Outsider research project: trying to understand the real paperwork pain of organic certification

Greetings! My name is Oliver Ujah writing from Ghana. I'll be upfront about who I am: not a farmer, not certified anything, not selling anything. I'm a researcher writing a practical book on AI tools (ChatGPT, Claude, etc.) for the administrative side of organic and regenerative farms. Before I write a chapter on certification paperwork, I want to understand the actual lived experience rather than what the USDA documents describe.
I've been reading through the canon — Gabe Brown's Dirt to Soil, Salatin, Coleman, Kempf's Quality Agriculture, Montgomery's Growing a Revolution — and they cover the philosophy and practice of farming itself beautifully. What they don't cover (because it's not the point of those books) is the bureaucratic labor of staying certified once you are.

So I'm asking the people who actually live it:

1) What's the most painful or unreasonable part of your annual organic recertification?
2) Where do new transitioning farms typically slip up on documentation?
3) Has anyone here transitioned out of organic certification specifically because of paperwork burden? What was the breaking point?
4) For those of you using software (Tend, AgSquared, COG Pro, etc.) — what does it actually solve and what does it not?
5) How much time per month would you estimate you spend on certification-related documentation?

Any one answer is enormously helpful. If your insight shapes a section of the book, I'll credit you in the acknowledgments under whatever name you prefer. No products, no mailing list, no follow-up beyond a thank-you.
If you'd rather respond privately, my profile has DMs open.
With respect for your time and the work you do.
Thank you