AI Documentation Specialist (Senior)

Overview

DecisionPoint seeks a Senior AI Documentation Specialist to create and maintain technical documentation supporting the integration of artificial intelligence into USMEPCOM workflows and operations under the ENLIST program. 

This position will work with the AI Integration Lead and technical teams to document AI-enabled workflows, secure data pipelines, model-monitoring processes, and automated multi-step agents. The specialist will translate technical information into clear implementation documentation, operating procedures, maintenance guidance, and user instructions. 

The AI Documentation Specialist will support consistent documentation throughout implementation, workforce adoption, releases, and ongoing operations. The successful candidate will help technical personnel maintain AI capabilities and help users understand how to operate them within approved workflows. 

This position is remote, with Chicago-area candidates preferred. 

Note: By applying to this position, you acknowledge and consent to having your resume included in an active competitive government contract bid. 

Duties & Responsibilities

The AI Documentation Specialist will: 

• Create and maintain technical documentation specific to AI integration within USMEPCOM processes and operations. 

• Work with the AI Integration Lead, engineers, developers, data professionals, cybersecurity personnel, and mission representatives to gather and validate technical information. 

• Document AI-enabled workflows, including inputs, outputs, dependencies, decision points, user actions, and exception paths. 

• Develop workflow diagrams, process descriptions, implementation guides, operating procedures, and maintenance instructions. 

• Document secure data pipelines, including data sources, transformations, interfaces, access requirements, dependencies, and operational checks. 

• Maintain documentation for model-monitoring processes, performance measures, drift indicators, alert thresholds, escalation paths, and corrective actions. 

• Document automated multi-step agents, including task sequences, available tools, permissions, operating boundaries, approval checkpoints, and failure handling. 

• Prepare user guidance explaining intended uses, expected behavior, limitations, source references, human-review requirements, and escalation procedures. 

• Document installation, configuration, deployment, rollback, troubleshooting, and recovery procedures using technical-team inputs. 

• Maintain descriptions of relevant APIs, application interfaces, data flows, and integration dependencies. 

• Coordinate technical reviews to confirm documentation accurately reflects approved designs and implemented functionality. 

• Update documentation following releases, configuration changes, workflow revisions, incidents, and lessons learned. 

• Maintain document versions, revision histories, review records, approval status, and publication schedules. 

• Organize documentation repositories so users and technical teams can locate current, approved information. 

• Apply consistent terminology, templates, formatting, and cross-references across documentation products. 

• Coordinate with workforce enablement and training personnel to align user guides, job aids, exercises, and technical references. 

• Support implementation reviews, operational handoffs, knowledge transfer, and documentation readiness assessments. 

• Track documentation gaps, review comments, outstanding decisions, and corrective actions through completion.

Qualifications

Required Qualifications 

The following must-have qualifications are drawn from the supplied position requirements: 

• Active Secret clearance or higher. 

• Minimum of eight years of relevant professional experience. 

• Bachelor’s degree in technical communication, English, information systems, or a related field, or a permitted equivalent. 

• Experience documenting AI workflows. 

• Experience documenting data pipelines. 

• Experience documenting model-monitoring processes. 

• Experience developing operating procedures and user guidance. 

• Ability to create and maintain technical documentation supporting AI implementation, workforce use, and ongoing maintenance. 

• Ability to collaborate with the AI Integration Lead and technical teams to document AI-enabled workflows, secure data pipelines, and automated multi-step agents. 

Preferred Qualifications 

The following qualifications are preferred but are not required: 

• Relevant AI or cloud fundamentals certification. 

• Documentation-tool training. 

• Experience supporting federal or Department of Defense technical documentation. 

• Experience documenting knowledge assistants, retrieval workflows, AI agents, or machine learning operations. 

• Familiarity with cloud platforms, APIs, authentication, access controls, audit logging, and automated testing. 

• Experience documenting human approval checkpoints, exception handling, troubleshooting, and recovery procedures. 

• Experience with SharePoint, Confluence, Markdown, version-controlled documentation, or comparable publishing platforms. 

• Experience developing accessible documentation, process diagrams, knowledge articles, and task-based user guides. 

• Familiarity with document review, approval, configuration management, and release processes. 

• Strong technical interviewing, editing, organization, and stakeholder communication skills.

Our Equal Employment Opportunity Policy

• EEO and Affirmative Action Policy: DecisionPoint Corporation is an Equal Employment Opportunity and Affirmative Action employer. It is the policy of DecisionPoint Corporation to provide equal employment opportunity in accordance with all applicable Equal Employment Opportunity/Affirmative Action laws, directives and regulations to all employees and qualified applicants without regard to race, ethnicity, color, religion, national origin, sex, age, disability status, pregnancy, sexual orientation, gender identity, genetic information, protected veteran status, or any other protected status under Federal, State or Local laws.
• Pay Transparency Policy: In accordance with Presidential Executive Order 13665, DecisionPoint Corporation will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor's legal duty to furnish information.
• Authorization to Share Resume and Personal Information: By expressing your interest and submitting your resume for this position, you authorize DecisionPoint Corporation to share your resume, as well as personal information included on the resume, with its subsidiaries, affiliates and teaming partners for the purpose of considering you for this position and other available positions requiring comparable skills, education and experience. Should DecisionPoint Corporation. or its affiliates and teaming partners wish to initiate pre-employment discussions, you will be asked to complete an employment application and related employment documents.