Technical Support Specialist Jobs in District of Columbia
Technical Support Specialist jobs in District of Columbia concentrate heavily in federal government contracting, cybersecurity, and managed IT services, with demand at every level from entry-level help desk to senior infrastructure support. Most hiring is anchored in Washington D.C. itself, where organizations like Leidos, Booz Allen Hamilton, and SAIC maintain large technical workforces supporting federal agencies. The most sought-after specialties include network troubleshooting, endpoint management, and government IT security clearance experience. Scan the live roles below and apply to whichever ones fit.
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Redwood Strategy Group is seeking a Technical Customer Support Specialist III – DAI Help Desk and Reporting SME to support a Department of War (DoW) financial management program. This position provides Tier 1 functional and technical support for the Defense Agencies Initiative (DAI), with primary responsibility for Procure-to-Pay (P2P), Cost Accounting (CA), and Oracle Time and Labor (OTL). The position also serves as the agency’s Oracle Business Intelligence Enterprise Edition (OBIEE) subject-matter expert, developing and maintaining dashboards, reports, and analytic views.
DAI Help Desk Support
- Primary Tier 1 help desk support for DAI-related functional, technical, access, and processing issues.
- Troubleshoot and resolve issues primarily involving P2P, Cost Accounting, and OTL.
- Record, manage, track, escalate, and close customer issues using Serena Business Manager or a comparable customer relationship management and ticketing system.
- Perform root-cause analyses of recurring or complex help desk issues.
- Clearly communicate findings, resolutions, procedures, and ticket status to customers through the ticketing system, email, telephone, and virtual meetings.
- Coordinate with the DAI PMO and other technical or functional support teams to resolve escalated issues.
- Produce help desk metrics and recurring operational reports to identify trends, discrepancies, and common support needs.
Procure-to-Pay Support
- Apply knowledge of Oracle R12 Contract Lifecycle Management, Purchasing, and iProcurement.
- Troubleshoot and resolve requisition, obligation, purchasing, Access Online interface errors, and supplier-related issues.
- Support supplier configuration and novation activities.
- Add and maintain suppliers in DAI using the System for Award Management supplier-interface process.
- Assist users with financial transactions and related P2P business processes.
Cost Accounting and Project Support
- Provide functional assistance with DAI Cost Accounting and Oracle Projects.
- Support the creation and configuration of projects, tasks, and project templates.
- Assist with issues involving project accounting, document obligation types, and related financial processes.
- Apply knowledge of Order-to-Cash and Cost Accounting processes when researching and resolving customer issues.
Oracle Time and Labor Support
- Troubleshoot and resolve timecard creation, submission, validation, approval, and payroll-processing issues.
- Assist with HR employee-record and payroll-related problems affecting OTL.
- Apply knowledge of Absence Management and Premium Management when resolving paid-time-off, leave, and premium-pay processing issues.
- Provide users with guidance on applicable OTL procedures and business rules.
OBIEE Reporting and Advana/Data Analytics
- Serve as the agency’s OBIEE and Advana subject-matter expert.
- Design, develop, customize, maintain, and support dashboards and reports in OBIEE and Advana.
- Create reports incorporating drill-down and dynamic analytic views, pivot tables, charts, column selectors, and hyperlinks to related analyses.
- Analyze financial and operational data to identify trends, discrepancies, anomalies, and reporting requirements.
- Develop recurring and ad hoc reports that support agency leadership, financial operations, and help desk performance.
- Troubleshoot reporting issues and validate the accuracy and usability of dashboard and report results.
- Apply appropriate analytical tools (such as Excel, SQL, OBIEE, and enterprise analytics platforms) to investigate issues and communicate findings.
- Support migration of high-value OBIEE reports, recurring spreadsheets, help-desk metrics, and manual analyses into Advana or successor enterprise analytics capabilities.
ICAM and DAI Account Support
- Assist new hires and other users with ICAM and DAI account requests.
- Provide guidance on DAI self-registration and completion of DD Form 2875 system-access requests.
- Support the transition to DAI role provisioning through ICAM beginning in FY27.
- Help document and refine agency procedures as ICAM-based DAI provisioning requirements evolve.
- Coordinate with users, supervisors, security personnel, and system administrators to address incomplete or delayed access requests.
Training and User Support
- Assist with quarterly virtual DAI training sessions for agency personnel.
- Help prepare training materials, demonstrations, job aids, and responses to participant questions.
- Provide individual and group instruction on DAI processes, OBIEE reporting, account-access procedures, and common help desk issues.
- Support onboarding and basic DAI orientation for new employees.
- Participate in relevant DAI meetings, teleconferences, system testing, and new-functionality reviews.
Required Qualifications
- Demonstrated experience providing functional or technical support for DAI or a comparable Oracle Federal Financials environment.
