I find that I have better weeks when I count EVERY bite, I even made a salad counter in excel so that all I have to do is put in the ounces of each ingredient going in and it tells me exactly how expensive the salad is in calories it all adds up so I try and not estimate unless I must because of things not in my control.
I estimate veggies I dont weigh or measure them. I have a "salad" in fitday that contains the TYPICAL things that might be in my salad (lettuce, carrot, red pepper, cucumber). I have "large salad", "regular salad".
I eat salad 1-2 times a day and I am not typing it all in each time. The difference is so minimal and frankly if 20 calories one way or an other makes the difference I am on the wrong plan. I then manually log anything else I put on my salad
I do the same for the veggies for my omelete, oven roasted non-starchy veggies, and just mixed cut raw veggies.
So I count them, but not precisely. Somedays my veggie omelet only has a bit of onion in it and I am charging myself for the mushrooms, celery and redpepper. Some days I have loads of leftover veggies from the night before and am proably underrecording. It all evens out.
Even after a couple years calorie counting chafes and I need to make it as quick as possible. I have entire typical meals in fitday so I can enter it all in one line.
I should clarify.. if I eat a "bagged" salad that has 3 pieces of shredded carrot in it, I'm just track lettuce. If I'm making the salad and I know I put in half a cuc, 1/2 carrot, etc then I will figure that out..
I'm not as rigid tracking fruit and veggies as I am with say, chocolate pie
Do you count?
it all adds up so I try and not estimate unless I must because of things not in my control. 
