They could already do this with high-rez satellite photos if they wanted. The drone just makes it unusually irritating.
Would it make all that much difference if they'd sent out an artist on horseback, to depict his property with quill and ink on parchment?
https://www.verisk.com/insurance/products/personal-aerial-im...
I seem to remember reading on Twitter that 80% of the population of the US is photographed every 3 months or so by services like this.
Also
https://www.alliedmarketresearch.com/aerial-imaging-in-insur...