- Working knowledge of DAI P2P, Cost Accounting, and OTL business processes.
- Experience troubleshooting customer issues and documenting them in a ticket-management system.
- Experience conducting root-cause analysis and coordinating the resolution of escalated issues.
- Strong knowledge of Oracle Financials and related federal financial-management processes.
- Experience developing, customizing, or supporting OBIEE and Advana dashboards and reports.
- Ability to analyze data, validate report accuracy, and identify trends, discrepancies, and anomalies.
- Strong written and verbal communication skills.
- Ability to explain technical and financial-system processes to users with varying levels of experience.
- Experience developing metrics, recurring reports, user guidance, or training materials.
- Ability to work effectively with end users, functional teams, system administrators, and program-management personnel.
Preferred Qualifications
- Hands-on experience with ICAM account management, access requests, or role provisioning.
- Knowledge of Oracle R12 Contract Lifecycle Management, Purchasing, iProcurement, Oracle Projects, Absence Management, and Premium Management.
- Experience with ADVANA/Data Analytics tool.
- Experience supporting ICAM and DD Form 2875 processing.
- Experience with Serena Business Manager or a comparable CRM and ticketing application.
- Prior experience supporting a Department of Defense agency or other federal organization.
Security Requirements
- U.S. Citizenship required.
- Ability to obtain and maintain a Tier 3 (or higher) background investigation and Common Access Card (CAC), as required by the Government.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
See All 5 Technical Support Specialist Jobs in District of Columbia
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Find JobsTechnical Support Specialist Jobs by City in District of Columbia
Where District of Columbia roles are concentrated, by current openings.
Technical Support Specialist Job Market in District of Columbia
A snapshot from current District of Columbia openings, updated as new roles post.
Who's Hiring



What District of Columbia Employers Look For
The qualifications that appear most often in technical support specialist jobs across District of Columbia.
- CompTIA A+ or Security+ certification preferred or required for federal contract roles
- One to three years of help desk or desktop support experience in an enterprise environment
- Familiarity with ticketing systems such as ServiceNow or Remedy
- Experience supporting Windows operating systems and Microsoft 365 in a networked environment
- Ability to obtain or hold an active federal security clearance at Secret or higher level
- Strong written and verbal communication skills for end-user support in a professional setting
Technical Support Specialist Jobs in District of Columbia: Frequently Asked Questions
How do you become a technical support specialist in District of Columbia?
Most technical support specialist roles in District of Columbia require at least an associate degree in information technology or a related field, though many employers prioritize certifications like CompTIA A+, Network+, or Security+ over a four-year degree. Because the D.C. market is dominated by federal contracting, candidates who pursue a security clearance through a sponsoring employer gain a significant hiring advantage. There is no D.C.-specific state license for this role.
Which companies hire technical support specialists in District of Columbia?
Companies currently hiring technical support specialists in District of Columbia include Rippling, Great Minds, and CROWELL & MORING LLP, per current listings on Migrate Mate as of September 2026. The D.C. market leans heavily toward federal IT contractors and defense-adjacent firms, so large integrators with long-term government contracts tend to be the most consistent sources of openings.
Which District of Columbia cities have the most technical support specialist jobs?
The cities with the most technical support specialist openings in District of Columbia are Washington. Washington D.C. itself drives the overwhelming majority of demand due to the concentration of federal agencies and their contracted IT support providers, while nearby areas in Northern Virginia and suburban Maryland generate additional volume from satellite offices and data center operations tied to the same federal ecosystem.
Are there remote technical support specialist jobs in District of Columbia?
Yes, though many roles still require some on-site presence due to federal security and clearance requirements. About 100% of technical support specialist openings tied to District of Columbia are remote or hybrid as of September 2026, reflecting a market where cleared positions often mandate in-person work. Tier-one help desk and software support roles are the most likely to offer fully remote arrangements.
How can I get hired as a technical support specialist in District of Columbia with little or no experience?
The most realistic entry path in D.C. is landing a junior help desk or IT associate role with a federal contractor, where entry-level positions often come with on-the-job training and a pathway to employer-sponsored clearance. Large contractors like Leidos and Booz Allen Hamilton run associate and early-career programs that accept candidates with a CompTIA A+ certification and no prior professional IT experience. Community College of the District of Columbia also offers IT support certificates that D.C.-area employers recognize for entry-level hiring.
Where can I find and apply to technical support specialist jobs in District of Columbia?
You can find and apply to technical support specialist jobs in District of Columbia on Migrate Mate, which lists current openings across the D.C. market. Search the listings, find roles that match your experience and clearance level, and apply directly to the ones that fit.
See All 5 Technical Support Specialist Jobs in District of Columbia
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