A few years ago I took a new job at Microsoft, working as a Senior Content Developer, and as of this writing I own all the SQL Server content in Microsoft Docs. Not bad.
After the release of ChatGPT in 2022, it was only a matter of time before large language models (LLMs) spelled the end of technical writing as a full time job. I watched people getting laid off, including people in my own team, and the idea of shepherding agentic workflows (whatever that even means) is not something I am passionate about.
I am leaving Microsoft on a high
Therefore, I am stepping down on 16 October 2026, after spending 1728 days doing probably the most satisfying work of my career, if you count it in terms of the number of customers I’ve helped. For the record, I was not laid off, and it was my decision to leave.
I’ve worked with some of the smartest people in the world, and learned a great deal about content management, software releases, and customer support.
During my employment, I also developed and maintained a number of scripts and tools to automate and manage our team’s workload in a way I never thought I’d be able to. I wrote the fastest, most efficient, memory-friendly C# code ever, in a way that will live on, in a completely deterministic way. Not bad.
My feelings on “artificial intelligence”
Aside from the compulsory LLM-based tools I was required to use in my job, I have used and will continue to use LLMs to help me write unit tests for my C# code (with heavy guardrails in place), and to train models to assist with data classification and image detection. It’s really good at that.
I am not “anti-AI” (whatever that means). It has its place as a tool, and we humans are responsible for how that tool is used.
My problem is with how next-word predictors are somehow imbued with magical knowledge. That’s just not possible. They are not sentient. For the sake of discussion, let’s say that English has about 500,000 words. Despite its convoluted rules, you can only put certain English words in a certain order. When your LLM consumes the content of the Internet (and copyrighted material, including my books, screw you Anthropic), certain patterns emerge that superficially imitate human speech.
So, when you use an LLM, you’re effectively using a spreadsheet (vector) of floating point numbers (weights) that decide, based on preceding words (tokens) and the values in those weights, what the next word in a sentence is. The catch is that it has to do this back-and-forth thing for every token. Every single one. That’s why it’s expensive. That’s why it’s non-deterministic. That’s why you simply cannot expect it to make any decisions. It’s a stochastic parrot. Treating it any other way will bring about WALL-E or The Terminator. I don’t like either outcome.
Where to from here?
I may still show up at tech conferences. I have some ideas I haven’t had time to work on. I may try and be a Microsoft MVP again. Before that, though, I need to have a three-month nap.
Mostly I intend to write. I want to put down words and phrases in sentences that my own brain thought of.
Hugh Howey (author of the Silo series that Apple turned into a TV show) has an application called NEO that I’ve been testing out. What I like is that I can see all my writing in one place, on a virtual bookshelf. It reminds me how much I have left to give, far away from the tech world that doesn’t know what it wants to be right now.

Congrats and best of luck writing. Also, this intrigued me, and as a writer, you might like it as well: https://x.com/jasonfried/status/2105403067793584590?s=20
Thanks, Steve, and thanks, Steve!
We, everyone who uses SQL Server and the Microsoft data products, will miss you and anticipate your return from your nap. I’m excited to see whatever you do next. The world is better having you in it.
I’m so tired, Brent ๐
Thank you for your kind words.
Thanks so very much for your efforts.
Thank you, Greg.
Wow, this is a surprise! But OTOH, I think I understand (and sympathize with) your motivation here.
I certainly appreciate everything you have done to help me over the years, and what you have done to improve SQL Server during your time at Microsoft. You will definitely be missed!
Good luck with what you end up doing next. Thanks!
Thanks, Glenn.
Thank you for all you do Randolph. Microsoft will miss you however they will, but as has been said, I look forward to what you will do when you return from your nap. Soldier on.
Thank you, Ben!
The gap between what is original evolved through a brain and a talent is totally different from what is “copy/paste” – machine -something without a heart, tears or feelings – generated. Really appreciate your point of view, it is always being hand-made vs Mass-Production.
Congrats on an amazing stint at MS. Ironically, the quality of your (and your teamโs) documentation is probably partially responsible for the increased ability of LLMs to do things in the coding and database space. Good luck with the writing, and hope you get a chance to do some acting, singing etc. while you are on hiatus!
Thank you Randolph. No doubt you have executed a great stuff those have been helpful a lot.
All the best for your next move. Take care. Have a power nap. ๐
Bravo for the work you have done my friend! Best wishes for the work you will move to! Enjoy the well deserved rest! I hope we cross paths somewhere.
I have lived through all versions of SQL Server, I recall sp_helpsql (yes, there was an online help in the shape of a stored procedure once), the revolution when “Books Online” meant “in the computer” instead of print, and everything that came after that. I was sincerely impressed by the effort and love (in lack of better word) that I felt the documentation was given the last few years. Thanks!
I wish you the best for what to come!
Good Luck in your next endeavor.
I had the pleasure in working with you in some Microsoft Docs updates.
Your knowledge in SQL Sever is impressive , and your contributions are visible.
Thanks
Emad
Hey Randolph – I appreciate all of your efforts and your wit! Thanks for everything. Best of luck with what comes next.
Congrats on your new direction. I feel like I’m better for knowing you. Enjoy your nap.