Herbert Okolowitz Freelance Technical Writer & Essayist

I turn complex systems and processes into clear, accurate documentation. Freelance technical writer and content strategist with 15+ years of experience. Currently engaged at HP Barcelona on enterprise software documentation.

15+ Years Experience
PhD Philosophy
5 Languages
Dr. Herbert Okolowitz, Technical Writer

About

Freelance technical writer and essayist with a PhD in Philosophy. I make complex technical content accessible without sacrificing accuracy — whether for enterprise documentation or longform essays on AI.

Currently engaged at HP Barcelona (2026) on enterprise hardware and software documentation — DITA/XML structured authoring. Independent by trade, embedded by project.

My background spans academic writing, content strategy, and entrepreneurship — from building Germany's #1 fantasy sports platform to authoring published poker strategy books. I bring analytical rigor and clear prose to every documentation challenge.

Core Expertise

  • Technical Writing
  • DITA / Structured Authoring
  • Philosophy of AI & Ethics
  • Instructional Design
  • Multilingual Communication
  • Content Strategy

Featured Projects

Griffl.org AI Content Lab

Ongoing research platform exploring the intersection of AI and instructional design. Testing new tools, methodologies, and workflows to improve course creation and educational content development.

Blog
Visit Blog

AI Context Builder

Create personalized AI context for teaching, learning, and student support in 60 seconds. Answer a few engaging questions and get a complete AI context file ready for any platform.

Education-Focused
Visit Tool

Top 35 Poker Book

Author and editor of poker strategy book "Mastering Pot-Limit Omaha. The Modern Aggressive Approach" with Wladimir Taschner, achieving Top 35 recognition in must-read poker literature.

Published Author

Academic Career

University Lecturer. Philosophy for Engineers: Bridging complex academic concepts with practical application for diverse professional audiences.

Doctor of Philosophy University Lecturer

PokerStories. Behind the Scenes Podcast

Collaborative podcast and book project exploring the history and rise of online poker. Manages audio/video production, guest coordination, and content strategy for multi-format distribution.

Podcast Production

11Heroes.com

Built from the ground up. 11Heroes became the leading German-speaking Daily Fantasy Sports platform. Content strategy, SEO, and community building drove rapid growth and high user engagement.

#1 German DFS Platform Archived Project

WIS Content Strategy

Leading data-driven content strategy and guiding content creators to produce high-impact materials that drive organic traffic growth.

+50% Traffic Growth in 6 months

Scout Gaming PR

Built positive brand image and managed major industry events including ICE London while reducing administrative costs through process optimization.

-25% Cost Reduction

AI in Practice

I use AI not as a tool but as a working partner. ATOM (Assistant for Tasks, Organization & Memory) is my personal AI system — a personalized instance of Daniel Miessler's PAI framework, adapted for how I write, research, and structure documentation.

This includes AI-assisted documentation workflows, structured prompt engineering, and ongoing experiments in human-AI collaboration. I bring the same philosophical rigor to AI work that I bring to technical writing — understanding the system before trusting it.

Start a Conversation

Open to technical writing projects, documentation consulting, and content strategy engagements. Let's discuss how I can help you make complex information clear and useful.