Hi and welcome to permies Josh!
It looks like your pine tree is just shedding the older leaves that get less sunlight, that happens about this time each year. I'm south of you and lots of people here use the pine needles to landscape and will soon be raking the falling pine straw into beds around their trees. The new growth and spots that get the most sunlight look really healthy from what I can tell from the picture.
The fallen leaves and pine straw can be raked around your trees to help build up organic matter in the soil which should increase the amount of water the soil can hold and make the soil more healthy, which can eliminate the need to water in the future!