I believe the shudder and the tire pressure light issues are unrelated.
I can't remember off the top of my head, but which engine do you have?
There is a TSB turned RECALL on '05 WKs with the 3.7 V6 and the NAG1 tranny. The filler tube seal is bad, and allows water to seep into the tranny. The shudder comes from the partial engagement of the torque converter. This can happen with only a slight (0.05%) concentration of water in the ATF. (Vehicles built prior to June 3, 2005) Happens around 3rd and 4th gear. Right around 40mph
Unless you have a V8 then you can disregard all of what I just said
If in fact you DO have a V6, go talk to your dealer!!
Please check out www.wkjeeps.com
it's a great resource and a ton of time has gone into the forming of the website. Amazing resource
Steel Blue 2001 Laredo 4.7, QD, Exhaust
Nokian Vatiiva tires: 235/65-17
1997 ZJ TSi 4.0. Some stuff added
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