Squeal or Chirp after Up-Shifting

[fasterjames]

I have searched heavily for this and haven't yet found an issue quite like what I am experiencing.

About once every hundred miles or so when I am accelerating, there is a squeal or chirp that happens immediately after I let out the clutch. It's coming from the engine compartment most likely from the right side and only lasts about 1 second. It only happens when the engine is warm and has always been after up-shifting into 2nd. Never downshifting. It makes a sound like my kids make while skidding Hot Wheels around a corner. Also kind of like the sound tires make when locking the brakes.

I have a 2002 2.7 Boxster with 5 speed manual and 63400 miles. Bone stock. Had a 60K service done last August at 57K and no oil leaks were found. Always been a Florida car.

Other symptoms that I have that might/might not be contributing so in order to help you help me here they are:

1. About once every 3 months there are 1-3 nickel sized oil drops on the garage floor coming from the right side. I wipe them up and don't see them again for months.

2. When the engine/tranny are cold, I sometimes get a light shudder when taking off in first gear as described in some of the flywheel topics.

I drive my Boxster respectfully and because of time (4 little kids and a new career) I haven't opened the engine compartment yet to look for any new leaks.

Thanks in advance for your help! Renntech is awesome!

[fasterjames]

Figures: my car just made a liar out of me. Just went to lunch and it happened in 1st as well. BTW, I have only used/burned 1/2 quart of 0-40 in 5K miles.