My husband cleans the eaves out in the spring and in the fall.
Twice a year, in the spring after the trees bloom and shed their seeds and again in the fall after the leaves drop.
I gave up on cleaning them. I purchased "plastic" covers that you inseert under the edge of the shingle. Dirt still gets in but that only takes a heavy rain or a hose in the dry season to clean out.
Are you talking about the "gutter" thing? I don't do heights but I caught my husband up there one time cleaning that thing. LOL!
I don't. We don't have any trees over our house dropping any debris.
Twice a year
When we had our rusted out rain gutters replaced, I sprung for the "Gutter Glove" system. Really fine stainless screen supported by an expanded aluminium frame. I had tried the plastic mesh Ancient One is using, but it didn't work for me. While I do get some live oak leaves, i get a lot of pine needles. They would slide down to the mesh and one end would slide in, and the other end would stick up. It always looked like my gutters needed a shave. The stainless mesh is fine enough to defeat the pine needles.