Here's how it would normally go for cool season grasses. Over seed at the tail end of summer when the heat breaks and you get some cool nights. In late November, when the grass stops growing completely, winterize with a high N, fast release fertilizer to feed the roots while they are still moderately active. If you waited long enough, the blast of fertilizer will not stimulate new growth in the grass. The roots will have the entire winter to process the fertilizer and normally will awaken a week or two earlier than lawns which did not get winterized.

Why do you overseed every year? Does the lawn become thin, or are you transitioning from one grass type to another?

I know, but since I missed the timeline, wonder if it's even worth overseeding at this point or just wait till March. I overseed every year cause grass is getting thin (due to shade, weeds, and people in my neighborhood believing it is their right to let their dogs poop and pee on my lawn every day.)

If you do seeding in the spring, you are almost guaranteed to get crabgrass instead of real grass. The real grass seeded in the spring will not have time to develop deep hardy roots before the summer heat hits, and so it comes in thin and dies quickly. Further, crabgrass, Mother Nature's bare soil filler, loves the daily watering it gets from people trying to start lawns in the spring. Crabgrass is a summer annual plant designed by Nature to sprout in the spring and thrive in the summer. There is such a thing as frost seeding where you seed now(ish) and let Nature take Her course with germination in the late winter or early spring. It's not the preferred method, but every month from now on your chances of success diminish.

As for shade, you should be overseeding with a shade tolerant variety of fescue to help with that. Weeds, if you use herbicide, should be sprayed in mid April after they have become established. You can help yourself out by not watering more frequently than once every month to 3 weeks until late April, then every 2 weeks changing to every week in the heat of summer. Always water 1 inch at a time when you do. Check that with tuna or cat food cans placed around the yard when you water. One inch probably takes longer than you think. Dog pee should not be a problem if you have a healthy soil. You can improve the soil's health by using organic fertilizer at least once a year. Late spring seems to be good for that. In the mean time, if you suspect you have dog pee spots, drop a handful of table sugar on the spot to help the soil microbes to repopulate. Sugar is not exactly fertilizer, but it is food for the bacteria which process the urine. The bacteria turn the urine into plant food, so sugar is more like a stimulant.

I believe like much of the east coast, the temperatures are running above average. I would decide about over seeding based on the temperature forecast..

If this is going to be a warm winter, in a couple of month I would overseed as soon as the night temperatures are staying in the 40's