Custom Software Systems, Inc. (CSS) is seeking a detail-oriented and highly organized Project Manager (Contract Manager) to support procurement and contract management activities within a dynamic IT environment. This role is critical to ensuring the successful planning, execution, and administration of contracts that support enterprise technology initiatives. The ideal candidate will serve as a key liaison between internal stakeholders, vendors, and leadership—driving procurement processes, maintaining contract compliance, and supporting day-to-day operations with precision and efficiency. This position requires strong communication skills, the ability to manage multiple priorities, and a solid understanding of contract lifecycle management within a government or regulated setting.
Responsibilities
- Interface with various levels of personnel and management throughout the County, as well as with external vendors and contractors.
- Prepare solicitations (RFB, RFP, RFQ) and administer the contracts until performance is completed.
- Prepare Requests for Information (RFIs) and support the management of related documentation, vendor demonstrations, and Q&A activities.
- Perform all steps of the procurement process, such as kick-off and pre-proposal meetings, review of documents, tracking approvals, facilitating legal and purchasing review, and moving contract documents and amendments through the collaboration and approval process within OIT.
- Monitor all financial aspects of assigned contracts (e.g. monitoring funding, burn rate, and expenditures).
- Support day-to-day procurement operations within OIT, including supplier performance monitoring, contract expiration monitoring/renewals, contract scope monitoring/change development/dispute coordination.
- Ensures all relevant documentation accompanies contracts and maintains digital and hard copies of relevant documentation.
- Sharing and providing clarity of contract processes, conditions, and details with employees.
- Maintains schedules/calendars for the Contract Office in preparation, organization, setting agenda, taking notes and minutes, developing action items, and general follow-up of meetings.
- Communications to all levels of the organization.
- Performs other related duties as required.
Citizenship
· US Citizenship
Required Qualifications
- Four (4) years of contract management experience.
- Two (2) years of experience in Information Technology administrative support.
- Four (4) years of experience with Microsoft Office Software.
Knowledge, Skills & Abilities
- Fundamental knowledge of Infrastructure concepts.
- Exceptional organization and coordination skills.
- Exceptional oral and written communication skills.
- Ability to work as part of a team, independently, and multitask.
Education
- Bachelor’s Degree or equivalent experience.
Preferred Qualifications
- Knowledge of IT purchasing for government entities. (Federal, State, or Local).
- Experience in managing high-profile programs for enterprise solutions.
Compensation & Benefits[1][2]
- Wage Range: $170,000 - 190,000
- 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
[1] Compensation range must be coordinated with and approved by the CSS Chief Operating Officer (COO).
[2] Compensation & Benefits information is required for all Maryland Employers effective October 1, 2024.
Skills Required
- Four (4) years of contract management experience
- Two (2) years of experience in Information Technology administrative support
- Four (4) years of experience with Microsoft Office Software
- Bachelor's Degree or equivalent experience
What We Do
Welcome To Custom Software Systems, Inc. About Custom Software Systems, Inc.: Headquartered in Leesburg, Virginia, Custom Software Systems, Inc. (CSS) is a certified Woman Owned Small Business (WOSB) and certified HUBZone 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 deliver on time and within budget and to meet or exceed our customers’ expectations. Core Expertise: CSS specializes in developing and implementing Custom Software Solutions and Support Services which deliver high value to our customers. Our skilled team of consultants helps our clients/partners integrate technology that fits their business needs. We provide our clients with a full array of services, including: - Project Management & Oversight (PMP certified Project Managers) - Database and Data Management (Certified DBA’s) - Data Architecture (DAMA and TDWI member) - Middleware Support (Oracle Fusion Middleware) - Application Lifecycle Management (ALM) - Oracle Fusion Middleware Support - Business Intelligence Support (WebFOCUS, Business Objects, Tableau) - Full Lifecycle Application Development (Agile, RUP, Waterfall) - Identity Management - Operations and Maintenance Core Values: CSS was founded on a set of guiding principles that include good old fashioned hard work, ethics, teamwork, and innovation. We establish relationships with our customers that are based on direct and honest communication and perseverance to get the job done which in turn fosters respect and trust. We expect our associates, at every level, to conduct themselves with integrity, honesty and strong ethics in all relationships with customers and employees.








