I'm extremely organized in the field and in life in general. I wear a utility belt at all times with all my tools and needful things kept tightly organized and if anyone borrows anything from it they must return it, no questions about the matter. No bumming! As a result I basically don't lose anything, like ever. My packs, my backpacks, are all maintained such that certain pieces of gear are always present in them in the same place, I have separate packs for separate activities. A place for everything and everything in its place and God save you if you use a piece of that equipment and don't at least hand it right back. I do stay on top of it.
My relic hunting gear is always tightly organized, I literally have a checklist and I even use the MOLLE webbing to mount tools and additional pouches, each with a specific purpose. The gear is static, that's how we roll. When I'm really geared up we're talking anywhere from 30-50 pounds all told, no it's not too much for me to carry, my body is used to it. Is that anal enough for ya?
I once lost a 1960s penny I dug up, it was a tragedy, I couldn't believe it. That's never going to happen again.
So the short answer is: oh hell no. Trust me, if something is missing my internal scale lets me know immediately.
Sorry you lost your headset, you should consider traveling with me, I have your back, you'll never misplace anything out there again
