Anything that's adding extra complication, even if it's made from quality parts, will still add to the risk of things going wrong. Just by the nature of there being extra components.
I doubt the bradley flatbed is that light, and I think it would be stupid trying to put a container on an ifor car trailer (assuming it's a CT177 type one). You're also unlikely to know the weight until it's too late.
Depending on the time of year you would probably be OK with a hiab lorry. Otherwise a few quid to a neighbouring farmer to move it should be easily arranged. Even if it was a hiab delivery to their yard and then dropped to you.
The LT77 was designed for ATF.... whether the recommendation changed later on I'm not sure. I never had any real issues with mine and ATF in either hot or cold temps, just a slightly notchy 1-2 when cold. I'd ask Beaumont's what they'd recommend.
good to see an update!
For the photos.... mine does it occasionally, and the only work-around I've found is to rotate them in a random orientation on the phone, save them, then correct the orientation and save again. It's like the rotation information isn't being passed over when the image is uploaded.