Lets think of your tires as balloons. the more air you pump into them, the less touches the ground. therefore, the higher the PSI, the longer ur treads will last- but the less traction you will get. granted, you can run anywhere up to 6-8 PSI higher than recommended (by the car, if you still have stock tires) without losing significant traction. the squishy feeling is because less air is in the tires, so more rubber is touching the ground. i dont think weather will affect your tires too much. also, when you drive for a while, your tires will heat up and it will change PSI as well, about 1-2.
basically, more PSI = longer tire life, less traction.
less PSI= shorter tire life, more traction.
its up to you. For daily driving, i go 8+PSI. i want my tires to last.
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