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James,
Once you get that 14A running correctly, you will really enjoy the capabilities of it. They are strong Cats. The radiator should be filled up to where you can see the water/antifreeze mix. Your tractor is a later build with hydraulics from the factory. The tank in the lower grill area in front of the radiator is your hydraulic reservoir for the hydraulic pump that is driven off of the front of the crankshaft. Keep it filled to the top with hydraulic oil. The dipsticks in and around the seat area are for the power assist for the steering clutches and most likely for your wet brakes and actual steering clutches. If I remember correctly, those all take standard motor oil with exception to the transmission which takes 90wt (someone may correct me for the later serial numbers which could use motor oil too). There is one more dipstick to check and it is right in the center right below the dash on the main deck. That is for your oil master clutch. I have changed my 14A over to using ATF in the oil clutch. It will stop the drag while trying to get your transmission into gear when the system is cold.
As far as the starting engine transmission, in weather above freezing, use the high range and turn the diesel over in the start position until it is spinning easily and the oil pressure is up. Then kick it over to the run position and in a minute or two, pull up on the throttle and fire the diesel. Don't forget to check the final drives in the back of the machine on each side just above the drawbar and near the inside of the tracks. If you don't have the correct wrench, you can make one by getting the correct size bolt head that will fit the inside of the oil fill cap. Then weld the nut on the bolt.
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