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Take the bar and chain off, clean any sawdust and grime from where the bar meets the body of the chainsaw. Make sure the oil tank is full but don't reassemble yet. Start the chainsaw without the bar and watch to see if any oil is coming out of the little hole or slot above the bar bolts. Check that it isn't clogged with muck. If this bleeds oil then check the bar which has an oil hole that matches up with the oiler, this could be clogged. Blow out with compressed air, also run a piece of hacksaw blade around the groove where the chain sits in the bar to clear debris and blow out. Good luck.
Chain oilers are a vital part of keeping your saw running well. No oil can even cause the chain to bind up. Over a period of time it can greatly increase the wear rate of your bar and chain reducing it's life. Chain oilers seldom go bad they just get clogged up with sawdust.
Remove the housing that covers that bar and sprocket. There are two plates on each side of the bar that set over the studs.They may be identical or slightly different depending on the saw but at least one of them will have a hole in it for the oiler. If you remove the bar and both plates you will see the oiler hole on the saw housing. This oiler injects oil through the plate and into a small hole in the bar where the chain picks it up and carries it around the saw. If this hole becomes plugged with sawdust it will keep your saw from oiling the bar proplerly. This hole should be cleaned out periodically. It's not a bad idea to remove the whole chain periodically and clean the chain guide all the way around the bar and get any sawdust buildup out so the oil can flow better.
I have never seen an automatic chain oiler that worked. Even new ones don't seem to work. Just pour a little used engine oil on the bar once in awhile like everyone else does. In theory there is a small piston that rubs on an eccentric at the chain sprocket, and that sucks in oil and pushes it through a hole, into the center groove of the bar. But if the piston is dry, it won't pump. If the holes are clogged with sawdust, it won't work. Here is a video that may help: http://www.ehow.com/video_4756894_a-chain-saw-bar-oiler.html
You may have gotten some saw dust particles inside the oil resevoir that got sucked into the delivery tube, thus clogging up the oiler...you can drain the oil out of resevoir and run some seafoam thru the oil resevoir to see if you can get it unclogged
Depending on the model, yes. But first I would remove the bar and chain and make sure the 4 or 5 square openings behind the bar for the auto oiler are not clogged with gunk. If everything is clear and the oiler adjustment is turned up as high as possible (15ml/min), you may have a problem with the internal pump.
Also, a chain will smoke if the tension is incorrect. Before you use it again, when cold check the chain tension. You should be able to see about half of the chain drive when pulling on the chain. Another thing may be the sprocket tip if applicable. Make sure it is properly greased each time you add fuel/bar oil.
Check that the oiler hole and the hole in the bar that it pumps into aren't clogged. The sawdust running under the chain and be deposited in the oiler hole in the bar until it plugs it solid. That will keep the oil from havintg a place to go and build up pressure.