SOURCE: Transmission wont shift into reverse
By the grayish color, fluid being thick, and metal shavings, the clutches are pretty much worn out. It's time to either rebuilding your transmission or just installing a good used one. The fluid normally should be a reddish color. The gray is from the actual clutch material going away.
SOURCE: reply to comment
Can you use a pick to push the clips apart? I Cannot find any service info on the connector. Most i have seen the bolt holds it with no clips.You will just have to see how the clips are supposed to release and manually release them with a pick or small screwdriver
SOURCE: jumpy oil gauge 2000 Jeep Grand Cherokee
OIL SENDING UNIT. JEEPS ARE NOTOROIUS WITH THIS PROBLEM
SOURCE: Oil pressure drops to 0 in 2001 Jeep Grand Cherokee Laredo
Does it act different when this happens???? If not do not worry about it. It is just the Oil Pump slowing down with the Motor and will not hurt anything. My 600 HP 95' Silverado does the Same thing and it is not a Problem
SOURCE: 99 jeep grand cherokee 4.7 v8 oil pressure
Oil gauge may be bad, you said you changed the oil sending unit, and tried a aftermarket which worked, so the other option is to have you oil gauge checked. The sending unit may be good but you gauge is not reading proper.
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You are probably hanging up on the pump pickup
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