How Much/When Do You Tip?

Tipping... one of those things that you HAVE to do!  Sometimes you may not feel like it, depending on how the actual service was.  I'm one of those people who will tip based upon service.  I have had so many roommates throughout the years that complain about people now tipping.  Or worse, just tipping a dollar off of a tab that included a family of 5.  But if a server is terrible, like forgetting everything, getting things wrong, or just being a bad server in general as far as attitude goes, it will be reflected in the tip.

When it comes to bar drinks, I generally will tip a dollar per drink.  Like if I buy 3 drinks at one time, because it was my turn to get a round, I will tip 3 dollars.  I know people who will tip only a dollar regardless if they are buying one or more drinks.  I think that is wrong.

But here is when it gets confusing to me.  If you call in an order, drive to the restaurant to pick it up, and then get your bagged food and go, do you need to tip?  Generally you are dealing with the host/hostess and it gets a bit muddy there.  There are also tip jars set out at Starbucks and Caribou.  Do you tip off your $5 latte?  Do you tip at Cold Stone?

Where do you draw the line when tipping?  Or, do you tip all of those people?  Like if there is a line/jar to tip do you always do that, and if so, how much?