the biggest problem is the time of day you are cutting it.
large lots have endlessly damp grass so cut in the afternoons and not the mornings, this lets the overnight dew and the blades of grass to dry off and dry out some before cutting so they don't stick to the deck. this is the same for crawfish mounds, if they stick its because they and the grass is still too wert to cut.
I don't have near the lots you guys have but I never clog up, never need to or clean out the deck anymore, and it stays clean. this "drier" condition cutting also helps keep my blades sharp and I only need to swap out and/or sharpen the blades every 2 years but cutting in the afternoons instead of mornings.
its only natural to want to cut in the cooler mornings when it feels best on us doing the cutting, but when I used to cut in mornings with cooler weather my deck got clogged up with inches thick, still "moist" grass and I had to clean it after every use
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