I'm not suggesting it is overly complicated. I said call insurance because:
1) The cost to repair/replace the fence will probably be more than the deductible. The hoop is more than that. ANY damage to the house / railing and you are money ahead with that call. Now the cost of a cleanup crew is covered by insurance that is already taking care of the rest.
2) There are most likely some forces in there that we aren't seeing from the picture. An inexperienced operator won't see those until it is too late and still won't understand why it happened IF he gets out of the hospital.
3) Is that White pine? If so, 24" diameter white pine weights 113 lbs per foot of length.
There are some optical trickeries here, but I think I'm seeing:
A) That trunk where it sits on the hoop is +/-24". A rim is 18"...
B) The hoop wasn't that low before the tree assisted it down a little.
C) The tree that
@KarlD wants to anchor a winch to is either too small or too far away to be of any use.