that includes: paid holidays and paid time off; medical insurance that includes vision; dental insurance; company paid long and short-term disability and life insurance; a Simple IRA plan (similar to 401k); parking and commuter reimbursement. We also work with our employees on training and professional certification plans that benefit the employee, the client and CSS - a win-win-win strategy.Equal Opportunity Employer:CSS provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. CSS complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including, but not limited to, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.CSS expressly prohibits any form of unlawful employee harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of CSS employees to perform their expected job duties is absolutely not tolerated.

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