Harold Moses II

Harold Moses II

Senior Technical Writer ยท Agentic AI Utilitarian ยท Developer Experience

โœ‰ hwmoses2@icloud.com ๐Ÿ“ž 415-828-0509 ๐Ÿ“ San Francisco Bay Area, CA ๐Ÿ”— LinkedIn
10+
Years Experience
70%
Faster Doc Updates
85%
Less Manual CI/CD
99.8%
System Reliability

Professional Summary

Innovative Technical Writer actively utilizing Agentic AI across Hardware, Software, API/SDK, UX, and Cybersecurity documentation.

An insatiable learner who fleshes out the minutiae so that my users don't have to.

Proven track record of designing autonomous workflows that improve developer experience and reduce costs.

Experience

Sr. Technical Writer May 2024 โ€“ February 2026 ยท 1 yr 10 mos
Block, Inc. | Proto Mining Division โ€” Oakland, CA
  • Pioneered agentic AI documentation solutions while leading technical infrastructure initiatives for the Proto mining division
  • Architected and implemented autonomous AI agents for the Proto API Monitor system, creating intelligent systems that detect API changes, publish documentation, and notify stakeholders with minimal human intervention
  • Developed agentic AI workflows that reduced documentation update time by 70%, enabling faster feature shipping and improved developer experience
  • Designed and proposed cross-product AI monitoring infrastructure to be used by multiple Block business units (Square, Cash App, Afterpay, TIDAL - Hack Week 2026 Project)
  • Created AI-powered error detection and resolution systems with multi-location file checking, increasing system reliability by 99.8%
  • Built intelligent notification systems with contextual awareness, enhancing Slack communications with detailed PR information and changelog integration
  • Pioneered AI-driven GitHub Actions workflows for continuous integration and deployment, reducing manual intervention by 85%
  • Implemented machine learning solutions to resolve complex documentation discrepancies between multiple platforms
  • Developed autonomous agents for generating comprehensive technical documentation and deployment guides
Technologies: Agentic AI Systems, Autonomous AI Workflows, Agentic AI Orchestration, AI-Powered Documentation, Intelligent Monitoring Systems, Developer Experience (DX), Technical Infrastructure, GitHub Actions, Continuous Integration, Cross-team Collaboration, System Architecture, OpenAPI/Swagger, Slack Integration, Process Optimization
Sr. Document Controller II Aug 2023 โ€“ Feb 2024 ยท 7 mos
Cruise โ€” San Francisco, CA
  • Managed complete document lifecycle for the QAQC team overseeing technical operations for an Autonomous Vehicle fleet
  • Implemented Quality Assurance / Quality Control and Regulatory Compliance documentation processes
  • Streamlined document workflows to improve efficiency and ensure regulatory compliance
  • Collaborated with engineering teams to document technical operations for autonomous vehicles
Principal Technical Writer Apr 2022 โ€“ Aug 2023 ยท 1 yr 5 mos
OpenVPN Inc. โ€” Pleasanton, California
  • Led migration, information architecture, content creation and management of Knowledge Base, User Guides, Video tutorials, Video library inventory, API references, FAQs, and Release Notes from concept to implementation
  • Assisted Engineering and Product Management in creating a uniform, easy-to-understand UX for cloud product users
  • Established documentation standards and best practices for technical content
  • Implemented content management systems to improve documentation workflows
Skills: Content Management, Paligo
Sr. Technical Writer Jul 2020 โ€“ Apr 2022 ยท 1 yr 10 mos
F5 (formerly Shape Security) โ€” San Jose, California
  • Served as primary technical writer for F5 cloud security bot threats product
  • Worked with Developers and Product Management to produce effective user documentation for end users (Software Engineers, System Admins)
  • Developed content using single-sourced CCMS utilizing a docs-as-code method
  • Created comprehensive documentation for complex cybersecurity products
  • Maintained documentation through Shape Security's acquisition by F5
Skills: Content Management, Agile Methodologies
Technical Writer (Contract) Sep 2019 โ€“ Apr 2020 ยท 8 mos
Airbnb โ€” San Francisco, CA
  • Effectively developed and maintained web-based technical self-help site for Developers using GitHub
  • Created necessary bandwidth for Security Engineers to build-out platform security to meet IPO deadline
Software System Engineer II Aug 2015 โ€“ Jul 2019 ยท 4 yrs
Sony Interactive Entertainment (PlayStation) โ€” San Francisco, California
  • Supported cloud infrastructure and managed network access as LDAP Administrator
  • Added and created users to access EC2, Cassandra, and DB Clusters
  • Managed AWS costs leveraging EC2 metadata tagging, analysis, right-sizing, and purchasing EC2 capacity (full-stack)
Skills: Agile Methodologies
Technical Writer Intern / Technical Writer May 2015 โ€“ Aug 2015 ยท 4 mos
Sony Interactive Entertainment (PlayStation) โ€” San Francisco, California
  • Developed and maintained Root Cause Analyses (RCA) for Engineering teams
  • Worked with Engineers and DevOps teams to document network-impacting incidents
  • Presented findings to Engineers and senior management across distributed teams via WebEx
  • Managed RCA documentation for the DevOps team
  • Documented process for Network Access, Change Management, and Security procedures
  • Developed and maintained documentation of real-time monitoring (KAFKA) used by NOC